Isolation and Identification of the Antibacterial Compounds Produced by Maillard Reaction of Xylose with Phenylalanine or Proline.
Kazuho Aonishi, Shungo Miyao, Lisa Yokoi, Naoki Kitaoka, Kento Koyama, Hideyuki Matsuura, Shigenobu Koseki
Journal of agricultural and food chemistry, 04 Jul. 2024, [International Magazine]
English, Scientific journal, Maillard reaction products (MRPs) of xylose with phenylalanine and xylose with proline exhibit high antibacterial activity. However, the active antibacterial compounds in MRPs have not yet been identified or isolated. This study aimed to isolate the active compounds in the two antibacterial MRPs. The organic layer of the MRP solution was separated and purified using silica gel chromatography and high-performance liquid chromatography. The chemical structures of the isolated compounds were determined by mass spectrometry and nuclear magnetic resonance spectroscopy. The compounds inhibited the growth of Bacillus cereus and Salmonella Typhimurium at 25 °C for 7 days at a concentration of 0.25 mM. Furthermore, the isolated compounds inhibited the growth of naturally occurring microflora of lettuce and chicken thighs at 25 °C for 2 days at a concentration of 0.5-1.0 mM. The antibacterial compounds found in MRPs demonstrated a wide range of effectiveness and indicated their potential as alternative preservatives.

Isolation and Structure Determination of cis-OPDA-α-Monoglyceride from Arabidopsis thaliana.
Shotaro Hirota, Yusuke Ito, Shiro Inoue, Naoki Kitaoka, Tohru Taniguchi, Kenji Monde, Kosaku Takahashi, Hideyuki Matsuura
Journal of natural products, 24 Apr. 2024, [International Magazine]
English, Scientific journal, cis-12-oxo-Phytodieneoic acid-α-monoglyceride (1) was isolated from Arabidopsis thaliana. The chemical structure of 1 was elucidated based on exhaustive 1D and 2D NMR spectroscopic measurements and supported by FDMS and HRFDMS data. The absolute configuration of the cis-OPDA moiety in 1 was determined by comparison of 1H NMR spectra and ECD measurements. With respect to the absolute configuration of the β-position of the glycerol backbone, the 2:3 ratio of (S) to (R) was determined by making ester-bonded derivatives with (R)-(+)-α-methoxy-α-trifluoromethylphenylacetyl chloride and comparing 1H NMR spectra. Wounding stress did not increase endogenous levels of 1, and it was revealed 1 had an inhibitory effect of A. thaliana post germination growth. Notably, the endogenous amount of 1 was higher than the amounts of (+)-7-iso-jasmonic acid and (+)-cis-OPDA in intact plants. 1 also showed antimicrobial activity against Gram-positive bacteria, but jasmonic acid did not. It was also found that α-linolenic acid-α-monoglyceride was converted into 1 in the A. thaliana plant, which implied α-linolenic acid-α-monoglyceride was a biosynthetic intermediate of 1.

Investigation Of The Biosynthesis Pathway That Generates cis-Jasmone.
Shiro Inoue, Hiromu Tsuzuki, Kazuhiko Matsuda, Naoki Kitaoka, Hideyuki Matsuura
Chembiochem : a European journal of chemical biology, e202300593, 07 Nov. 2023, [International Magazine]
English, Scientific journal, Researchers have established that (+)-7-iso-jasmonic acid ((+)-7-iso-JA) is an intermediate in the production of cis-jasmone (CJ); however, the biosynthetic pathway of CJ has not been fully described. Previous reports stated that CJ, a substructure of pyrethrin II produced by pyrethrum (Tanacetum cinerariifolium), is not biosynthesized through this biosynthetic pathway. To clarify the ambiguity, stable isotope-labelled jasmonates were synthesized, and compounds were applied to apple mint (Mentha suaveolens) via air propagation. The results showed that cis-jasmone is not generated from intermediate (+)-7-iso-JA, and (+)-7-iso-JA is not produced from 3,7-dideydro-JA (3,7-ddh-JA); however, 3,7-didehydro-JA and 4,5-didehydro-7-iso-JA were converted into CJ and JA, respectively.

Elevated ozone alters long-chain fatty acids in leaves of Japanese white birch saplings
Noboru Masui, Shiro Inoue, Evgenios Agathokleous, Hideyuki Matsuura, Takayoshi Koike
Environmental Science and Pollution Research, Springer Science and Business Media LLC, 07 Jun. 2023
Scientific journal

Airborne Methyl Jasmonate is Metabolized to Jasmonic Acid and 12-Hydroxyjasmonic Acid, and Induces Jasmonate Biosynthesis in Marchantia polymorpha
Hiromu Tsuzuki, Naoki Kitaoka, Shiro Inoue, Kosaku Takahashi, Hideyuki Matsuura
CHEMISTRYSELECT, 8, 21, Jun. 2023
English, Scientific journal

Biological Activity of Anti-bolting Compound, alpha-(7Z,10Z,13Z)-hexadeca-7,10,13-trienoic Acid Monoglyceride to Reduce the Endogenous Amount of Gibberellins
Tsuyoshi Ogihara, Shunpei Shikama, Akihisa Ishii, Syotaro Hirota, Junichi Kashiwagi, Kaien Fujino, Yuki Mitsui, Takafumi Shimizu, Mitsunori Seo, Naoki Kitaoka, Yasunori Koda, Hideyuki Matsuura
JOURNAL OF PLANT GROWTH REGULATION, Apr. 2023
English, Scientific journal

Abscisic acid‐mediated sugar responses are essential for vegetative desiccation tolerance in the liverwort Marchantia polymorpha
Nobiza Khatun, Akihisa Shinozawa, Kosaku Takahashi, Hideyuki Matsuura, Akida Jahan, Mousona Islam, Masudul Karim, Rahul Sk, Mikako Yoshikawa, Kimitsune Ishizaki, Yoichi Sakata, Daisuke Takezawa
Physiologia Plantarum, 175, 2, Wiley, Mar. 2023
Scientific journal

Pennelliiside D, a New Acyl Glucose from Solanum pennellii and Chemical Synthesis of Pennelliisides
Rishni Masimbula, Hiroto Kobayashi, Tenki Nakashima, Yurika Nambu, Naoki Kitaoka, Hideyuki Matsuura
Molecules, 27, 12, 09 Jun. 2022, [International Magazine]
English, Scientific journal, Acyl glucoses are a group of specialized metabolites produced by Solanaceae. Solanum pennellii, a wild-type tomato plant, produces acyl glucoses in its hair-like epidermal structures known as trichomes. These compounds have been found to be herbicides, microbial growth inhibitors, or allelopathic compounds. However, there are a few reports regarding isolation and investigation of biological activities of acyl glucoses in its pure form due to the difficulty of isolation. Here, we report a new acyl glucose, pennelliiside D, isolated and identified from S. pennellii. Its structure was determined by 1D NMR and 2D NMR, together with FD-MS analysis. To clarify the absolute configuration of the acyl moiety of 2-methylbutyryl in the natural compound, two possible isomers were synthesized starting from β-D-glucose pentaacetate. By comparing the spectroscopic data of natural and synthesized compounds of isomers, the structure of pennelliiside D was confirmed to be 3,4-O-diisobutyryl-2-O-((S)-2-methylbutyryl)-D-glucose. Pennelliiside D and its constituent fatty acid moiety, (S)-2-methylbutanoic acid, did not show root growth-inhibitory activity. Additionally, in this study, chemical synthesis pathways toward pennelliisides A and B were adapted to give 1,6-O-dibenzylpennelliisides A and B.

Pinellic Acid Isolated from Quercetin-rich Onions has a Peroxisome Proliferator-Activated Receptor-Alpha/Gamma (PPAR-α/γ) Transactivation Activity.
Mikio Doi, Naoki Morita, Tsugumi Okuzawa, Satoru Ohgiya, Daisaku Okamoto, Kenichi Sato, Yukiya Ito, Hideyuki Matsuura, Yasuyuki Hashidoko
Planta medica, 88, 6, 440, 446, May 2022, [International Magazine]
English, Scientific journal, Quercetin, a flavonol, is a functional compound that is abundant in onions and is known to have antioxidant and anti-inflammatory effects. Quercetin and its glucoside are known to function as peroxisome proliferator-activated receptor (PPAR) ligands and showed high PPAR-α transactivation activity but little PPAR-γ transactivation activity in some reports. In this study, we demonstrated that an aqueous extract of a quercetin-rich onion cultivar increased transactivation activities not only of PPAR-α but also of PPAR-γ. We isolated (9S,12S,13S)-(10E)-9,12,13-trihydroxyoctadec-10-enoic acid (pinellic acid) obtained from the aqueous extract using PPAR-γ transactivation as an index. Furthermore, it was revealed that pinellic acid could transactivate PPAR-α. Our findings are the first report mentioned showing that trihydroxyoctadec-10-enoic acids showed PPAR-α/γ transactivation activities.

AtGH3.10 is another jasmonic acid-amido synthetase in Arabidopsis thaliana.
Jay C Delfin, Yuri Kanno, Mitsunori Seo, Naoki Kitaoka, Hideyuki Matsuura, Takayuki Tohge, Takafumi Shimizu
The Plant journal : for cell and molecular biology, 110, 4, 1082, 1096, 04 Mar. 2022, [International Magazine]
English, Scientific journal, Jasmonoyl-isoleucine (JA-Ile) is a key signaling molecule that activates jasmonate-regulated flower development and the wound stress response. For years, JASMONATE RESISTANT1 (JAR1) has been the sole jasmonoyl-amino acid synthetase known to conjugate jasmonic acid (JA) to isoleucine, and the source of persisting JA-Ile in jar1 knockout mutants has remained elusive until now. Here we demonstrate through recombinant enzyme assays and loss-of-function mutant analyses that AtGH3.10 functions as a JA-amido synthetase. Recombinant AtGH3.10 could conjugate JA to isoleucine, alanine, leucine, methionine, and valine. The JA-Ile accumulation in the gh3.10-2 jar1-11 double mutant was nearly eliminated in the leaves and flower buds while its catabolism derivative 12OH-JA-Ile was undetected in the flower buds and unwounded leaves. Residual levels of JA-Ile, JA-Ala, and JA-Val were nonetheless detected in gh3.10-2 jar1-11, suggesting the activities of similar promiscuous enzymes. Upon wounding, the accumulation of JA-Ile and 12OH-JA-Ile and the expression of JA-responsive genes OXOPHYTODIENOIC ACID REDUCTASE3 and JASMONATE ZIM-DOMAIN1 observed in WT, gh3.10-1, and jar1-11 leaves were effectively abolished in gh3.10-2 jar1-11. Additionally, an increased proportion of undeveloped siliques associated with retarded stamen development was observed in gh3.10-2 jar1-11. These findings conclusively show that AtGH3.10 contributes to JA-amino acid biosynthesis and functions partially redundantly with AtJAR1 in sustaining flower development and the wound stress response in Arabidopsis.

Substrate specificity of glycoside hydrolase family 1 β-glucosidase AtBGlu42 from Arabidopsis thaliana and its molecular mechanism.
Shu Horikoshi, Wataru Saburi, Jian Yu, Hideyuki Matsuura, James R Ketudat Cairns, Min Yao, Haruhide Mori
Bioscience, biotechnology, and biochemistry, 86, 2, 231, 245, 24 Jan. 2022, [International Magazine]
English, Scientific journal, Plants possess many glycoside hydrolase family 1 (GH1) β-glucosidases, which physiologically function in cell wall metabolism and activation of bioactive substances, but most remain uncharacterized. One GH1 isoenzyme AtBGlu42 in Arabidopsis thaliana has been identified to hydrolyze scopolin using the gene deficient plants, but no enzymatic properties were obtained. Its sequence similarity to another functionally characterized enzyme Os1BGlu4 in rice suggests that AtBGlu42 also acts on oligosaccharides. Here, we show that the recombinant AtBGlu42 possesses high kcat/Km not only on scopolin, but also on various β-glucosides, cellooligosaccharides, and laminarioligosaccharides. Of the cellooligosaccharides, cellotriose was the most preferred. The crystal structure, determined at 1.7 Å resolution, suggests that Arg342 gives unfavorable binding to cellooligosaccharides at subsite +3. The mutants R342Y and R342A showed the highest preference on cellotetraose or cellopentaose with increased affinities at subsite +3, indicating that the residues at this position have an important role for chain length specificity.

AtTrxh3, a Thioredoxin, Is Identified as an Abscisic AcidBinding Protein in Arabidopsis thaliana.
Tomoaki Anabuki, Keisuke Ohashi, Taichi E Takasuka, Hideyuki Matsuura, Kosaku Takahashi
Molecules (Basel, Switzerland), 27, 1, 28 Dec. 2021, [International Magazine]
English, Scientific journal, Abscisic acid (ABA, 1) is a plant hormone that regulates various plant physiological processes such as seed developing and stress responses. The ABA signaling system has been elucidated; binding of ABA with PYL proteins triggers ABA signaling. We have previously reported a new method to isolate a protein targeted with a bioactive small molecule using a biotin linker with alkyne and amino groups, a protein cross-linker, and a bioactive small molecule with an azido group (azido probe). This method was used to identify the unknown ABA binding protein of Arabidopsis thaliana. As a result, AtTrxh3, a thioredoxin, was isolated as an ABA binding protein. Our developed method can be applied to the identification of binding proteins of bioactive compounds.

Potato tuber-inducing activities of jasmonic acid and related-compounds (II).
Kanji Miyawaki, Shiro Inoue, Naoki Kitaoka, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 85, 12, 2378, 2382, 24 Nov. 2021, [International Magazine]
English, Scientific journal, New information is being accumulated for plant-derived oxylipins, such as jasmonic acid (JA) amino acid conjugates. However, these compounds have not being examined for their activity in promoting potato tuber formation. It was found that (-)-JA had the highest activity followed cis-(-)-OPDA, (+)-4, 5-didehydroJA, cis-(+)-OPDA-l-Ile, and (-)-JA-l-Ile, -Leu, -Phe, -Val, although iso-OPDA and 3,7-didehydroJA did not exhibit activity.

A Ubiquitously Expressed UDP-Glucosyltransferase, UGT74J1, Controls Basal Salicylic Acid Levels in Rice.
Daisuke Tezuka, Hideyuki Matsuura, Wataru Saburi, Haruhide Mori, Ryozo Imai
Plants (Basel, Switzerland), 10, 9, 10 Sep. 2021, [International Magazine]
English, Scientific journal, Salicylic acid (SA) is a phytohormone that regulates a variety of physiological and developmental processes, including disease resistance. SA is a key signaling component in the immune response of many plant species. However, the mechanism underlying SA-mediated immunity is obscure in rice (Oryza sativa). Prior analysis revealed a correlation between basal SA level and blast resistance in a range of rice varieties. This suggested that resistance might be improved by increasing basal SA level. Here, we identified a novel UDP-glucosyltransferase gene, UGT74J1, which is expressed ubiquitously throughout plant development. Mutants of UGT74J1 generated by genome editing accumulated high levels of SA under non-stressed conditions, indicating that UGT74J1 is a key enzyme for SA homeostasis in rice. Microarray analysis revealed that the ugt74j1 mutants constitutively overexpressed a set of pathogenesis-related (PR) genes. An inoculation assay demonstrated that these mutants had increased resistance against rice blast, but they also exhibited stunted growth phenotypes. To our knowledge, this is the first report of a rice mutant displaying SA overaccumulation.

Plant-insect communication in urban forests: Similarities of plant volatile compositions among tree species (host vs. non-host trees) for alder leaf beetle Agelastica coerulea
Noboru Masui, Evgenios Agathokleous, Akira Tani, Hideyuki Matsuura, Takayoshi Koike
Environmental Research, 204, 111996, 111996, Elsevier BV, Sep. 2021
Scientific journal

A promiscuous fatty acid ω-hydroxylase CYP94A90 is likely to be involved in biosynthesis of a floral nitro compound in loquat (Eriobotrya japonica).
Takuya Yamaguchi, Yumi Matsui, Naoki Kitaoka, Yasumasa Kuwahara, Yasuhisa Asano, Hideyuki Matsuura, Yukari Sunohara, Hiroshi Matsumoto
The New phytologist, 231, 3, 1157, 1170, Aug. 2021, [International Magazine]
English, Scientific journal, Nitro groups are often associated with synthetically manufactured compounds such as medicines and explosives, and rarely with natural products. Loquat emits a nitro compound, (2-nitroethyl)benzene, as a flower scent. The nitro compound exhibits fungistatic activity and is biosynthesised from l-phenylalanine via (E/Z)-phenylacetaldoxime. Although aldoxime-producing CYP79s have been intensively studied, it is unclear what enzymes form nitro groups from aldoximes either in plants or in other organisms. Here, we report the identification of two cytochrome P450s that are likely to be involved in (2-nitroethyl)benzene biosynthesis in loquat through differential gene expression analysis using RNA-seq and functional identification using yeast and tobacco. CYP79D80 and CYP94A90 catalysed the formation of (E/Z)-phenylacetaldoxime from l-phenylalanine and (2-nitroethyl)benzene from the aldoxime, respectively. Expression profiles of CYP79D80 and CYP94A90 were correlated with the emission of (2-nitroethyl)benzene from loquat flowers. CYP94A90 also functioned as a fatty acid ω-hydroxylase as do other CYP94A fatty acid ω-hydroxylases. The CYP94As tested from other plants were all found to catalyse the formation of (2-nitroethyl)benzene from (E/Z)-phenylacetaldoxime. CYP79D80 and CYP94A90 are likely to operate in concert to biosynthesise (2-nitroethyl)benzene in loquat. CYP94A90 and other CYP94As are 'promiscuous fatty acid ω-hydroxylases', catalysing the formation of nitro groups from aldoximes, and are widely distributed in dicot plants.

Verification of the versatility of the in vitro enzymatic reaction giving (+)-cis-12-Oxo-phytodienoic acid.
Yusuke Ito, Kento Sasaki, Tsuyoshi Ogihara, Naoki Kitaoka, Kosaku Takahahi, Hideyuki Matsuura
Bioorganic & medicinal chemistry letters, 49, 128284, 128284, 23 Jul. 2021, [International Magazine]
English, Scientific journal, Jasmonic acid (JA) is a plant hormone involved in the defense response against insects and fungi. JA is synthesized from α-linolenic acid (LA) by the octadecanoid pathway in plants. 12-oxo-Phytodienoic acid (OPDA) is one of the biosynthetic intermediates in this pathway. The reported stereo selective total synthesis of cis-(+)-OPDA is not very efficient due to the many steps involved in the reaction as well as the use of water sensitive reactions. Therefore, we developed an enzymatic method for the synthesis of OPDA using acetone powder of flax seed and allene oxide cyclase (PpAOC2) from Physcomitrella patens. From this method, natural cis-(+)-OPDA can be synthesized in the high yield of approximately 40%. In this study, we investigated the substrate specificity of the enzymatic synthesis of other OPDA analogs with successions to afford OPDA amino acid conjugates, dinor-OPDA (dn-OPDA), and OPDA monoglyceride, and it was suggested that the biosynthetic pathway of arabidopsides could occur via MGDG.

Ozone disrupts the communication between plants and insects in urban and suburban areas: an updated insight on plant volatiles.
Noboru Masui, Evgenios Agathokleous, Tomoki Mochizuki, Akira Tani, Hideyuki Matsuura, Takayoshi Koike
Journal of forestry research, 1, 13, 10 Jan. 2021, [International Magazine]
English, Plant-insect interactions are basic components of biodiversity conservation. To attain the international Sustainable Development Goals (SDGs), the interactions in urban and in suburban systems should be better understood to maintain the health of green infrastructure. The role of ground-level ozone (O3) as an environmental stress disrupting interaction webs is presented. Ozone mixing ratios in suburbs are usually higher than in the center of cities and may reduce photosynthetic productivity at a relatively higher degree. Consequently, carbon-based defense capacities of plants may be suppressed by elevated O3 more in the suburbs. However, contrary to this expectation, grazing damages by leaf beetles have been severe in some urban centers in comparison with the suburbs. To explain differences in grazing damages between urban areas and suburbs, the disruption of atmospheric communication signals by elevated O3 via changes in plant-regulated biogenic volatile organic compounds and long-chain fatty acids are considered. The ecological roles of plant volatiles and the effects of O3 from both a chemical and a biological perspective are presented. Ozone-disrupted plant volatiles should be considered to explain herbivory phenomena in urban and suburban systems. Supplementary information: The online version of this article contains supplementary material available at (10.1007/s11676-020-01287-4) to authorized users.

Phenazine-1-carboxylic acid (PCA) produced by Paraburkholderia phenazinium CK-PC1 aids postgermination growth of Xyris complanata seedlings with germination induced by Penicillium rolfsii Y-1.
Masataka Hane, Hanny C Wijaya, Yanetri A Nyon, Yasuko Sakihama, Makoto Hashimoto, Hideyuki Matsuura, Yasuyuki Hashidoko
Bioscience, biotechnology, and biochemistry, 85, 1, 77, 84, 07 Jan. 2021, [International Magazine]
English, Scientific journal, Symbiosis of Penicillium rolfsii Y-1 is essential for the seed germination of Hawaii yellow-eyed grass (Xyris complanata). However, the local soil where the plants grow naturally often suppresses the radicle growth of the seedlings. This radicle growth was drastically restored by coinoculation of Paraburkholderia phenazinium isolate CK-PC1, which is a rhizobacterium of X. complanata. It was found that the isolate CK-PC1 produced phenazine-1-carboxylic acid (PCA, 1) as a major metabolite. The biological effects of PCA (1) were investigated using the seeds of X. complanata and Mung bean (Vigna radiata) and it was uncovered that the symbiosis of the isolate CK-PC1was essential for the postgermination growth of X. complanata and the metabolite PCA (1) might partially contribute to promote the growth of the plants.

Metabolism of airborne methyl salicylate in adjacent plants.
Rishni Masimbula, Katsunari Oki, Kosaku Takahashi, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 84, 9, 1780, 1787, Sep. 2020, [Peer-reviewed], [International Magazine]
English, Scientific journal, Salicylic acid (SA) and methyl salicylate (MeSA) are synthesized in many plants and are crucial components that establish their disease responses. The metabolism of airborne MeSA to SA has been previously reported. In this report, it was found that SA glucose ester (SAGE), ether (SAG), and salicyloyl-L-aspartic acid (SA-Asp) are metabolites of airborne MeSA. Furthermore, it was found that airborne MeSA was able to increase the endogenous amount of rosmarinic acid in Perilla frutescens, which is known as one of the functional components that contributes to the maintenance of human health.

Pennelliisides A-C, 2,3,4-Trisubstituted Acyl Glucoses Isolated from Solanum pennellii.
Tenki Nakashima, Yurika Nambu, Yutaka Inoue, Rishni Masimbula, Hideyuki Matsuura
Journal of natural products, 83, 8, 2337, 2346, 28 Aug. 2020, [International Magazine]
English, Scientific journal, Solanum species accumulate a variety of secondary metabolites in their trichomes, and it is well known that acyl sugars are specialized metabolites secreted by the trichomes. However, very few reports provide detailed information on the chemical structure of polyacylated glucose derivatives, due to the α and β isomerization that can occur at the C-1 position. In this study, a strategy was established to isolate polyacylated glucose derivatives. According to the developed strategy, hydroxy groups were derivatized to a benzyloxy group using TriBOT. After isolation of the compounds in pure form and deprotection of the benzyloxy group, the chemical structures of pennelliisides A-C were determined as 2,3,4-O-triisobutyryl-d-glucose, 3-O-(8-methylnonanoyl)-2,4-O-diisobutyryl-d-glucose, and 3-O-decanoyl-2,4-O-diisobutyryl-d-glucose, respectively. Structural elucidation was performed using spectroscopic techniques, including 1D and 2D NMR, FD-MS, and GC-MS. It was also found that the fatty acid moiety contributes to the allelopathic properties of the isolated compounds.

Jasmonic acid is not a biosynthetic intermediate to produce the pyrethrolone moiety in pyrethrin II.
Ryo Matsui, Kisumi Takiguchi, Naoshige Kuwata, Katsunari Oki, Kosaku Takahashi, Kazuhiko Matsuda, Hideyuki Matsuura
Scientific reports, 10, 1, 6366, 6366, 14 Apr. 2020, [Peer-reviewed], [International Magazine]
English, Scientific journal, Pyrethrum (Tanacetum cinerariifolium) produces insecticidal compounds known as pyrethrins. Pyrethrins are esters; the acid moiety is either trans-chrysanthemic acid or pyrethric acid and the alcohol moiety of pyrethrins is either pyrethrolone, cinerolone, or jasmolone. It was generally accepted that cis-jasmone was biosynthetic intermediate to produce the alcohol moieties of pyrethrin, and the biosynthetic origin of the cis-jasmone was postulated to be jasmonic acid. However, there was no direct evidence to prove this hypothesis. In order to uncover the origin of pyrethrolone moiety in pyrethrin II, feeding experiments were performed employing deuterium- and 13C-labeled compounds as substrates, and the expected labeled compounds were analyzed using UPLC MS/MS system. It was found that the pyrethrolone moiety in pyrethrin II was derived from 12-oxo-phytodienoic acid (OPDA), iso-OPDA and cis-jasmone but not from methyl jasmonate and 3-oxo-2-(2'-[Z]-pentenyl)-cyclopentane-1-hexanoic acid. The results supported that the biosynthesis of the pyrethrolone moiety in pyrethrin II partially used part of the jasmonic acid biosynthetic pathway, but not whole.

l-Isoleucine (Ile) Promotes Anthocyanin Accumulation in Apples
Satoru Kondo, Hiroyuki Tomiyama, Peter Opio, Ringo Komiya, Takanori Saito, Katsuya Okawa, Hitoshi Ohara, Hideyuki Matsuura, Yaqin Lang, Daisuke Igarashi
JOURNAL OF PLANT GROWTH REGULATION, 40, 2, 541, 549, Apr. 2020, [Peer-reviewed]
English, Scientific journal

Role of salicylic acid glucosyltransferase in balancing growth and defence for optimum plant fitness.
Yudai Kobayashi, Noriho Fukuzawa, Ayaka Hyodo, Hangil Kim, Shota Mashiyama, Tsuyoshi Ogihara, Hirofumi Yoshioka, Hideyuki Matsuura, Chikara Masuta, Takeshi Matsumura, Minoru Takeshita
Molecular plant pathology, 21, 3, 429, 442, Mar. 2020, [Peer-reviewed], [International Magazine]
English, Scientific journal, Salicylic acid (SA), an essential secondary messenger for plant defence responses, plays a role in maintaining a balance (trade-off) between plant growth and resistance induction, but the detailed mechanism has not been explored. Because the SA mimic benzothiadiazole (BTH) is a more stable inducer of plant defence than SA after exogenous application, we analysed expression profiles of defence genes after BTH treatment to better understand SA-mediated immune induction. Transcript levels of the salicylic acid glucosyltransferase (SAGT) gene were significantly lower in BTH-treated Nicotiana tabacum (Nt) plants than in SA-treated Nt control plants, suggesting that SAGT may play an important role in SA-related host defence responses. Treatment with BTH followed by SA suppressed SAGT transcription, indicating that the inhibitory effect of BTH is not reversible. In addition, in BTH-treated Nt and Nicotiana benthamiana (Nb) plants, an early high accumulation of SA and SA 2-O-β-d-glucoside was only transient compared to the control. This observation agreed well with the finding that SAGT-overexpressing (OE) Nb lines contained less SA and jasmonic acid (JA) than in the Nb plants. When inoculated with a virus, the OE Nb plants showed more severe symptoms and accumulated higher levels of virus, while resistance increased in SAGT-silenced (IR) Nb plants. In addition, the IR plants restricted bacterial spread to the inoculated leaves. After the BTH treatment, OE Nb plants were slightly larger than the Nb plants. These results together indicate that SAGT has a pivotal role in the balance between plant growth and SA/JA-mediated defence for optimum plant fitness.

Prenatal exposure to 11 perfluoroalkyl substances and fetal growth: A large-scale, prospective birth cohort study.
Ikuko Kashino, Seiko Sasaki, Emiko Okada, Hideyuki Matsuura, Houman Goudarzi, Chihiro Miyashita, Eisaku Okada, Yoichi M Ito, Atsuko Araki, Reiko Kishi
Environment international, 136, 105355, 105355, Mar. 2020, [Peer-reviewed], [International Magazine]
English, Scientific journal, BACKGROUND: Prenatal maternal exposure to perfluorooctane sulfonate (PFOS) and perfluorooctanoic acid (PFOA) has been reportedly associated with decreased birth weight. Although a majority of epidemiological studies concerning perfluoroalkyl substances (PFAS) have focused on PFOS and PFOA, epidemiological studies of PFAS with longer carbon chains are scarce. In this study, we investigated whether prenatal maternal exposure to 11 PFAS, in particular those with longer carbon chains, is associated with fetal growth. METHODS: The study included 1985 mother-infant pairs (inclusive of preterm and post-term infants), who enrolled in a large-scale, prospective birth cohort study in any of the 37 hospitals in Hokkaido, Japan between 2003 and 2009. The concentration of 11 PFAS was measured in maternal plasma collected during the third trimester of pregnancy, using ultra-performance liquid chromatography in combination with triple quadrupole mass spectrometry. Associations between the measured PFAS values and weight, length, and head circumference of all newborns at birth were examined using multiple regression analyses with adjustment for potential confounders based on data collected from medical records, questionnaires, and those for maternal plasma samples. RESULTS: Of the 11 PFAS analyzed, prenatal perfluorononanoic acid (PFNA) [per log10-unit: regression coefficient (β) = -96.2 g, 95% confidence intervals (95% CI), -165.3 to -27.1] and perfluorodecanoic acid (PFDA) (β = -72.2 g, 95% CI, -138.1 to -6.3) concentrations were inversely associated with birth weight. Furthermore, PFNA concentrations were inversely associated with birth length (per Log10 unit: β = -0.48 cm, 95% CI; - 0.86 to -0.11). Maternal perfluorotridecanoic acid (PFTrDA) exposure showed a significant inverse association with birth weight only for female infants (per Log10 unit: β = -99.8 g, 95% CI, - 193.7 to -6.0) (P for interaction = 0.04). CONCLUSIONS: Our findings suggest that prenatal, maternal exposure to PFAS with longer carbon chains tends to be inversely associated with birth size of newborn infants, which may indicate that these commercially used compounds have an adverse effect on fetal growth.

Comparative Proteomic Analysis of Wild-Type Physcomitrella Patens and an OPDA-Deficient Physcomitrella Patens Mutant with Disrupted PpAOS1 and PpAOS2 Genes after Wounding.
Weifeng Luo, Setsuko Komatsu, Tatsuya Abe, Hideyuki Matsuura, Kosaku Takahashi
International journal of molecular sciences, 21, 4, 19 Feb. 2020, [International Magazine]
English, Scientific journal, Wounding is a serious environmental stress in plants. Oxylipins such as jasmonic acid play an important role in defense against wounding. Mechanisms to adapt to wounding have been investigated in vascular plants; however, those mechanisms in nonvascular plants remain elusive. To examine the response to wounding in Physcomitrella patens, a model moss, a proteomic analysis of wounded P. patens was conducted. Proteomic analysis showed that wounding increased the abundance of proteins related to protein synthesis, amino acid metabolism, protein folding, photosystem, glycolysis, and energy synthesis. 12-Oxo-phytodienoic acid (OPDA) was induced by wounding and inhibited growth. Therefore, OPDA is considered a signaling molecule in this plant. Proteomic analysis of a P. patens mutant in which the PpAOS1 and PpAOS2 genes, which are involved in OPDA biosynthesis, are disrupted showed accumulation of proteins involved in protein synthesis in response to wounding in a similar way to the wild-type plant. In contrast, the fold-changes of the proteins in the wild-type plant were significantly different from those in the aos mutant. This study suggests that PpAOS gene expression enhances photosynthesis and effective energy utilization in response to wounding in P. patens.

Does Ozone Alter the Attractiveness of Japanese White Birch Leaves to the Leaf Beetle Agelastica coerulea via Changes in Biogenic Volatile Organic Compounds (BVOCs): An Examination with the Y-Tube Test
Noboru Masui, Tomoki Mochizuki, Akira Tani, Hideyuki Matsuura, Evgenios Agathokleous, Toshihiro Watanabe, Takayoshi Koike
Forests, 11, 1, 58, 58, MDPI AG, 02 Jan. 2020
Scientific journal, Elevated ground-level ozone (O3) reduced C-based defense chemicals; however, severe grazing damages were found in leaves grown in the low O3 condition of a free air O3-concentration enrichment (O3-FACE) system. To explain this phenomenon, this study investigates the role of BVOCs (biogenic volatile organic compounds) as signaling compounds for insect herbivores. BVOCs act as scents for herbivore insects to locate host plants, while some BVOCs show high reactivity to O3, inducing changes in the composition of BVOCs in atmospheres with elevated O3. To assess the aforementioned phenomenon, profiles of BVOCs emitted from birch (Betula platyphylla var. japonica Hara) leaves were analyzed ex situ, and Y-tube insect preference tests were conducted in vitro to study the insect olfactory response. The assays were conducted in June and August or September, according to the life cycle of the adult alder leaf beetle Agelastica coerulea Baly (Coleoptera: Chrysomelidae). The Y-tube tests revealed that the leaf beetles were attracted to BVOCs, and O3 per se had neither an attractant nor a repellent effect. BVOCs became less attractant when mixed with highly concentrated O3 (>80 ppb). About 20% of the total BVOCs emitted were highly O3-reactive compounds, such as β-ocimene. The results suggest that BVOCs emitted from the birch leaves can be altered by elevated O3, thus potentially reducing the attractiveness of leaves to herbivorous insects searching for food.

Feeding experiment using uniformly 13C-labeled α-linolenic acid supports the involvement of the decarboxylation mechanism to produce cis-jasmone in Lasiodiplodia theobromae.
Ryo Matsui, Kisumi Takiguchi, Kazuhiko Matsuda, Kosaku Takahashi, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 83, 12, 2190, 2193, Dec. 2019, [Peer-reviewed], [International Magazine]
English, Scientific journal, In our previous report, it was found that Lasiodiplodia theobromae produced cis-jasmone via partially utilizing the biosynthetic pathway of JA. A feeding experiment using uniformly 13C-labeled α-linolenic acid, which was added to the culture media of the fungus, strongly supported that the fungus produced CJ via the decarboxylation step of the biosynthetic pathway.

Identification of recombinant AtPYL2, an abscisic acid receptor, in E. coli using a substrate-derived bioactive small molecule, a biotin linker with alkyne and amino groups, and a protein cross-linker.
Tomoaki Anabuki, Yusuke Ito, Keisuke Ohashi, Taichi E Takasuka, Hideyuki Matsuura, Kosaku Takahashi
Bioorganic & medicinal chemistry letters, 29, 21, 126634, 126634, 01 Nov. 2019, [Peer-reviewed], [International Magazine]
English, Scientific journal, Target protein identification of bioactive small molecules is one of the most important research in forward chemical genetics. The affinity chromatography technique to use a resin bound with a small molecule is often used for identification of a target protein of a bioactive small molecule. Here we report a new method to isolate a protein targeted with a bioactive small molecule using a biotin linker with alkyne and amino groups, protein cross-linker containing disulfide bond, and a bioactive small molecule with an azido group (azido probe). After an azido probe is associated with a target protein, the complex of a target protein and azido probe is covalently bound through the biotin linker by azide-alkyne Huisgen cycloaddition and protein cross-linker containing disulfide bond. This ternary complex is immobilized on an affinity matrix with streptavidin, and then the target protein is selectively eluted with a buffer containing a reducing agent for cleavage of disulfide bonds. This method uses a probe having an azido group, which a small functional group, and has the possibility to be a solution strategy to overcome the hindrance of a functional group introduced into the probe that reduces association a target protein. The effectiveness of the method in this study was shown using linker 1, 3'-azidoabscisic acid 3, and protein cross-linker containing a disulfide bond (DTSSP 5).

12-Hydroxy-Jasmonoyl-l-Isoleucine Is an Active Jasmonate That Signals through CORONATINE INSENSITIVE 1 and Contributes to the Wound Response in Arabidopsis.
Arati N Poudel, Rebekah E Holtsclaw, Athen Kimberlin, Sidharth Sen, Shuai Zeng, Trupti Joshi, Zhentian Lei, Lloyd W Sumner, Kamlendra Singh, Hideyuki Matsuura, Abraham J Koo
Plant & cell physiology, 60, 10, 2152, 2166, 01 Oct. 2019, [Domestic magazines]
English, Scientific journal, 12-hydroxy-jasmonoyl-isoleucine (12OH-JA-Ile) is a metabolite in the catabolic pathway of the plant hormone jasmonate, and is synthesized by the cytochrome P450 subclade 94 enzymes. Contrary to the well-established function of jasmonoyl-isoleucine (JA-Ile) as the endogenous bioactive form of jasmonate, the function of 12OH-JA-Ile is unclear. Here, the potential role of 12OH-JA-Ile in jasmonate signaling and wound response was investigated. Exogenous application of 12OH-JA-Ile mimicked several JA-Ile effects including marker gene expression, anthocyanin accumulation and trichome induction in Arabidopsis thaliana. Genome-wide transcriptomics and untargeted metabolite analyses showed large overlaps between those affected by 12OH-JA-Ile and JA-Ile. 12OH-JA-Ile signaling was blocked by mutation in CORONATINE INSENSITIVE 1. Increased anthocyanin accumulation by 12OH-JA-Ile was additionally observed in tomato and sorghum, and was disrupted by the COI1 defect in tomato jai1 mutant. In silico ligand docking predicted that 12OH-JA-Ile can maintain many of the key interactions with COI1-JAZ1 residues identified earlier by crystal structure studies using JA-Ile as ligand. Genetic alternation of jasmonate metabolic pathways in Arabidopsis to deplete both JA-Ile and 12OH-JA-Ile displayed enhanced jasmonate deficient wound phenotypes and was more susceptible to insect herbivory than that depleted in only JA-Ile. Conversely, mutants overaccumulating 12OH-JA-Ile showed intensified wound responses compared with wild type with similar JA-Ile content. These data are indicative of 12OH-JA-Ile functioning as an active jasmonate signal and contributing to wound and defense response in higher plants.

12OHJA, 12OGlcJA, and JA-L-Val as airborne MeJA metabolites.
Katsunari Oki, Rishni Masimbula, Kanji Miyawaki, Yusuke Takata, Kosaku Takahashi, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 83, 9, 1709, 1712, Sep. 2019, [Peer-reviewed], [International Magazine]
English, Scientific journal, It has been reported that airborne methyl jasmonate (MeJA) was metabolized into jasmonic acid (JA) and jasmonoyl isoleucine (JA-L-Ile). In this report, jasmonoyl valine (JA-L-Val), 12-hydroxy JA (12OHJA), and 12-glucosyloxy JA (12OGlcJA) were identified as metabolites originating from airborne MeJA using tomato (Solanum lycopersicum). Furthermore, the preferable conversion of (-)-MeJA (natural form) into 12OHJA, 12OGlcJA, JA-L-Ile, and JA-L-Val was observed.

Ability of plant pathogenic fungi Gibberella fujikuroi and Fusarium commune to react with airborne methyl jasmonate.
Rishni Masimbula, Katsunari Oki, Hiroki Shibata, Hisashi Osawa, Norio Kondo, Kosaku Takahashi, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 83, 9, 1650, 1654, Sep. 2019, [Peer-reviewed], [International Magazine]
English, Scientific journal

Jasmonate production through chlorophyll a degradation by Stay-Green in Arabidopsis thaliana.
Kouhei Ono, Madoka Kimura, Hideyuki Matsuura, Ayumi Tanaka, Hisashi Ito
Journal of plant physiology, 238, 53, 62, Jul. 2019, [Peer-reviewed], [International Magazine]
English, Scientific journal, Leaf color change through chlorophyll degradation is a characteristic symptom of senescence. Magnesium removal from chlorophyll a is the initial step in chlorophyll a degradation, in a reaction catalyzed by Stay-Green (SGR). Arabidopsis thaliana has three SGR homologs, SGR1, SGR2, and SGR-like. When SGR1 is overexpressed, both chlorophyll a and b are degraded and leaves turn yellow. This process is visually identical to senescence, suggesting that SGR1 overexpression affects various physiological processes in plants. To examine this possibility, gene expression associated with chlorophyll metabolism and senescence was analyzed following dexamethasone-inducible SGR1 introduction into Arabidopsis. When SGR1 was overexpressed following 18 h of dexamethasone treatment, genes involved in chlorophyll degradation were upregulated, as were senescence-associated genes. These observations suggested that chlorophyll a degradation promotes senescence. As jasmonate is the plant hormone responsible for senescence and was expected to be involved in the regulation of gene expression after dexamethasone treatment, the level of jasmonoyl-isoleucine, the active form of jasmonate, was measured. The jasmonoyl-isoleucine level increased slightly after 10 h of SGR1 overexpression, and this increase became significant after 18 h. These observations suggest that jasmonate is produced through chlorophyll a degradation and affects the promotion of senescence.

Wounding stress induces phenylalanine ammonia lyases, leading to the accumulation of phenylpropanoids in the model liverwort Marchantia polymorpha.
Mayu Yoshikawa, Weifeng Luo, Genta Tanaka, Yuka Konishi, Hideyuki Matsuura, Kosaku Takahashi
Phytochemistry, 155, 30, 36, Nov. 2018, [Peer-reviewed], [International Magazine]
English, Scientific journal, Wounding stress induces the biosynthesis of various specialized metabolites in plants. In this study, wounding induced the biosynthesis of luteolin, apigenin, and isoriccardin C, which are biosynthesized through the phenylpropanoid pathway, in the model liverwort Marchantia polymorpha L (Marchantiaceae). Recombinant M. polymorpha phenylalanine ammonia lyases (MpPALs) exhibited PAL activity in vitro and converted phenylalanine into trans-cinnamic acid. Based on semi-quantitative RT-PCR analysis, the expression levels of the MpPAL genes were up-regulated after wounding. α-Aminooxy-β-phenylpropionic acid, a PAL inhibitor, suppressed the production of wounding-induced phenolic compounds, luteolin, apigenin, and isoriccardin C, in M. polymorpha. Thus, PAL is a committed step in the biosynthesis of phenylpropanoids in response to wounding in M. polymorpha. This study suggests that wound-induced specialized metabolites such as phenylpropanoids comprise a conserved defense system in land plants.

Jasmonic Acid Inhibits Auxin-Induced Lateral Rooting Independently of the CORONATINE INSENSITIVE1 Receptor.
Yasuhiro Ishimaru, Kengo Hayashi, Takeshi Suzuki, Hidehiro Fukaki, Justyna Prusinska, Christian Meester, Mussa Quareshy, Syusuke Egoshi, Hideyuki Matsuura, Kosaku Takahashi, Nobuki Kato, Erich Kombrink, Richard M Napier, Ken-Ichiro Hayashi, Minoru Ueda
Plant physiology, 177, 4, 1704, 1716, Aug. 2018, [Peer-reviewed], [International Magazine]
English, Scientific journal, Plant root systems are indispensable for water uptake, nutrient acquisition, and anchoring plants in the soil. Previous studies using auxin inhibitors definitively established that auxin plays a central role regulating root growth and development. Most auxin inhibitors affect all auxin signaling at the same time, which obscures an understanding of individual events. Here, we report that jasmonic acid (JA) functions as a lateral root (LR)-preferential auxin inhibitor in Arabidopsis (Arabidopsis thaliana) in a manner that is independent of the JA receptor, CORONATINE INSENSITIVE1 (COI1). Treatment of wild-type Arabidopsis with either (-)-JA or (+)-JA reduced primary root length and LR number; the reduction of LR number was also observed in coi1 mutants. Treatment of seedlings with (-)-JA or (+)-JA suppressed auxin-inducible genes related to LR formation, diminished accumulation of the auxin reporter DR5::GUS, and inhibited auxin-dependent DII-VENUS degradation. A structural mimic of (-)-JA and (+)-coronafacic acid also inhibited LR formation and stabilized DII-VENUS protein. COI1-independent activity was retained in the double mutant of transport inhibitor response1 and auxin signaling f-box protein2 (tir1 afb2) but reduced in the afb5 single mutant. These results reveal JAs and (+)-coronafacic acid to be selective counter-auxins, a finding that could lead to new approaches for studying the mechanisms of LR formation.

Determinants and Temporal Trends of Perfluoroalkyl Substances in Pregnant Women: The Hokkaido Study on Environment and Children's Health.
Meng-Shan Tsai, Chihiro Miyashita, Atsuko Araki, Sachiko Itoh, Yu Ait Bamai, Houman Goudarzi, Emiko Okada, Ikuko Kashino, Hideyuki Matsuura, Reiko Kishi
International journal of environmental research and public health, 15, 5, 14 May 2018, [Peer-reviewed], [International Magazine]
English, Scientific journal, Perfluoroalkyl substances (PFAS) are persistent bio-accumulative chemicals that impact the health of pregnant women and their children. PFAS derive from environmental and consumer products, which depend on human lifestyle, socioeconomic characteristics, and time variation. Here, we aimed to explore the temporal trends of PFAS in pregnant women and the characteristics related to maternal PFAS concentration. Our study is part of the Hokkaido Study on Environment and Children's Health, the Hokkaido large-scale cohort that recruited pregnant women between 2003 and 2011. Blood samples were acquired from pregnant women during the third trimester to measure PFAS and cotinine concentrations. Maternal basic information was collected with a baseline structured questionnaire. Eleven PFAS were measured from 2123 samples with ultra-performance liquid chromatography coupled with triple quadrupole tandem mass spectrometry. Eight PFAS were above 80% detection rate and were included in the final analysis. We used multivariable linear regression to analyze the association of pregnant women characteristics with the levels of eight PFAS. The temporal trend of PFAS was observed in two periods (August 2003 to January 2006 and February 2006 to July 2012). The concentration of perfluorooctane sulfonate (PFOS) significantly decreased from August 2003 to January 2006 and from February 2006 to July 2012. The concentrations of perfluorododecanoic acid (PFDoDA), perfluoroundecanoic acid (PFUnDA), and perfluorotridecanoic acid (PFTrDA) increased significantly between August 2003 and January 2006, whereas they decreased significantly between February 2006 and July 2012. Women with pre-pregnancy body mass index (BMI) >25 kg/m² had lower PFUnDA, PFDoDA, and PFTrDA levels than did those with normal BMI (18.5⁻24.9 kg/m²). Pregnant women, who were active smokers (cotinine > 11.49 ng/mL), had higher PFOS than the non-smokers (cotinine < 0.22 ng/mL). Lower levels of PFHxS, PFOS, PFOA, PFNA, and PFDA were observed in women, who had given birth to more than one child. There were also significant positive associations between PFAS levels and annual income or maternal education. PFAS levels varied in women with higher pre-pregnancy BMI, active smoking status, higher education level and annual income. The causes of the individual PFAS differences should be explored in an independent study.

Biosynthesis and in vitro enzymatic synthesis of the isoleucine conjugate of 12-oxo-phytodienoic acid from the isoleucine conjugate of α-linolenic acid.
Akira Uchiyama, Takaomi Yaguchi, Hiroyuki Nakagawa, Kento Sasaki, Naoshige Kuwata, Hideyuki Matsuura, Kosaku Takahashi
Bioorganic & medicinal chemistry letters, 28, 6, 1020, 1023, 01 Apr. 2018, [Peer-reviewed], [International Magazine]
English, Scientific journal, The isoleucine conjugate of 12-oxo-phytodienoic acid (OPDA-Ile), a new member of the jasmonate family, was recently identified in Arabidopsis thaliana and might be a signaling molecule in plants. However, the biosynthesis and function of OPDA-Ile remains elusive. This study reports an in vitro enzymatic method for synthesizing OPDA-Ile, which is catalyzed by reactions of lipoxygenase (LOX), allene oxide synthase (AOS), and allene oxide cyclase (AOC) using isoleucine conjugates of α -linolenic acid (LA-Ile) as the substrate. A. thaliana fed LA-Ile exhibited a marked increase in the OPDA-Ile concentration. LA-Ile was also detected in A. thaliana. Furthermore, stable isotope labelled LA-Ile was incorporated into OPDA-Ile. Thus, OPDA-Ile is biosynthesized via the cyclization of LA-Ile in A. thaliana.

Novel biotin linker with alkyne and amino groups for chemical labelling of a target protein of a bioactive small molecule.
Tomoaki Anabuki, Miu Tsukahara, Masanori Okamoto, Hideyuki Matsuura, Kosaku Takahashi
Bioorganic & medicinal chemistry letters, 28, 4, 783, 786, 15 Feb. 2018, [Peer-reviewed], [International Magazine]
English, Scientific journal, We synthesized a novel linker (1) with biotin, alkyne and amino groups for the identification of target proteins using a small molecule that contains an azide group (azide probe). The alkyne in the linker bound the azide probe via an azide-alkyne Huisgen cycloaddition. A protein cross-linker effectively bound the conjugate of the linker and an azide probe with a target protein. The covalently bound complex was detected by western blotting. Linker 1 was applied to a model system using an abscisic acid receptor, RCAR/PYR/PYL (PYL). Cross-linked complexes of linker 1, the azide probes and the target proteins were successfully visualized by western blotting. This method of target protein identification was more effective than a previously developed method that uses a second linker with biotin, alkyne, and benzophenone (linker 2) that acts to photo-crosslink target proteins. The system developed in this study is a method for identifying the target proteins of small bioactive molecules and is different from photo-affinity labelling.

Induction of plant disease resistance upon treatment with yeast cell wall extract.
Takaomi Yaguchi, Tomohisa Kinami, Tetsuya Ishida, Takaomi Yasuhara, Kosaku Takahashi, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 81, 11, 2071, 2078, Nov. 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal

N1, N14-diferuloylspermine as an antioxidative phytochemical contained in leaves of Cardamine fauriei.
Keima Abe, Hideyuki Matsuura, Mitsuko Ukai, Hanako Shimura, Hiroyuki Koshino, Takashi Suzuki
Bioscience, biotechnology, and biochemistry, 81, 10, 1855, 1860, Oct. 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal

Elucidation of the biosynthetic pathway of cis-jasmone in Lasiodiplodia theobromae.
Ryo Matsui, Naruki Amano, Kosaku Takahashi, Yodai Taguchi, Wataru Saburi, Hideharu Mori, Norio Kondo, Kazuhiko Matsuda, Hideyuki Matsuura
Scientific reports, 7, 1, 6688, 6688, 27 Jul. 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal

Prenatal exposure to perfluoroalkyl acids and prevalence of infectious diseases up to 4years of age.
Houman Goudarzi, Chihiro Miyashita, Emiko Okada, Ikuko Kashino, Chi-Jen Chen, Sachiko Ito, Atsuko Araki, Sumitaka Kobayashi, Hideyuki Matsuura, Reiko Kishi
Environment international, 104, 132, 138, Jul. 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal

Determination of the Absolute Configuration of a Monoglyceride Antibolting Compound and Isolation of Related Compounds from Radish Leaves (Raphanus sativus).
Tsuyoshi Ogihara, Naruki Amano, Yuki Mitsui, Kaien Fujino, Hiroyuki Ohta, Kosaku Takahashi, Hideyuki Matsuura
Journal of natural products, 80, 4, 872, 878, 28 Apr. 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal

Identification of Jasmonic Acid and Jasmonoyl-Isoleucine, and Characterization of AOS, AOC, OPR and JAR1 in the Model Lycophyte Selaginella moellendorffii.
Putri Pratiwi, Genta Tanaka, Tomohiro Takahashi, Xiaonan Xie, Koichi Yoneyama, Hideyuki Matsuura, Kosaku Takahashi
Plant & cell physiology, 58, 4, 789, 801, 01 Apr. 2017, [Peer-reviewed], [Domestic magazines]
English, Scientific journal, Jasmonic acid (JA) is involved in a variety of physiological responses in seed plants. However, the detection and role of JA in lycophytes, a group of seedless vascular plants, have remained elusive until recently. This study provides the first evidence of 12-oxo-phytodienoic acid (OPDA), JA and jasmonoyl-isoleucine (JA-Ile) in the model lycophyte Selaginella moellendorffii. Mechanical wounding stimulated the accumulation of OPDA, JA and JA-Ile. These data were corroborated by the detection of enzymatically active allene oxide synthase (AOS), allene oxide cyclase (AOC), 12-oxo-phytodienoic acid reductase 3 (OPR3) and JA-Ile synthase (JAR1) in S. moellendorffii. SmAOS2 is involved in the first committed step of JA biosynthesis. SmAOC1 is a crucial enzyme for generating the basic structure of jasmonates and is actively involved in the formation of OPDA. SmOPR5, a functionally active OPR3-like enzyme, is also vital for the reduction of (+)-cis-OPDA, the only isomer of the JA precursor. The conjugation of JA to Ile by SmJAR1 demonstrates that S. moellendorffii produces JA-Ile. Thus, the four active enzymes have characteristics similar to those in seed plants. Wounding and JA treatment induced the expression of SmAOC1 and SmOPR5. Furthermore, JA inhibited the growth of shoots in S. moellendorffii, which suggests that JA functions as a signaling molecule in S. moellendorffii. This study proposes that JA evolved as a plant hormone for stress adaptation, beginning with the emergence of vascular plants.

GTR1 is a jasmonic acid and jasmonoyl-l-isoleucine transporter in Arabidopsis thaliana.
Yasuhiro Ishimaru, Takaya Oikawa, Takeshi Suzuki, Syohei Takeishi, Hideyuki Matsuura, Kosaku Takahashi, Shin Hamamoto, Nobuyuki Uozumi, Takafumi Shimizu, Mitsunori Seo, Hiroyuki Ohta, Minoru Ueda
Bioscience, biotechnology, and biochemistry, 81, 2, 249, 255, Feb. 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal

Proteomics of Physcomitrella patens protonemata subjected to treatment with 12-oxo-phytodienoic acid.
Weifeng Luo, Yohei Nanjo, Setsuko Komatsu, Hideyuki Matsuura, Kosaku Takahashi
Bioscience, biotechnology, and biochemistry, 80, 12, 2357, 2364, Dec. 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal, 12-Oxo-phytodienoic acid (OPDA) is induced by mechanical wounding and suppresses the growth of Physcomitrella patens; OPDA is considered as a signal compound in this moss species. In this study, a proteomic analysis of P. patens protonemata treated with OPDA was performed. The abundance levels of 41 proteins were significantly altered by OPDA, with decreased levels for 40 proteins. The proteins for which abundance decreased in response to OPDA at the protonema developmental stage were mainly involved in the metabolism of proteins and carbohydrates. The effects of inhibition on protein abundance are likely a major physiological function of OPDA in P. patens. OPDA also suppressed the expression of histones at the protein level and gene transcription level. Suppression of histone expression might be an OPDA-specific function in P. patens protonemata. In P. patens, a subset of the physiological responses caused by OPDA is shown to differ between protonema and gametophore developmental stages.

Effects of prenatal exposure to perfluoroalkyl acids on prevalence ofallergic diseases among 4-year-old children.
Houman Goudarzi, Chihiro Miyashita, Emiko Okada, Ikuko Kashino, Sumitaka Kobayashi, Chi-Jen Chen, Sachiko Ito, Atsuko Araki, Hideyuki Matsuura, Yoichi M Ito, Reiko Kishi
Environment international, 94, 124, 132, Sep. 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal

RNA-seq-based evaluation of bicolor tepal pigmentation in Asiatic hybrid lilies (Lilium spp.).
Kazuma Suzuki, Tomohiro Suzuki, Takashi Nakatsuka, Hideo Dohra, Masumi Yamagishi, Kohei Matsuyama, Hideyuki Matsuura
BMC genomics, 17, 1, 611, 611, 11 Aug. 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal, BACKGROUND: Color patterns in angiosperm flowers are produced by spatially and temporally restricted deposition of pigments. Identifying the mechanisms responsible for restricted pigment deposition is a topic of broad interest. Some dicots species develop bicolor petals, which are often caused by the post-transcriptional gene silencing (PTGS) of chalcone synthase (CHS) genes. An Asiatic hybrid lily (Lilium spp.) cultivar Lollypop develops bicolor tepals with pigmented tips and white bases. Here, we analyzed the global transcription of pigmented and non-pigmented tepal parts from Lollypop, to determine the main transcriptomic differences. RESULTS: De novo assembly of RNA-seq data yielded 49,239 contigs (39,426 unigenes), which included a variety of novel transcripts, such as those involved in flavonoid-glycosylation and sequestration and in regulation of anthocyanin biosynthesis. Additionally, 1258 of the unigenes exhibited significantly differential expression between the tepal parts (false discovery rates <0.05). The pigmented tepal parts accumulated more anthocyanins, and unigenes annotated as anthocyanin biosynthesis genes (e.g., CHS, dihydroflavonol 4-reductase, and anthocyanidin synthase) were expressed 7-30-fold higher than those in non-pigmented parts. These results indicate that the transcriptional regulation of biosynthesis genes is more likely involved in the development of bicolor lily tepals rather than the PTGS of CHS genes. In addition, the expression level of a unigene homologous to LhMYB12, which often regulates full-tepal anthocyanin pigmentation in lilies, was >2-fold higher in the pigmented parts. Thus, LhMYB12 should be involved in the transcriptional regulation of the biosynthesis genes in bicolor tepals. Other factors that potentially suppress or enhance the expression of anthocyanin biosynthesis genes, including a WD40 gene, were identified, and their involvement in bicolor development is discussed. CONCLUSIONS: Our results indicate that the bicolor trait of Lollypop tepals is caused by the transcriptional regulation of anthocyanin biosynthesis genes and that the transcription profile of LhMYB12 provides a clue for elucidating the mechanisms of the trait. The tepal transcriptome constructed in this study will accelerate investigations of the genetic controls of anthocyanin color patterns, including the bicolor patterns, of Lilium spp.

Ascorbic acid accumulates as a defense response to Turnip mosaic virus in resistant Brassica rapa cultivars.
Ayaka Fujiwara, Satoko Togawa, Takahiro Hikawa, Hideyuki Matsuura, Chikara Masuta, Tsuyoshi Inukai
Journal of experimental botany, 67, 14, 4391, 402, Jul. 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal

A chloroplast-localized protein LESION AND LAMINA BENDING affects defence and growth responses in rice.
Muluneh Tamiru, Hiroki Takagi, Akira Abe, Takao Yokota, Hiroyuki Kanzaki, Haruko Okamoto, Hiromasa Saitoh, Hideyuki Takahashi, Koki Fujisaki, Kaori Oikawa, Aiko Uemura, Satoshi Natsume, Yusuke Jikumaru, Hideyuki Matsuura, Kenji Umemura, Matthew J Terry, Ryohei Terauchi
The New phytologist, 210, 4, 1282, 97, Blackwell Publishing Ltd, Jun. 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal

3-O-β-D-Glucopyranosyltheobroxide from Aerial Parts of Cowpea (Vigna unguiculata).
Arata Aoi, Yudai Yamashita, Xiquan Gao, Makoto Uematsu, Maremichi Ota, Kosaku Takahashi, Teruhiko Yoshihara, Hideyuki Matsuura
Natural product communications, 11, 5, 673, 6, May 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal, Theobroxide has been isolated from culture filtrates of Lasiodiplodia theobromae as a potato tuber-inducing compound. In this study, the metabolism of theobroxide was investigated using cowpea as an experimental model and [2H3-7]theobroxide as a substrate for analyzing a metabolite, which revealed that theobroxide applied exogenously to the roots was converted into 3-O-β-D-glucopyranosyltheobroxide.

Chemical Promotion of Endogenous Amounts of ABA in Arabidopsis thaliana by a Natural Product, Theobroxide.
Yudai Yamashita, Maremichi Ota, Yutaka Inoue, Youko Hasebe, Masanori Okamoto, Tsuyoshi Inukai, Chikra Masuta, Yasuko Sakihama, Yasuyuki Hashidoko, Mikiko Kojima, Hitoshi Sakakibara, Yasuyuki Inage, Kosaku Takahashi, Teruhiko Yoshihara, Hideyuki Matsuura
Plant & cell physiology, 57, 5, 986, 99, May 2016, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

Metabolomics approach in soybean　　　　　　　　　　　　　　　
Takuji Nakamura, Keiki Okazaki, Noureddine Benkeblia, Jun Wasaki, Toshihiro Watanabe, Hideyuki Matsuura, Hirofumi Uchimiya, Setsuko Komatsu, Takuro Shinano
Genetics, Genomics, and Breeding of Soybean, 313, 330, CRC Press, 19 Apr. 2016
English, In book

Hormone crosstalk in wound stress response: wound-inducible amidohydrolases can simultaneously regulate jasmonate and auxin homeostasis in Arabidopsis thaliana.
Tong Zhang, Arati N Poudel, Jeremy B Jewell, Naoki Kitaoka, Paul Staswick, Hideyuki Matsuura, Abraham J Koo
Journal of experimental botany, 67, 7, 2107, 20, Mar. 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal

Selective regulation of pyrethrin biosynthesis by the specific blend of wound induced volatiles in Tanacetum cinerariifolium.
Koji Sakamori, Naoaki Ono, Makoto Ihara, Hideyuki Suzuki, Hideyuki Matsuura, Ken Tanaka, Daisaku Ohta, Shigehiko Kanaya, Kazuhiko Matsuda
Plant signaling & behavior, 11, 4, e1149675, 2016, [International Magazine]
English, Scientific journal, Natural pyrethrins are used to control household and agricultural pests, and it is of value to understand biosynthesis in Tanacetum cinerariifolium for enhanced production. We previously found that a blend of four green leaf volatiles (GLVs) and (E)-β-farnesene emitted by T. cinerariifolium seedlings enhanced gene expressions of certain biosynthetic enzymes in unwounded seedlings; however, the extent to which such a regulation facilitates pyrethrin biosynthesis remains unknown. Here we have investigated the effects of the blend of the volatile organic compounds (VOCs) on gene expressions of seven biosynthetic enzymes. VOC treatment resulted in enhanced chrysanthemyl diphosphate synthase (CDS), chrysanthemic acid synthase (CAS), Tanacetum cinerariifolium GDSL lipase (TcGLIP) and acyl-Coenzyme A oxidase 1 (ACX1) gene expressions that reached a peak at a 12 h VOC treatment, whereas the treatment minimally influenced the expressions of other biosynthetic genes. In undifferentiated Tanacetum tissues, such VOC-induced amplification of CDS, CAS, TcGLIP and ACX1 gene expressions were markedly reduced, suggesting that a high-resolution, VOC-mediated communication is an event selective to differentiated plants.

Tandem photoaffinity labeling of a target protein using a linker with biotin, alkyne and benzophenone groups and a bioactive small molecule with an azide group.
Tomoaki Anabuki, Miu Tsukahara, Hideyuki Matsuura, Kosaku Takahashi
Bioscience, biotechnology, and biochemistry, 80, 3, 432, 9, 2016, [Peer-reviewed], [International Magazine]
English, Scientific journal

Changes in Polysome Association of mRNA Throughout Growth and Development in Arabidopsis thaliana
Shotaro Yamasaki, Hideyuki Matsuura, Taku Demura, Ko Kato
Plant and Cell Physiology, 56, 11, 2169, 2180, Oxford University Press, 01 Nov. 2015, [Peer-reviewed]
English, Scientific journal

Identification of rice Os4BGlu13 as a β-glucosidase which hydrolyzes gibberellin A4 1-O-β-d-glucosyl ester, in addition to tuberonic acid glucoside and salicylic acid derivative glucosides.
Yanling Hua, Watsamon Ekkhara, Sompong Sansenya, Chantragan Srisomsap, Sittiruk Roytrakul, Wataru Saburi, Ryosuke Takeda, Hideyuki Matsuura, Haruhide Mori, James R Ketudat Cairns
Archives of biochemistry and biophysics, 583, 36, 46, Academic Press Inc., 01 Oct. 2015, [Peer-reviewed], [International Magazine]
English, Scientific journal

Abscisic acid induces biosynthesis of bisbibenzyls and tolerance to UV-C in the liverwort Marchantia polymorpha.
Akito Kageyama, Kimitsune Ishizaki, Takayuki Kohchi, Hideyuki Matsuura, Kosaku Takahashi
Phytochemistry, 117, 547, 553, Sep. 2015, [Peer-reviewed], [International Magazine]
English, Scientific journal

Glucosinolate profiles in Cardamine fauriei and effect of light quality on glucosinolate concentration
Keima Abe, Shigenori Kido, Tomoo Maeda, Daisuke Kami, Hideyuki Matsuura, Hanako Shimura, Takashi Suzuki
SCIENTIA HORTICULTURAE, 189, 12, 16, Jun. 2015, [Peer-reviewed]
English, Scientific journal

UDP-Glc Independent Glucosyltransferase toward Jasmonic acid Derivatives and its Biological Role.
Takematsu Tomonori, Seto Yoshiya, Miyazawa Yoshiro, Wakuta Shinji, Ogihara Tsuyoshi, Saburi Wataru, Mori Haruhide, Takahashi Kosaku, Matsuura Hideyuki
Symposium on the Chemistry of Natural Products, symposium papers, 57, Oral14, Symposium on the Chemistry of Natural Products Steering Committee, 2015
Japanese,

Plants are sessile organisms and are unable to avoid environmental stresses by changing their habitats. Therefore, plants have developed unique and sophisticated responding systems. It has been generally accepted that plant use plant hormones to give actions toward (against) environmental changes and stress. Among of the hormones, jasmonic acid(s) has pivotal roles to perform the responses. In recent years, not only the activation of JA pathway but also the deactivations of active form JA are being paid a lot of attentions such as oxidations and glucosylations.

In previous our paper [1], we reported that Os SGT, putative salicylic acid glucosyltransferase, transferred glucosyl moiety toward 12-OHJA to afford 12-OGlcJA, and its mRNA was induced by wounding stress and JA and SA treatments. In the course of that study, we also found UDP-Glc independent glucosyl transferase activity to give preferably 12-OGlcJA in the crude extract of rice cell culture using octyl glucoside as donor molecule for supplying glucosyl moiety. There are few reports of the finding on UDP-Glc independent glucosyltransferase protein, and to our best knowledge, a report has been published by Matsuba et al. [2]. In this presentation we discuss elucidation of UDP-Glc independent glucosyl transferase toward 12-OHJA and 12-OHJA-Ile

[1] Seto Y. et al., Phytochemistry, 70, 370-379 (2009).

[2] Matsuba Y. et al.,Plant Cell,22, 3374-3389 (2010).

Overexpression of RelA/SpoT homologs, PpRSH2a and PpRSH2b, induces the growth suppression of the moss Physcomitrella patens.
Michio Sato, Tomohiro Takahashi, Kozo Ochi, Hideyuki Matsuura, Kensuke Nabeta, Kosaku Takahashi
Bioscience, biotechnology, and biochemistry, 79, 1, 36, 44, Japan Society for Bioscience Biotechnology and Agrochemistry, 2015, [Peer-reviewed], [International Magazine]
English, Scientific journal

Endoplasmic reticulum-associated inactivation of the hormone jasmonoyl-L-isoleucine by multiple members of the cytochrome P450 94 family in Arabidopsis.
Abraham J Koo, Caitlin Thireault, Starla Zemelis, Arati N Poudel, Tong Zhang, Naoki Kitaoka, Federica Brandizzi, Hideyuki Matsuura, Gregg A Howe
The Journal of biological chemistry, 289, 43, 29728, 38, 24 Oct. 2014, [Peer-reviewed], [International Magazine]
English, Scientific journal

Prenatal exposure to perfluoroalkyl acids and allergic diseases in early childhood.
Emiko Okada, Seiko Sasaki, Ikuko Kashino, Hideyuki Matsuura, Chihiro Miyashita, Sumitaka Kobayashi, Kumiko Itoh, Tamiko Ikeno, Akiko Tamakoshi, Reiko Kishi
Environment international, 65, 127, 34, Apr. 2014, [Peer-reviewed], [International Magazine]
English, Scientific journal, Perfluoroalkyl acids (PFAAs) are persistent organic pollutants that are detected in humans worldwide. Laboratory animal studies have shown that PFAAs are associated with immunotoxic effects. However, epidemiological studies investigating the role of PFAAs, in particular PFAAs with longer chains than perfluorooctanoic acid, are scarce. We investigated associations between prenatal exposure to PFAAs, including long-chain compounds, and infant allergic diseases at 12 and 24months in a large study population. The participants included mothers and their infants who enrolled in the Hokkaido Study on Environment and Children's Health 2003-2009. Eleven PFAAs were measured in maternal plasma taken at 28-32weeks of gestation using ultra-performance liquid chromatography coupled to triple quadrupole tandem mass spectrometry. Characteristics of participants and information on infant allergic diseases were obtained from self-administered questionnaires and medical records. At 24months, the adjusted odds ratio (OR) (first vs. fourth quartiles) for eczema in association with higher maternal perfluorotridecanoic acid (PFTrDA) levels was 0.62 (95% confidence interval (CI) 0.45, 0.86). After stratification by gender, the adjusted ORs in female infants from mothers with higher maternal perfluoroundecanoic acid (PFUnDA) and PFTrDA levels were also statistically significant (PFUnDA: OR=0.50; 95% CI, 0.30, 0.81; PFTrDA: OR=0.39; 95% CI, 0.23, 0.64). Our findings suggest that lower prenatal exposure to PFTrDA may decrease the risk of developing eczema in early childhood, only in female infants.

CYP94B3 activity against jasmonic acid amino acid conjugates and the elucidation of 12-O-β-glucopyranosyl-jasmonoyl-L-isoleucine as an additional metabolite.
Naoki Kitaoka, Hiroshi Kawaide, Naruki Amano, Takuya Matsubara, Kensuke Nabeta, Kosaku Takahashi, Hideyuki Matsuura
Phytochemistry, 99, 6, 13, Mar. 2014, [Peer-reviewed], [International Magazine]
English, Scientific journal

Proteomic analysis of Physcomitrella patens treated with 12-oxo-phytodienoic acid, an important oxylipin in plants.
Erika Toshima, Yohei Nanjo, Setsuko Komatsu, Tatsuya Abe, Hideyuki Matsuura, Kosaku Takahashi
Bioscience, biotechnology, and biochemistry, 78, 6, 946, 53, 2014, [Peer-reviewed], [International Magazine]
English, Scientific journal

Production of 1,5-anhydro-d-fructose by an α-glucosidase belonging to glycoside hydrolase family 31.
Janjira Maneesan, Hideyuki Matsuura, Takayoshi Tagami, Haruhide Mori, Atsuo Kimura
Bioscience, biotechnology, and biochemistry, 78, 12, 2064, 8, 2014, [Peer-reviewed], [International Magazine]
English, Scientific journal

Temporal trends of perfluoroalkyl acids in plasma samples of pregnant women in Hokkaido, Japan, 2003-2011.
Emiko Okada, Ikuko Kashino, Hideyuki Matsuura, Seiko Sasaki, Chihiro Miyashita, Jun Yamamoto, Tamiko Ikeno, Yoichi M Ito, Toru Matsumura, Akiko Tamakoshi, Reiko Kishi
Environment international, 60, 89, 96, Oct. 2013, [Peer-reviewed], [International Magazine]
English, Scientific journal, Perfluoroalkyl acids (PFAAs) are persistent organic pollutants that are used in a wide range of consumer products. Recent epidemiological studies have shown that prenatal exposure to toxic levels of PFAAs in the environment may adversely affect fetal growth and humoral immune response in infants and children. Here we have characterized levels of prenatal exposure to PFAA between 2003 and 2011 in Hokkaido, Japan, by measuring PFAA concentrations in plasma samples from pregnant women. The study population comprised 150 women who enrolled in a prospective birth cohort study conducted in Hokkaido. Eleven PFAAs were measured in maternal plasma samples using simultaneous analysis by ultra-performance liquid chromatography coupled to triple quadrupole tandem mass spectrometry. At the end of the study, in 2011, age- and parity-adjusted mean concentrations of perfluorooctanoic acid (PFOA), perfluorononanoic acid (PFNA), perfluorodecanoic acid (PFDA), perfluoroundecanoic acid (PFUnDA), perfluorododecanoic acid (PFDoDA), perfluorotridecanoic acid (PFTrDA), perfluorohexane sulfonate (PFHxS), and perfluorooctane sulfonate (PFOS) were 1.35ng/mL, 1.26ng/mL, 0.66ng/mL, 1.29ng/mL, 0.25ng/mL, 0.33ng/mL, 0.28ng/mL, and 3.86ng/mL, respectively. Whereas PFOS and PFOA concentrations declined 8.4%/y and 3.1%/y, respectively, PFNA and PFDA levels increased 4.7%/y and 2.4%/y, respectively, between 2003 and 2011. PFUnDA, PFDoDA, and PFTrDA were detected in the vast majority of maternal samples, but no significant temporal trend was apparent. Future studies must involve a larger population of pregnant women and their children to determine the effects of prenatal exposure to PFAA on health outcomes in infants and children.

Isolation, structural elucidation, and biological evaluation of a 5-hydroxymethyl-2-furfural derivative, asfural, from enzyme-treated asparagus extract
Tomohiro Ito, Atsuya Sato, Tomoko Ono, Kazunori Goto, Takahiro Maeda, Jun Takanari, Hiroshi Nishioka, Kenichi Komatsu, Hideyuki Matsuura
Journal of Agricultural and Food Chemistry, 61, 38, 9155, 9159, 25 Sep. 2013, [Peer-reviewed]
English, Scientific journal

Response of rice to insect elicitors and the role of OsJAR1 in wound and herbivory-induced JA-Ile accumulation.
Kaori Fukumoto, Kabir Alamgir, Yuko Yamashita, Izumi C Mori, Hideyuki Matsuura, Ivan Galis
Journal of integrative plant biology, 55, 8, 775, 84, Aug. 2013, [Peer-reviewed], [International Magazine]
English, Scientific journal, Plants produce jasmonic acid (JA) and its amino acid conjugate, jasmonoyl-L-isoleucine (JA-Ile) as major defense signals in response to wounding and herbivory. In rice (Oryza sativa), JA and JA-Ile rapidly increased after mechanical damage, and this increase was further amplified when the wounds were treated with oral secretions from generalist herbivore larvae, lawn armyworms (Spodoptera mauritia), revealing for the first time active perception mechanisms of herbivore-associated elicitor(s) in rice. In the rice genome, two OsJAR genes can conjugate JA and Ile and form JA-Ile in vitro; however, their function in herbivory-induced accumulation of JA-Ile has not been investigated. By functional characterization of TOS17 retrotransposon-tagged Osjar1 plants and their response to simulated herbivory, we show that OsJAR1 is essential for JA-Ile production in herbivore-attacked, field-grown plants. In addition, OsJAR1 was required for normal seed development in rice under field conditions. Our results suggest that OsJAR1 possesses at least two major functions in rice defense and development that cannot be complemented by the additional OsJAR2 gene function, although this gene previously showed overlapping enzyme activity in vitro.

Ushikulide C, a New Immunosuppressant from Streptomyces sp IUK-102
Takahashi Kosaku, Fukushi Eri, Kawabata Jun, Matsuura Hideyuki, Kurosawa Kazuhiko
NATURAL PRODUCT COMMUNICATIONS, 8, 6, 815, 816, Jun. 2013, [Peer-reviewed]

A Computational and Experimental Approach Reveals that the 5 '-Proximal Region of the 5 '-UTR has a Cis-Regulatory Signature Responsible for Heat Stress-Regulated mRNA Translation in Arabidopsis
Hideyuki Matsuura, Shinya Takenami, Yuki Kubo, Kiyotaka Ueda, Aiko Ueda, Masatoshi Yamaguchi, Kazumasa Hirata, Taku Demura, Shigehiko Kanaya, Ko Kato
PLANT AND CELL PHYSIOLOGY, 54, 4, 474, 483, Apr. 2013, [Peer-reviewed]
English, Scientific journal

Systemic transport of jasmonyl-isoleucine to induce JA-mediated wound response
Sato Chizuru, Matsuura Hideyuki
Regulation of Plant Growth & Development, 48, 1, 93, 101, The Japanese Society for Chemical Regulation of Plants, 2013
Japanese, Determining the mobile signal used by plants to defend against biotic and abiotic stresses has proved elusive, but jasmonic acid (JA) and its derivatives appear to be involved. Using deuterium-labeled analogs, we investigated the systemic transport of jasmonoyl isoleucine (JA-Ile) in response to leaf wounding in tobacco (Nicotiana tabacum) and tomato (Solanum lycopersicum) plants. It was found that de novo synthesized JA-Ile responded to wound damages was transported to induce JA-mediated wound response in healthy systemic organ.

Profiling of jasmonic acid-related metabolites and hormones in wounded leaves.
Yusuke Jikumaru, Mitsunori Seo, Hideyuki Matsuura, Yuji Kamiya
Methods in molecular biology (Clifton, N.J.), 1011, 113, 22, 2013, [Peer-reviewed], [International Magazine]
English, Scientific journal, The endogenous concentration of N-jasmonoyl-L-isoleucine (JA-Ile) is regulated by the balance between biosynthesis and deactivation and controls plant developmental processes and stress responses. Therefore, profiling of its precursors and metabolites is required to understand the mechanism by which the JA-Ile concentration is regulated. Also, other hormones, such as indole-3-acetic acid, abscisic acid, salicylic acid, and ethylene, have been suggested to interact with JA-Ile signaling. Profiling of these hormones and their metabolites should give us insights into their interaction mode. Liquid chromatography-electrospray ionization-tandem mass spectrometry has enabled us to develop a highly sensitive and high-throughput comprehensive quantification analysis of phytohormones.

Identification of rice β-glucosidase with high hydrolytic activity towards salicylic acid β-D-glucoside.
Nami Himeno, Wataru Saburi, Shinji Wakuta, Ryosuke Takeda, Hideyuki Matsuura, Kensuke Nabeta, Sompong Sansenya, James R Ketudat Cairns, Haruhide Mori, Ryozo Imai, Hirokazu Matsui
Bioscience, biotechnology, and biochemistry, 77, 5, 934, 9, 2013, [Peer-reviewed], [International Magazine]
English, Scientific journal

Transportation of de novo synthesized jasmonoyl isoleucine in tomato.
Hideyuki Matsuura, Syohei Takeishi, Naoki Kiatoka, Chizuru Sato, Kae Sueda, Chikara Masuta, Kensuke Nabeta
Phytochemistry, 83, 25, 33, Nov. 2012, [Peer-reviewed], [International Magazine]
English, Scientific journal

Genome-Wide Analyses of Changes in Translation State Caused by Elevated Temperature in Oryza sativa
Kiyotaka Ueda, Hideyuki Matsuura, Masatoshi Yamaguchi, Taku Demura, Ko Kato
PLANT AND CELL PHYSIOLOGY, 53, 8, 1481, 1491, Aug. 2012, [Peer-reviewed]
English, Scientific journal

Isolation of antitrypanosomal compounds from Vitis repens, a medicinal plant of Myanmar.
Khine Swe Nyunt, Ahmed Elkhateeb, Yusuke Tosa, Kensuke Nabata, Ken Katakura, Hideyuki Matsuura
Natural product communications, 7, 5, 609, 10, May 2012, [Peer-reviewed], [International Magazine]
English, Scientific journal

Biological activity and tissue specific accumulation of fluorescently labeled methyl jasmonate.
Naoki Kitaoka, Yuzou Sano, Seizo Fujikawa, Kensuke Nabeta, Hideyuki Matsuura
Natural product communications, 7, 2, 215, 8, Feb. 2012, [Peer-reviewed], [International Magazine]
English, Scientific journal

Antitrypanosomal activities of acetylated bruceines A and C; a structure-activity relationship study.
Ahmed Elkhateeb, Yusuke Tosa, Hideyuki Matsuura, Kensuke Nabeta, Ken Katakura
Journal of natural medicines, 66, 1, 233, 40, Jan. 2012, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

Infection dynamics in viral spread and interference under the synergism between Cucumber mosaic virus and Turnip mosaic virus.
Minoru Takeshita, Emiko Koizumi, Makiko Noguchi, Kae Sueda, Hanako Shimura, Noriko Ishikawa, Hideyuki Matsuura, Kazusato Ohshima, Tomohide Natsuaki, Shigeru Kuwata, Naruto Furuya, Kenichi Tsuchiya, Chikara Masuta
Molecular plant-microbe interactions : MPMI, 25, 1, 18, 27, Jan. 2012, [Peer-reviewed], [International Magazine]
English, Scientific journal

Efficient synthesis of (+)-cis-12-oxo-phytodienoic acid by an in vitro enzymatic reaction.
Akiyuki Kajiwara, Tatsuya Abe, Takahiro Hashimoto, Hideyuki Matsuura, Kosaku Takahashi
Bioscience, biotechnology, and biochemistry, 76, 12, 2325, 8, 2012, [Peer-reviewed], [International Magazine]
English, Scientific journal

High level expression of transgenes by use of 5′-untranslated region of the Arabidopsis thaliana arabinogalactan-protein 21 gene in dicotyledons
Takeshi Matsui, Hideyuki Matsuura, Kazutoshi Sawada, Eiji Takita, Satoko Kinjo, Shinya Takenami, Kiyotaka Ueda, Naoya Nishigaki, Shotaro Yamasaki, Kensuke Hata, Masatoshi Yamaguchi, Taku Demura, Ko Kato
Plant Biotechnology, 29, 3, 319, 322, 2012, [Peer-reviewed]
English

Isolation of polyphenol oxidase genes from Portulaca oleracea and evaluation of their ability to metabolize endocrine-disrupting chemicals
Hirokazu Kaneda, Takeshi Matsui, Ryosuke Tomiyasu, Yukako Kuroda, Yuka Higashimoto, Tomoka Oda, Hitoshi Miyasaka, Hiroshi Okuhata, Satoshi Tanaka, Kazuo Harada, Hideyuki Matsuura, Hideki Nakayama, Ko Kato, Kazumasa Hirata
Plant Biotechnology, 29, 4, 351, 357, 2012, [Peer-reviewed]
English, Scientific journal

Bioconversion of proposed precursors into theobroxide and related compounds.
Peng Li, Kosaku Takahashi, Ahmed Elkhateeb, Hideyuki Matsuura, Teruhiko Yoshihara, Kensuke Nabeta
Natural product communications, 6, 12, 1801, 4, Dec. 2011, [Peer-reviewed], [International Magazine]
English, Scientific journal

Toxicological characterization of N-methyl-N-nitrosourea-induced cataract in rats by LC/MS-based metabonomic analysis
Yuko Miyazono, Kazuo Harada, Koji Sugiyama, Motonobu Ueno, Mikinori Torii, Ikuo Kato, Hideyuki Matsuura, Kazumasa Hirata
JOURNAL OF APPLIED TOXICOLOGY, 31, 7, 655, 662, Oct. 2011, [Peer-reviewed]
English, Scientific journal

Arabidopsis CYP94B3 encodes jasmonyl-L-isoleucine 12-hydroxylase, a key enzyme in the oxidative catabolism of jasmonate.
Naoki Kitaoka, Takuya Matsubara, Michio Sato, Kosaku Takahashi, Shinji Wakuta, Hiroshi Kawaide, Hirokazu Matsui, Kensuke Nabeta, Hideyuki Matsuura
Plant & cell physiology, 52, 10, 1757, 65, Oct. 2011, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

P-67 Studies on metabolism of jasmonoyl-L-isoleucine(Poster Presentation)
Kitaoka Naoki, Matsubara Takuya, Sato Michio, Takahashi Kosaku, Wakuta Shinji, Kawaide Hiroshi, Matsui Hirokazu, Nabeta Kensuke, Matsuura Hideyuki
Symposium on the Chemistry of Natural Products, symposium papers, 53, 469, 474, Symposium on the chemistry of natural products, 02 Sep. 2011
Japanese, The hormonal action of jasmonate in plants is controlled by the precise balance between its biosynthesis and catabolism. It has been shown that jasmonyl-L-isoleucine (JA-Ile, 6) is the bioactive form involved in the jasmonate-mediated signaling pathway. However, the catabolism of JA-Ile (6) is poorly understood. Although a metabolite, TA-Ile (7), has been characterized, detailed functional studies of the compound and the enzyme that produces it have not been conducted. In our results, the kinetics of wound-induced accumulation of TA-Ile (7) in plants was examined, and its involvement in plant wound response is described. Candidate genes for the catabolic enzyme were narrowed down from 272 Arabidopsis cytochrome P450 genes using Arabidopsis mutants. The candidate gene was functionally expressed in Pichia pastoris to reveal that CYP94B3 encodes JA-Ile (6) 12-hydroxylase. Expression analyses demonstrate that expression of CYP94B3 is induced by wounding and shows the activity toward JA-Ile (6). Plants grown in medium containing JA-Ile (6) show higher sensitivity to JA-Ile (6) in cyp94b3 mutants than in wild-type plants. These results demonstrate that CYP94B3 plays a major regulatory role in controlling the level of JA-Ile (6) in plants. CYP94B3 can use other JA-amino acid conjugates as substrates. Our other results uncovered that JA amino acid conjugates induced by wounding, JA-Phe and JA-Val, possessed biological activities same as JA-Ile (6).

Isolation and partial characterization of the Chlamydomonas reinhardtii gamma-glutamyl kinase
Keita Miyoshi, Hideyuki Matsuura, Takao Kumon, Keita Matsuda, Tomoaki Yoshikawa, Takeshi Bamba, Kazuo Harada, Kazumasa Hirata
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 112, 1, 75, 78, Jul. 2011, [Peer-reviewed]
English, Scientific journal

OsJAR1 and OsJAR2 are jasmonyl-L-isoleucine synthases involved in wound- and pathogen-induced jasmonic acid signalling.
Shinji Wakuta, Erika Suzuki, Wataru Saburi, Hideyuki Matsuura, Kensuke Nabeta, Ryozo Imai, Hirokazu Matsui
Biochemical and biophysical research communications, 409, 4, 634, 9, 17 Jun. 2011, [Peer-reviewed], [International Magazine]
English, Scientific journal

Molecular Cloning and Partial Characterization of a Peroxidase Gene Expressed in the Roots of Portulaca oleracea cv., One Potentially Useful in the Remediation of Phenolic Pollutants
Takeshi Matsui, Yuki Nomura, Mai Takano, Sofue Imai, Hideki Nakayama, Hitoshi Miyasaka, Hiroshi Okuhata, Satoshi Tanaka, Hideyuki Matsuura, Kazuo Harada, Takeshi Bamba, Kazumasa Hirata, Ko Kato
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 75, 5, 882, 890, May 2011, [Peer-reviewed]
English, Scientific journal

Distal transport of exogenously applied jasmonoyl-isoleucine with wounding stress.
Chizuru Sato, Kensuke Aikawa, Shunpei Sugiyama, Kensuke Nabeta, Chikara Masuta, Hideyuki Matsuura
Plant & cell physiology, 52, 3, 509, 17, Mar. 2011, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

Cellulase applied to the leaves of sweet pepper (Capsicum annuum L. var. grossum) upregulates the production of salicylic and azelaic acids.
Chizuru Sato, Norikuni Oka, Kensuke Nabeta, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 75, 4, 761, 3, 2011, [Peer-reviewed], [International Magazine]
English, Scientific journal

Tobacco salicylic acid glucosyltransferase is active toward tuberonic acid (12-hydroxyjasmonic acid) and is induced by mechanical wounding stress.
Yoshiya Seto, Shigeki Hamada, Hiroyuki Ito, Chikara Masuta, Hirokazu Matsui, Kensuke Nabeta, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 75, 12, 2316, 20, 2011, [Peer-reviewed], [International Magazine]
English, Scientific journal

Comparison of enzymatic properties and gene expression profiles of two tuberonic acid glucoside β-glucosidases from Oriza sativa L.
Wakuta, S, Hamada, S, Ito, H, Imai, R, Mori, H, Matsuura, H, Nabeta, K, Matsui, H
Journal of Applied Glycoscience, 58, 2, 67, 70, Japanese Society of Applied Glycoscience, 2011, [Peer-reviewed]
English, Scientific journal

A Short Period of Mannitol Stress but Not LiCl Stress Led to Global Translational Repression in Plants
Hideyuki Matsuura, Ueda Kiyotaka, Yu Ishibashi, Yuki Kubo, Masatoshi Yamaguchi, Kazumasa Hirata, Taku Demura, Ko Kato
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 74, 10, 2110, 2112, Oct. 2010, [Peer-reviewed]
English, Scientific journal

Chemical inhibitors of viviparous germination in the fruit of watermelon.
Yoshiki Kobayashi, Kensuke Nabeta, Hideyuki Matsuura
Plant & cell physiology, 51, 9, 1594, 8, Sep. 2010, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

Resistant and susceptible responses in tomato to cyst nematode are differentially regulated by salicylic acid.
Taketo Uehara, Shunpei Sugiyama, Hideyuki Matsuura, Tsutomu Arie, Chikara Masuta
Plant & cell physiology, 51, 9, 1524, 36, Sep. 2010, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

Identification of a beta-glucosidase hydrolyzing tuberonic acid glucoside in rice (Oryza sativa L.)
Shinji Wakuta, Shigeki Hamada, Hiroyuki Ito, Hideyuki Matsuura, Kensuke Nabeta, Hirokazu Matsui
PHYTOCHEMISTRY, 71, 11-12, 1280, 1288, Aug. 2010, [Peer-reviewed]
English, Scientific journal

Evaluation of Myanmar medicinal plant extracts for antitrypanosomal and cytotoxic activities.
Saw Bawm, Saruda Tiwananthagorn, Kyaw San Lin, Junichi Hirota, Takao Irie, Lat Lat Htun, Ni Ni Maw, Tin Tin Myaing, Nyunt Phay, Satoshi Miyazaki, Tatsuya Sakurai, Yuzaburo Oku, Hideyuki Matsuura, Ken Katakura
The Journal of veterinary medical science, 72, 4, 525, 8, Apr. 2010, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

Genome-Wide Analyses of Early Translational Responses to Elevated Temperature and High Salinity in Arabidopsis thaliana
Hideyuki Matsuura, Yu Ishibashi, Atsuhiko Shinmyo, Shigehiko Kanaya, Ko Kato
PLANT AND CELL PHYSIOLOGY, 51, 3, 448, 462, Mar. 2010, [Peer-reviewed]
English, Scientific journal

Effect of the sequence context of the AUG initiation codon on the rate of translation in dicotyledonous and monocotyledonous plant cells
Tadatoshi Sugio, Hideyuki Matsuura, Takeshi Matsui, Manabu Matsunaga, Tatsuya Nosho, Shigehiko Kanaya, Atsuhiko Shinmyo, Ko Kato
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 109, 2, 170, 173, Feb. 2010, [Peer-reviewed]
English, Scientific journal

Comparison of enzymatic properties and gene expression of two tuberonic acid glucoside glucosidase isozymes
Wakuta Shinji, Hamada Shigeki, Ito Hiroyuki, Matsuura Hideyuki, Nabeta Kensuke, Imai Ryozo, Matsui Hirokazu
Journal of Applied Glycoscience Supplement, 2010, 72, 72, The Japanese Society of Applied Glycoscience, 2010
Japanese

Biosynthesis of resorcylic acid lactone (5S)-5-hydroxylasiodiplodin in Lasiodiplodia theobromae.
Takasumi Kashima, Kosaku Takahashi, Hideyuki Matsuura, Kensuke Nabeta
Bioscience, biotechnology, and biochemistry, 73, 11, 2522, 4, Nov. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Cloning and functional analysis of an allene oxide synthase in Physcomitrella patens.
P K G S S Bandara, Kosaku Takahashi, Michio Sato, Hideyuki Matsuura, Kensuke Nabeta
Bioscience, biotechnology, and biochemistry, 73, 10, 2356, 9, Oct. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Kinetics of the accumulation of jasmonic acid and its derivatives in systemic leaves of tobacco (Nicotiana tabacum cv. Xanthi nc) and translocation of deuterium-labeled jasmonic acid from the wounding site to the systemic site.
Chizuru Sato, Yoshiya Seto, Kensuke Nabeta, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 73, 9, 1962, 70, Sep. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Potato tuber cell expansion-inducing activity of stereochemically restricted JA analogs.
Naoki Kitaoka, Eri Fukushi, Yasunori Koda, Kensuke Nabeta, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 73, 8, 1872, 6, Aug. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Isolation and structural elucidation of a new cyclohexenone compound from Lasiodiplodia theobromae.
Naoki Kitaoka, Kensuke Nabeta, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 73, 8, 1890, 2, Aug. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Biosynthesis of resorcylic acid lactone lasiodiplodin in Lasiodiplodia theobromae.
Takasumi Kashima, Kosaku Takahashi, Hideyuki Matsuura, Kensuke Nabeta
Bioscience, biotechnology, and biochemistry, 73, 5, 1118, 22, May 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Expression of allene oxide cyclase from Pharbitis nil upon theobroxide treatment.
Fan-Jiang Kong, Ying Li, Jun Abe, Baohui Liu, Florian Schaller, Markus Piotrowski, Shungo Otagaki, Kosaku Takahashi, Hideyuki Matsuura, Teruhiko Yoshihara, Kensuke Nabeta
Bioscience, biotechnology, and biochemistry, 73, 5, 1007, 13, May 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Simultaneous UPLC MS/MS analysis of endogenous jasmonic acid, salicylic acid, and their related compounds
Hideyuki Matsuura, Arata Aoi, Chizuru Satou, Mino Nakaya, Chikara Masuta, Kensuke Nabeta
Plant Growth Regulation, 57, 3, 293, 301, Apr. 2009, [Peer-reviewed]
English, Scientific journal

Isolation of antibabesial compounds from Brucea javanica, Curcuma xanthorrhiza, and Excoecaria cochinchinensis.
Kazuaki Yamada, Subeki, Kensuke Nabeta, Masahiro Yamasaki, Ken Katakura, Hideyuki Matsuura
Bioscience, biotechnology, and biochemistry, 73, 3, 776, 80, 23 Mar. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Purification and cDNA cloning of a wound inducible glucosyltransferase active toward 12-hydroxy jasmonic acid.
Yoshiya Seto, Shigeki Hamada, Hideyuki Matsuura, Mana Matsushige, Chizuru Satou, Kosaku Takahashi, Chikara Masuta, Hiroyuki Ito, Hirokazu Matsui, Kensuke Nabeta
Phytochemistry, 70, 3, 370, 9, Feb. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Down-regulation of flavonoid 3'-hydroxylase gene expression by virus-induced gene silencing in soybean reveals the presence of a threshold mRNA level associated with pigmentation in pubescence.
Atsushi Nagamatsu, Chikara Masuta, Hideyuki Matsuura, Keisuke Kitamura, Jun Abe, Akira Kanazawa
Journal of plant physiology, 166, 1, 32, 9, 01 Jan. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal

Evaluation of efficacy of bruceine A, a natural quassinoid compound extracted from a medicinal plant, Brucea javanica, for canine babesiosis.
Ryo Nakao, Chiaki Mizukami, Yuta Kawamura, Subeki, Saw Bawm, Masahiro Yamasaki, Yoshimitsu Maede, Hideyuki Matsuura, Kensuke Nabeta, Nariaki Nonaka, Yuzaburo Oku, Ken Katakura
The Journal of veterinary medical science, 71, 1, 33, 41, Jan. 2009, [Peer-reviewed], [Domestic magazines]
English, Scientific journal

Enzymatic characterization and gene identification of tuberonic acid glucoside glucosidase
Wakuta Shinji, Hamada Shigeki, Ito Hiroyuki, Matsuura Hideyuki, Nabeta Kensuke, Matsui Hirokazu
Journal of Applied Glycoscience Supplement, 2009, 41, 41, The Japanese Society of Applied Glycoscience, 2009
Japanese

In vitro antitrypanosomal activities of quassinoid compounds from the fruits of a medicinal plant, Brucea javanica.
Saw Bawm, Hideyuki Matsuura, Ahmed Elkhateeb, Kensuke Nabeta, Subeki, Nariaki Nonaka, Yuzaburo Oku, Ken Katakura
Veterinary parasitology, 158, 4, 288, 94, 20 Dec. 2008, [Peer-reviewed], [International Magazine]
English, Scientific journal

RNA silencing of a gene involved in flavonoid synthesis reveals the presence of a threshold mRNA level associated with pigmentation in plant tissues
Nagamatsu Atsushi, Masuta Chikara, Matsuura Hideyuki, Kitamura Keisuke, Abe Jun, Kanazawa Akira
GENES & GENETIC SYSTEMS, 83, 6, 515, Dec. 2008, [Peer-reviewed]

New potato micro-tuber-inducing cyclohexene compounds related to theobroxide from Lasiodiplodia theobromae.
Ryo Takei, Kosaku Takahashi, Hideyuki Matsuura, Kensuke Nabeta
Bioscience, biotechnology, and biochemistry, 72, 8, 2069, 73, Aug. 2008, [Peer-reviewed], [International Magazine]
English, Scientific journal

The 5 '-untranslated region of the Oryza sativa alcohol dehydrogenase gene functions as a translational enhancer in monocotyledonous plant cells
Tadatoshi Sugio, Junko Satoh, Hideyuki Matsuura, Atsuhiko Shinmyo, Ko Kato
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 105, 3, 300, 302, Mar. 2008, [Peer-reviewed]
English, Scientific journal

Temperature regulates tuber-inducing lipoxygenase-derived metabolites in potato (Solanum tuberosum)
Kyong-Hee Nam, Fanjiang Kong, Hideyuki Matsuura, Kosaku Takahashi, Kensuke Nabeta, Teruhiko Yoshihara
JOURNAL OF PLANT PHYSIOLOGY, 165, 2, 233, 238, Feb. 2008, [Peer-reviewed]
English

Veinal necrosis induced by turnip mosaic virus infection in Arabidopsis is a form of defense response accompanying HR-like cell death.
Bomin Kim, Chikara Masuta, Hideyuki Matsuura, Hideki Takahashi, Tsuyoshi Inukai
Molecular plant-microbe interactions : MPMI, 21, 2, 260, 8, Feb. 2008, [Peer-reviewed], [International Magazine]
English, Scientific journal

Preferential translation mediated by Hsp81-3 5 '-UTR during heat shock involves ribosome entry at the 5 '-end rather than an internal site in Arabidopsis suspension cells
Hideyuki Matsuura, Atsuhiko Shinmyo, Ko Kato
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 105, 1, 39, 47, Jan. 2008, [Peer-reviewed]
English, Scientific journal

Germination stimulant from root exudates of Vigna unguiculata
Hideyuki Matsuura, Kumiko Ohashi, Hiroshi Sasako, Noriko Tagawa, Yuuko Takano, Yumiko Ioka, Kensuke Nabeta, Teruhiko Yoshihara
Plant Growth Regulation, 54, 1, 31, 36, Jan. 2008, [Peer-reviewed]
English, Scientific journal

Functional analysis of soybean genes involved in flavonoid biosynthesis by virus-induced gene silencing
Atsushi Nagamatsu, Chikara Masuta, Mineo Senda, Hideyuki Matsuura, Atsushi Kasai, Sung Hong, Keisuke Kitamura, Jun Abe, Akira Kanazawa
PLANT BIOTECHNOLOGY JOURNAL, 5, 6, 778, 790, Nov. 2007, [Peer-reviewed]
English, Scientific journal

Screening of Indonesian medicinal plant extracts for antibabesial activity and isolation of new quassinoids from Brucea javanica
Subeki, Hideyuki Matsuura, Kosaku Takahashi, Kensuke Nabeta, Masahiro Yamasaki, Yoshimitsu Maede, Ken Katakura
JOURNAL OF NATURAL PRODUCTS, 70, 10, 1654, 1657, Oct. 2007, [Peer-reviewed]
English, Scientific journal

Novel cyclic peptide, epichlicin, from the endophytic fungus, Epichloe typhina
Yoshiya Seto, Kosaku Takahashi, Hideyuki Matsuura, Yasunori Kogami, Hiroshi Yada, Teruhiko Yoshihara, Kensuke Nabeta
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 71, 6, 1470, 1475, Jun. 2007, [Peer-reviewed]
English, Scientific journal

Anti-babesial compounds from Curcuma xanthorrhiza
Hideyuki Matsuura, Shinkichi Nomura, Subeki, Kazuaki Yamada, Masahiro Yamasaki, Osamu Yamato, Yoshimitsu Maede, Ken Katakura, Trimurningsih, Chairul, Teruhiko Yoshihara, Kensuke Nabeta
NATURAL PRODUCT RESEARCH, 21, 4, 328, 333, 2007, [Peer-reviewed]
English, Scientific journal

Anti-babesial compounds from Berberis vulgaris
A. Elkhateeb, K. Yamada, K. Takahashi, H. Matsuura, M. Yamasaki, Y. Maede, K. Katakura, K. Nabeta
NATURAL PRODUCT COMMUNICATIONS, 2, 2, 173, 176, 2007, [Peer-reviewed]
English, Scientific journal

Anti-babesial compounds from Rosa damascena mill.
Ahmed Elkhateeb, Hideyuki Matsuura, Masahiro Yamasaki, Yoshimitsu Maede, Ken Katakura, Kensuke Nabeta
NATURAL PRODUCT COMMUNICATIONS, 2, 7, 765, 769, 2007
English, Scientific journal

Inhibitory rote of gibberellins in theobroxide-induced flowering of Pharbitis nil
XQ Gao, FJ Kong, F Wang, H Matsuura, T Yoshihara
JOURNAL OF PLANT PHYSIOLOGY, 163, 4, 398, 404, Mar. 2006, [Peer-reviewed]
English, Scientific journal

Inhibition of stem elongation in spinach by theobroxide
FJ Kong, XQ Gao, KH Nam, K Takahashi, H Matsuura, T Yoshihara
JOURNAL OF PLANT PHYSIOLOGY, 163, 5, 557, 561, Mar. 2006, [Peer-reviewed]
English, Scientific journal

Allene oxide cyclase is essential for theobroxide-induced jasmonic acid biosynthesis in Pharbitis nil
FJ Kong, J Abe, K Takahashi, H Matsuura, T Yoshihara, K Nabeta
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 336, 4, 1150, 1156, Nov. 2005, [Peer-reviewed]
English, Scientific journal

Anti-babesial ellagic acid rhamnosides from the bark of Elaeocarpus parvifolius
A Elkhateeb, Subeki, K Takahashi, H Matsuura, M Yamasaki, O Yamato, Y Maede, K Katakura, T Yoshihara, K Nabeta
PHYTOCHEMISTRY, 66, 21, 2577, 2580, Nov. 2005, [Peer-reviewed]
English, Scientific journal

Theobroxide inhibits stem elongation in Pharbitis nil by regulating jasmonic acid and gibberellin biosynthesis
FJ Kong, XQ Gao, KH Nam, K Takahashi, H Matsuura, T Yoshihara
PLANT SCIENCE, 169, 4, 721, 725, Oct. 2005, [Peer-reviewed]
English, Scientific journal

Theobroxide triggers jasmonic acid production to induce potato tuberization in vitro
XQ Gao, F Wang, Q Yang, H Matsuura, T Yoshihara
PLANT GROWTH REGULATION, 47, 1, 39, 45, Sep. 2005, [Peer-reviewed]
English, Scientific journal

Production of phleichrome by Cladosporium phlei as stimulated by diketopiperadines of Epichloe typhina
Y Seto, Y Kogami, T Shimanuki, K Takahashi, H Matsuura, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 69, 8, 1515, 1519, Aug. 2005, [Peer-reviewed]
English, Scientific journal

Novel potato micro-tuber-inducing compound, (3R,6S)-6-hydroxylasiodiplodin, from a strain of Lasiodiplodia theobromae
P Li, K Takahashi, H Matsuura, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 69, 8, 1610, 1612, Aug. 2005, [Peer-reviewed]
English, Scientific journal

Evaluation of the inhibitory activities of the extracts of Indonesian traditional medicinal plants against Plasmodium falciparum and Babesia gibsoni
T Murnigsih, Subeki, H Matsuura, K Takahashi, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, S Kobayashi, Chainul, T Yoshihara
JOURNAL OF VETERINARY MEDICAL SCIENCE, 67, 8, 829, 831, Aug. 2005, [Peer-reviewed]
English, Scientific journal

Relation between environmental factors and the LOX activities upon potato tuber formation and flower-bud formation in morning glory
KH Nam, C Minami, FJ Kong, H Matsuura, K Takahashi, T Yoshihara
PLANT GROWTH REGULATION, 46, 3, 253, 260, Jul. 2005, [Peer-reviewed]
English, Scientific journal

The Arabidopsis gene CAD1 controls programmed cell death in the plant immune system and encodes a protein containing a MACPF domain
C Morita-Yamamuro, T Tsutsui, M Sato, H Yoshioka, M Tamaoki, D Ogawa, H Matsuura, T Yoshihara, A Ikeda, Uyeda, I, J Yamaguchi
PLANT AND CELL PHYSIOLOGY, 46, 6, 902, 912, Jun. 2005, [Peer-reviewed]
English, Scientific journal

Anti-babesial activity of some Central Kalimantan plant extracts and active oligostilbenoids from Shorea balageran
Subeki, S Nomura, H Matsuura, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, Trimurningsih, Chairul, T Yoshihara
PLANTA MEDICA, 71, 5, 420, 423, May 2005, [Peer-reviewed]
English, Scientific journal

Anti-babesial compounds from Curcuma zedoaria
K Kasahara, S Nomura, Subecki, H Matsuura, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, Trimurningsih, Chairul, T Yoshihara
PLANTA MEDICA, 71, 5, 482, 484, May 2005, [Peer-reviewed]
English, Scientific journal

Anti-babesial and anti-plasmodial compounds from Phyllanthus niruri
Subeki, H Matsuura, K Takahashi, M Yamasaki, O Yamato, Y Maede, K Katakura, S Kobayashi, Trimurningsih, Chairul, T Yoshihara
JOURNAL OF NATURAL PRODUCTS, 68, 4, 537, 539, Apr. 2005, [Peer-reviewed]
English, Scientific journal

Antibabesial activity of protoberberine alkaloids and 20-hydroxyecdysone from Arcangelisia flava against Babesia gibsoni in culture
Subeki, H Matsuura, K Takahashi, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, Trimurningsih, Chairul, T Yoshihara
JOURNAL OF VETERINARY MEDICAL SCIENCE, 67, 2, 223, 227, Feb. 2005, [Peer-reviewed]
English, Scientific journal

The Arabidopsis gene CAD1 controls programmed cell death in the plant immune system and encodes a protein containing a MACPF domain.
C Yamamuro, T Tsutsui, Y Asada, H Yoshioka, M Tamaoki, D Ogawa, H Matsuura, T Yoshihara, A Ikeda, J Yamaguchi
PLANT AND CELL PHYSIOLOGY, 46, 6, S120, S120, 2005, [Peer-reviewed]
English

Anti-fungal sesquiterpenoid from the root exudate of Solanum abutiloides
T Yokose, K Katamoto, S Park, H Matsuura, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 68, 12, 2640, 2642, Dec. 2004, [Peer-reviewed]
English, Scientific journal

Effects of theobroxide, a natural product, on the level of endogenous jasmonoids
Q Yang, XQ Gao, Y Fujino, H Matsuura, T Yoshihara
ZEITSCHRIFT FUR NATURFORSCHUNG C-A JOURNAL OF BIOSCIENCES, 59, 11-12, 828, 834, Nov. 2004, [Peer-reviewed]
English, Scientific journal

Isolation of an alpha-methylene-7-butyrolactone derivative, a toxin from the plant pathogen Lasiodiplodia theobromae
GC He, H Matsuura, T Yoshihara
PHYTOCHEMISTRY, 65, 20, 2803, 2807, Oct. 2004, [Peer-reviewed]
English, Scientific journal

A new antifungal metabolite from Penicillium expansum
GC He, H Matsuura, T Takushi, S Kawano, T Yoshihara
JOURNAL OF NATURAL PRODUCTS, 67, 7, 1084, 1087, Jul. 2004, [Peer-reviewed]
English, Scientific journal

Effects of Central Kalimantan plant extracts on intraerythrocytic Babesia gibsoni in culture
Subeki, H Matsuura, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, Trimurningish, Chairul, T Yoshihara
JOURNAL OF VETERINARY MEDICAL SCIENCE, 66, 7, 871, 874, Jul. 2004, [Peer-reviewed]
English, Scientific journal

Single-molecule imaging of the dynamic interactions between macromolecules
H Yokota, K Kaseda, H Matsuura, Y Arai, A Iwane, Y Ishii, T Kodama, T Yanagida
JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 4, 6, 616, 621, Jul. 2004, [Peer-reviewed]
English, Scientific journal

Antifungal compounds from the root and root exudate of Zea mays
S Park, Y Takano, H Matsuura, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 68, 6, 1366, 1368, Jun. 2004, [Peer-reviewed]
English, Scientific journal

Isolation of alpha-glusosidase inhibitors from hyssop (Hyssopus officinalis)
H Matsuura, H Miyazaki, C Asakawa, M Amano, T Yoshihara, J Mizutani
PHYTOCHEMISTRY, 65, 1, 91, 97, Jan. 2004, [Peer-reviewed]
English, Scientific journal

DPPH radical scavengers from dried leaves of oregano (Origanum vulgare)
H Matsuura, H Chiji, C Asakawa, M Amano, T Yoshihara, J Mizutani
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 67, 11, 2311, 2316, Nov. 2003, [Peer-reviewed]
English, Scientific journal

Inhibitory effect of salicylhydroxamic acid on theobroxide-induced potato tuber formation
Xiquan Gao, Qing Yang, Chisato Minami, Hideyuki Matsuura, Atsuo Kimura, Teruhiko Yoshihara
Plant Science, 165, 5, 993, 999, Elsevier Ireland Ltd, 01 Nov. 2003
English, Scientific journal

Inhibitory effects of hyssop (Hyssopus officinalis) extracts on intestinal alpha-glucosidase activity and postprandial hyperglycemia
H Miyazaki, H Matsuura, C Yanagiya, J Mizutani, M Tsuji, C Ishihara
JOURNAL OF NUTRITIONAL SCIENCE AND VITAMINOLOGY, 49, 5, 346, 349, Oct. 2003, [Peer-reviewed]
English, Scientific journal

Metabolism of deuterium-labeled jasmonic acid and OPC 8 : 0 in the potato plant (Solanum tuberosum L.)
H Matsuura, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 67, 9, 1903, 1907, Sep. 2003, [Peer-reviewed]
English, Scientific journal

Isolation and identification of sodium 2-propenyl thiosulfatei from boiled garlic (Allium sativum) that oxidizes canine erythrocytes
O Yamato, Y Sugiyama, H Matsuura, KW Lee, K Goto, MA Hossain, Y Maede, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 67, 7, 1594, 1596, Jul. 2003, [Peer-reviewed]
English, Scientific journal

Isolation and measurement of quercetin glucosides in flower buds of Japanese butterbur (Petasites japonicus subsp gigantea Kitam.)
H Matsuura, M Amano, J Kawabata, J Mizutani
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 66, 7, 1571, 1575, Jul. 2002, [Peer-reviewed]
English, Scientific journal

alpha-glucosidase inhibitor from the seeds of balsam pear (Momordica charantia) and the fruit bodies of Grifola frondosa
H Matsuura, C Asakawa, M Kurimoto, J Mizutani
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 66, 7, 1576, 1578, Jul. 2002, [Peer-reviewed]
English, Scientific journal

Occurrence of 11-hydroxyjasmonic acid glucoside in leaflets of potato plants (Solanum tuberosum L.)
H Matsuura, Y Ohkubo, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 65, 2, 378, 382, Feb. 2001, [Peer-reviewed]
English, Scientific journal

Influence of theobroxide, a natural product, on the accumulation of endogenous jasmonoids in in vitro cultures of potato single-node segment and morning glory leaves
Yang Qing, Matsuura Hideyuki, Fujino Yumiko, Yoshihara Teruhiko
Regulation of Plant Growth & Development, 36, 2, 238, 238, The Japanese Society for Chemical Regulation of Plants, 2001
Japanese

Qualitative and quantitative analysis of endogenous jasmonoids in potato plant (Solanum tuberosum L.)
H Matsuura, F Ohmori, M Kobayashi, A Sakurai, T Yoshihara
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 64, 11, 2380, 2387, Nov. 2000, [Peer-reviewed]
English, Scientific journal

Potato micro-tuber inducing hydroxylasiodiplodins from Lasiodiplodia theobromae
Q Yang, M Asai, H Matsuura, T Yoshihara
PHYTOCHEMISTRY, 54, 5, 489, 494, Jun. 2000, [Peer-reviewed]
English, Scientific journal

Induction of plant tubers and flower buds under noninducing photoperiod conditions by a natural product, theobroxide
Teruhiko Yoshihara, Fumihiro Ohmori, Kaoru Nakamori, Michiko Amanuma, Takashi Tsutsumi, Akitami Ichihara, Hideyuki Matsuura
Journal of Plant Growth Regulation, 19, 4, 457, 461, Springer New York, 2000, [Peer-reviewed]
English, Scientific journal

An antifungal compound from roots of Welsh onion
N Phay, T Higashiyama, M Tsuji, H Matsuura, Y Fukushi, A Yokota, F Tomita
PHYTOCHEMISTRY, 52, 2, 271, 274, Sep. 1999
English, Scientific journal

Three lasiodiplodins from Lasiodiplodia theobromae IFO 31059
Hideyuki Matsuura, Kaoru Nakamori, E. A. Omer, Chiaki Hatakeyama, Teruhiko Yoshihara, Akitami Ichihara
Phytochemistry, 49, 2, 579, 584, 28 Sep. 1998, [Peer-reviewed]
English, Scientific journal

55(P13) QUALITATIVE and QUANTITATIVE ANALYSIS of ENDOGENOUS JASMONIDES in POTATO PLANTS (SOLANUM TUBEROSUM L.) and its APPLICATION
Matsuura Hideyuki, Obara Naomi, Yoshihara Teruhiko
Symposium on the Chemistry of Natural Products, symposium papers, 40, 323, 328, Symposium on the chemistry of natural products, 31 Aug. 1998
Japanese, Tuber development of potato plants (Solanum tuberosum L.) was controlled by environmental factors, mainly by photoperiods. Short days stimulate this process, but long days have opposite effect against this process. This means potato plants distinguish the day length. But it is still unknown the relationships between day length and potato tuber inducing compounds, jasmonic acid (JA), 12-hydroxyjasmonic acid (tuberonic acid, TA), and tuberonic acid glucoside (TAG), since there is no qualitative and quantitative analysis method for these compounds. The synthesis of deuterium labeled TAG, TA, JA, (1R, 2R) 3-ox-2-(2'-pentenyl)-cyclopentanebutanoic acid (OPC 4: 0), (1R 2R) 3-oxo-2-(2'-pentenyl)-cyclopentanehexanoic acid (OPC 6: 0), and (1R, 2R) 3-oxo-2-(2'-pentenyl)-cyclopentaneoctanoic acid (OPC 8: 0) were accomplished. The qualitative and quantitative analysis for the endogenous jasmonides was carried out using these compounds as internal standards and monitoring by liquid chromatography/mass spectrometry (LC-SIM). This methodology was applied to estimate the endogenous jasmonides, TAG, TA, JA, OPC 4: 0, OPC 6: 0, and OPC 8: 0, in potato plant. The contents of TAG, TA, JA in the leaflets of potato (Solanum tuberosum L. cv. Irish Cobbler) which were harvested in July, Hokkaido, were estimated to be 7-5μg/1g leaflets, 170-100 ng/1g leaflets and 20-10ng/1g leaflets, respectively, and those of OPC 4: 0, OPC 6: 0, OPC 8: 0 to be below ng level/1g leaflets. The contents of TAG of the leaflets of potato which grown under long and short day conditions were analyzed, respectively, by means of this developed methodology. The contents of TAG were higher in the leaflets grown under long days than in those grown in short days. It is suggested that the short day condition might stimulate the transportation of jasmonids from leaflets to the other parts. The bio-synthetic pathway for TA and TAG was established in the first time because the deuterium leveled JA and OP 8: 0 were converted to TAG in the cultures on single-node segments of potato stem in vitro.

Novel cyclohexene compound from lasiodiplodia theobromae IFO 31059
Hideyuki Matsuura, Naomi Obara, Noriko Chisaka, Akitami Ichihara, Teruhiko Yoshihara
Bioscience, Biotechnology and Biochemistry, 62, 12, 2460, 2462, 1998, [Peer-reviewed]
English, Scientific journal

Metabolism and transport of [2-14C](±) jasmonic acid in the potato plant
Teruhiko Yoshihara, Michiko Amanuma, Takashi Tsutsumi, Yukihiro Okumura, Hideyuki Matsuura, Akitami Ichihara
Plant and Cell Physiology, 37, 5, 586, 590, Oxford University Press, 1996, [Peer-reviewed]
English, Scientific journal

Potato micro-tuber inducing substances from Lasiodiplodia theobromae
Kaoru Nakamori, Hideyuki Matsuura, Teruhiko Yoshihara, Akitami Ichihara, Yasunori Koda
Phytochemistry, 35, 4, 835, 839, 1994, [Peer-reviewed]
English, Scientific journal

4 NEW POLYACETYLENIC GLUCOSIDES, METHYL BETA-D-GLUCOPYRANOSYL HELIANTHENATE C-F, FROM JERUSALEM-ARTICHOKE (HELIANTHUS-TUBEROSUS L)
H MATSUURA, T YOSHIHARA, A ICHIHARA
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 57, 9, 1492, 1498, Sep. 1993, [Peer-reviewed]
English, Scientific journal

Tuber-forming Substances in Jerusalem Artichoke (Helianthus tuberosus L.)
Hideyuki Matsuura, Teruhiko Yoshihara, Akitami Ichihara, Yoshio Kikuta, Yasunori Koda
Bioscience, Biotechnology and Biochemistry, 57, 8, 1253, 1256, 1993, [Peer-reviewed]
English, Scientific journal

53 Potato tuber forming substances from plants and microorganisms
Matsuura H., Nakamori K., Yoshihara T., Ichihara A., Koda Y., Kikuta Y.
Symposium on the Chemistry of Natural Products, symposium papers, 33, 409, 416, Symposium on the chemistry of natural products, 07 Sep. 1991
Japanese, Tuber forming substances from plants and microorgansms were surveyed using a bioassay consisting single-node stem segment culture. From leaves of Jerusalem artichoke (Helianthus tuberosus. L), two cyclopentanoid fatty acids, jasmonic acid(2) and methyl tuberonic acid glucoside(3), and six polyacetylene compounds(4-9) were isolated and the chemical structures were determinded. From the fungi, Lasiodiplodia theobromae IFO 31059, a cyclohexene epoxide(10) and mellein(11) were isolated. Cyclopentanoid fatty acids(2,3) have revealed tuber forming activity at more than 10^<-5>M and cyclohexene epoxide(10) at 10^<-4>M. Polyacetylene compounds(4-9) and mellein(11) have displayed weak activity.

21 CHEMICAL STUDIES ON THE POTATO TUBER-INDUCING SUBSTANCE
YOSHIHARA T., OMER ELSAYED A., SHIBATA H., KOSHINO H., MATSU-URA H., SAKAMURA S., KODA Y., KIKUTA Y., OKAZAWA Y.
Symposium on the Chemistry of Natural Products, symposium papers, 30, 158, 164, Symposium on the chemistry of natural products, 26 Sep. 1988
Japanese, The concept of tuber forming stimulus of potato has been suggested by grafting experiments. Recently the occurrence of the substances has been evidenced by our experiment using a bioassay of a potato single-node stem segment culture. The object of this study was to isolate and determine the chemical structure of the substance from potato leaves by using of above-mentioned bioassay. The ethanol extracts of potato leaves (100kg) was separated by means of the subsequent liquid chromatographies and HPLCs. Purification processes resulted in 2.7mg of the active compound (1) which was able to induce tuberization in vitro even in lower concentration of 0.01 ppm. The FD mass spectrum showed the molecular ion peak at m/z 388 and that of the acetate at m/z 556. These data with that of GLC suggested that the active compound (1) is a monoglucoside. The PMR spectrum (δ 4.26, d, J=8.0Hz) and CMR spectrum (δ 104.4) suggested the presence of β-D-glucose moiety. EI-HR MS of the acetate (2) showed the molecular formula, C_<26>H_<36>O_<13>. The ^1H-NMR COSY experiment revealed the partial structures, I and II. These data suggested that the active compound (1) was similar to jasmonic acid (3). The chemical structure of the active compound (1) was determined to be 3-oxo-2- (5-β-D-glucopyranosyloxy-2-cis-pentenyl)-cyclopentane-1-acetic acid. A (cis)-double bond and a carboxyl group were essential for the activity. The active compound (1) and/or similar compound(s)(jasmonic acid?) were presented in all kinds of plants.

Exploration of strigolactone-like activity compounds from plant pathogenic fungi
鈴木泰輝, 松浦英幸, 北岡直樹, 都築玄武, 来馬道生, 西山康太郎, 瀬戸義哉, 植物の生長調節, 58, Supplement, 2023

The bHLH transcription factor MpHYPNOS regulates gemma dormancy in the liverwort Marchantia polymorpha
Hirotaka Kato, Nami Yoshimura, Mikako Yoshikawa, Hideyuki Matsuura, Kosaku Takahashi, Daisuke Takezawa, Tomoyuki Furuya, Yuki Kondo, Hidehiro Fukaki, Tetsuro Mimura, Kimitsune Ishizaki, bioRxiv, 488978, 25 Apr. 2022

ダイズの柱頭上花粉発芽に関わるFTオルソログの機能
平田万季, 針谷康平, 竹島亮馬, 松浦英幸, 藤野介延, XU M., 山田哲也, 阿部純, 育種学研究, 21, 2019

胎児期の有機フッ素化合物曝露が7歳のアレルギーに及ぼす影響 北海道スタディ
アイツバマイ ゆふ, 荒木 敦子, 宮下 ちひろ, 岡田 恵美子, 樫野 郁子, グウダルジ・ホウマヌ, 松浦 英幸, 岸 玲子, 日本衛生学雑誌, 73, Suppl., S225, S225, Mar. 2018
(一社)日本衛生学会, Japanese

胎児期の有機フッ素化合物曝露が7歳のアレルギーに及ぼす影響 北海道スタディ　　　　　　　　　　　　　　　
アイツバマイ ゆふ, 荒木 敦子, 宮下 ちひろ, 岡田 恵美子, 樫野 郁子, グウダルジ・ホウマヌ, 松浦 英幸, 岸 玲子, 日本衛生学雑誌, 73, Suppl., S225, S225, Mar. 2018
(一社)日本衛生学会, Japanese

胎児期の有機フッ素化合物曝露が7歳のアレルギーに及ぼす影響-北海道スタディ
アイツバマイ ゆふ, 荒木敦子, 宮下ちひろ, 岡田恵美子, 岡田恵美子, 樫野郁子, 樫野郁子, グウダルジ ホウマヌ, グウダルジ ホウマヌ, 松浦英幸, 岸玲子, 日本衛生学雑誌(Web), 73, Supplement, 2018

ゲノム編集を用いたサリチル酸高蓄積イネ変異体の作出
手塚大介, 手塚大介, 佐分利亘, 森春英, 松浦英幸, 今井亮三, 植物の生長調節, 53, Supplement, 2018

前向きコーホート研究に基づく先天異常,免疫アレルギーおよび小児発達障害のリスク評価と環境物質に対する遺伝的感受性の解明 DNAメチル化を介する有機フッ素化合物胎児期曝露の児への影響
岸玲子, 石塚真由美, 松浦英幸, 三浦りゅう, 小林祥子, 小林澄貴, 前向きコーホート研究に基づく先天異常、免疫アレルギーおよび小児発達障害のリスク評価と環境化学物質に対する遺伝的感受性の解明 平成28年度 総括・分担研究報告書, 127‐134, 2017
Japanese

S07 Functions of jasmonates in potato tuberization
Inoue Yutaka, Shimizu Takafumi, Takahashi Kosaku, Sakihama Yasuko, Seo Mitsunori, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 50, 29, 29, 01 Oct. 2015
The Japanese Society for Chemical Regulation of Plants, Japanese

P075 GTR1 is involved in attenuation of excess JA responses by the JA-Ile translocation from wounded to undamaged leaves
Oikawa Takaya, Ishimaru Yasuhiro, Suzuki Takeshi, Takeishi Syohei, Matsuura Hideyuki, Takahashi Kousaku, Hamamoto Shin, Uozumi Nobuyuki, Shimizu Takafumi, Seo Mitsunori, Ohta Hiroyuki, Ueda Minoru, 植物化学調節学会研究発表記録集, 50, 93, 93, 01 Oct. 2015
The Japanese Society for Chemical Regulation of Plants, Japanese

P076 Jasmonic acid negatively regulates lateral root formation through the site-specific stabilization of Aux/IAAs in Arabidopsis thaliana
Suzuki Takeshi, Ishimaru Yasuhiro, Meesters Christian, Kombrink Erich, Chinen Takumi, Usui Takeo, Takahashi Kosaku, Matsuura Hideyuki, Hayashi Ken-ichiro, Fukaki Hidehiro, Ueda Minoru, 植物化学調節学会研究発表記録集, 50, 94, 94, 01 Oct. 2015
The Japanese Society for Chemical Regulation of Plants, Japanese

P055 Molecular basis of Trehalose-induced Systemic Resistance
Tezuka Daisuke, Wakuta Shinji, Kato Hideki, Matsuura Hideyuki, Saburi Wataru, Mori Haruhide, Matsui Hirokazu, Imai Ryozo, 植物化学調節学会研究発表記録集, 50, 0, 73, 73, 01 Oct. 2015
The Japanese Society for Chemical Regulation of Plants, Japanese

Trehalose‐induced Systemic Resistance(TSR)の分子基盤
手塚大介, 手塚大介, 和久田真司, 加藤英樹, 松浦英幸, 佐分利亘, 森春英, 松井博和, 今井亮三, 今井亮三, 植物の生長調節, 50, Supplement, 73, 01 Oct. 2015
Japanese

ゼニゴケのT‐DNA挿入変異株を用いたOPDA作用機序に関する研究
大鹿遵, 西浜竜一, 河内孝之, 松浦英幸, 高橋公咲, 植物の生長調節, 50, Supplement, 95, 01 Oct. 2015
Japanese

P077 Functional analysis of 12-oxo-phytodienoic acid in the model liverwort Marchantia polymorpha
Ohshika Jun, Nishihama Ryuichi, Kohchi Takayuki, Matsuura Hideyuki, Takahashi Kosaku, The Janapese Society for Chemical Regulation of Plants, Abstract, 50, 0, 95, 95, 2015
The Janapese Society for Chemical Regulation of Plants, Japanese

42. Characterization of Glutathione-S-transferase for 12-Oxo-Phytodienic Acid metabolism in Physcomitrella patens
Kajiwara Akiyuki, Toshima Erika, Nanjo Yohei, Komatsu Setsuko, Matsuura Hideyuki, Takahashi Kosaku, 植物化学調節学会研究発表記録集, 49, 60, 60, 01 Oct. 2014
The Japanese Society for Chemical Regulation of Plants, Japanese

19. Reduction of GA levels in response to chilling enhances chilling tolerance of rice
Takahashi Naoki, Kawamata Aya, Tezuka Daisuke, Saburi Wataru, Matsuura Hideyuki, Mori Haruhide, Imai Ryozo, 植物化学調節学会研究発表記録集, 49, 0, 37, 37, 01 Oct. 2014
植物化学調節学会, Japanese

43. Glucosylation of tuberonic acid using salicylic acid glucoside in wound rice
Takematsu Tomonori, Seto Yoshiya, Miyazawa Yoshiroh, Wakuta Shinji, Saburi Wataru, Mori Haruhide, Takahashi Kosaku, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 49, 0, 61, 61, 01 Oct. 2014
植物化学調節学会, Japanese

52. Jasmonic acid is involved in the trehalose-induced systemic disease resistance in rice
Tezuka Daisuke, Sakai Shiho, Wakuta Shinji, Kato Hideki, Matsuura Hideyuki, Saburi Wataru, Mori Haruhide, Matsui Hirokazu, Imai Ryozo, 植物化学調節学会研究発表記録集, 49, 0, 70, 70, 01 Oct. 2014
植物化学調節学会, Japanese

62. A possible function of a salicylic acid β-glucosidase in rice wound response
Takeda Ryosuke, Saburi Wataru, Himeno Nami, Wakuta Shinji, Matsuura Hideyuki, Imai Ryozo, Matsui Hirokazu, Mori Haruhide, 植物化学調節学会研究発表記録集, 49, 0, 80, 80, 01 Oct. 2014
植物化学調節学会, Japanese

イネの傷害応答におけるサリチル酸グルコシド加水分解酵素の機能
武田遼介, 佐分利亘, 姫野奈美, 和久田真司, 松浦英幸, 今井亮三, 松井博和, 森春英, 植物の生長調節, 49, Supplement, 80, 01 Oct. 2014
Japanese

イネのトレハロースにより誘導されるシステミックな病害抵抗性にはジャスモン酸が関与する
手塚大介, 坂井志帆, 和久田真司, 加藤英樹, 松浦英幸, 佐分利亘, 森春英, 松井博和, 今井亮三, 植物の生長調節, 49, Supplement, 70, 01 Oct. 2014
Japanese

傷害時のイネにおけるサリチル酸グリコシドを糖ドナーとするツベロン酸への糖転移反応
竹松知紀, 瀬戸義哉, 宮澤吉郎, 和久田真司, 佐分利亘, 森春英, 高橋公咲, 松浦英幸, 植物の生長調節, 49, Supplement, 61, 01 Oct. 2014
Japanese

低温に応答したGA量の抑制によりイネの耐性を高めることができる
高橋直希, 川又彩, 手塚大介, 佐分利亘, 松浦英幸, 森春英, 今井亮三, 植物の生長調節, 49, Supplement, 37, 01 Oct. 2014
Japanese

Brassica rapaにおける抗ウイルス反応としてのアスコルビン酸蓄積の誘導メカニズム　　　　　　　　　　　　　　　
十川聡子, 藤原綾香, 松浦英幸, 犬飼剛, 増田税, 日本植物病理学会大会 プログラム・講演要旨予稿集, 134, Jun. 2014
Japanese, Summary national conference

セオブロキシド処理によるウイルス抵抗性の低下機構の解明　　　　　　　　　　　　　　　
山下雄大, 松浦英幸, 犬飼剛, 増田税, 吉原照彦, 日本植物病理学会大会 プログラム・講演要旨予稿集, 101, Jun. 2014
Japanese, Summary national conference

有機フッ素化合物の胎児曝露が乳幼児期のアレルギー症状に及ぼす影響　　　　　　　　　　　　　　　
岡田恵美子, 佐々木成子, 樫野いく子, 松浦英幸, 宮下ちひろ, 小林澄貴, 伊藤久美子, 池野多美子, 玉腰暁子, 岸玲子, 北海道医学雑誌, 89, 1, 70, 2014
Japanese, Introduction scientific journal

シロイヌナズナβ‐グルコシダーゼ様タンパク質の生化学的機能解析
谷口沙希, 佐分利亘, 松浦英幸, 今井亮三, 松井博和, 森春英, 日本農芸化学会北海道支部講演会講演要旨, 2013, 36, 27 Nov. 2013
Japanese

シロイヌナズナβ‐グルコシダーゼ様タンパク質の生化学的機能解析
谷口沙希, 佐分利亘, 松浦英幸, 今井亮三, 松井博和, 森春英, 日本農芸化学会北海道支部講演会講演要旨, 2013, 23, 27 Nov. 2013
Japanese

25. Abscisic acid signaling is involved in the biosynthesis of bisbibenzyls, characteristic metabolites in the liverwort Marchantia polymorpha
Kageyama Akito, Ishizaki Kimitsune, Kohchi Takayuki, Matsuura Hideyuki, Takahashi Kosaku, 植物化学調節学会研究発表記録集, 48, 40, 40, 04 Oct. 2013
The Japanese Society for Chemical Regulation of Plants, Japanese

19. Biological response of the plant toward theobroxide treatment
Yamashita Yudai, Inukai Tsuyoshi, Takahashi Kosaku, Masuta Chikara, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 48, 34, 34, 04 Oct. 2013
The Japanese Society for Chemical Regulation of Plants, Japanese

38. Function of Jasmonoyl-Isoleucine as a Mobile Signal to Induce Wound Response
Takeishi Shohei, Sato Chizuru, Masuta Chikara, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 48, 53, 53, 04 Oct. 2013
The Japanese Society for Chemical Regulation of Plants, Japanese

12‐オキソファイトジエン酸で処理したヒメツリガネゴケのプロテオーム解析
戸島江里香, 阿部達也, 南條洋平, 小松節子, 松浦英幸, 高橋公咲, 日本農芸化学会大会講演要旨集(Web), 2013, 3A44A12 (WEB ONLY), 05 Mar. 2013
Japanese

イネ由来ツベロン酸β‐グルコシドグルコシダーゼのアグリコン認識メカニズムの解析
姫野奈美, 佐分利亘, 武田遼介, 和久田真司, 松浦英幸, 鍋田憲助, 森春英, 今井亮三, 松井博和, 日本農芸化学会大会講演要旨集(Web), 2013, 3C16A13 (WEB ONLY), 05 Mar. 2013
Japanese

シロイヌナズナにおけるCYP94B2の機能解析
天野就基, 北岡直樹, 川出洋, 谷口沙希, 佐分利亘, 松井博和, 松浦英幸, 日本農芸化学会大会講演要旨集(Web), 2013, 4A44A10 (WEB ONLY), 05 Mar. 2013
Japanese

イネ由来ツベロン酸β‐グルコシドグルコシダーゼアイソザイム1の機能解析
武田遼介, 姫野奈美, 佐分利亘, 和久田真司, 森春英, 松浦英幸, 鍋田憲助, 今井亮三, 松井博和, 日本農芸化学会大会講演要旨集(Web), 2013, 3C16A12 (WEB ONLY), 05 Mar. 2013
Japanese

有機フッ素化合物(11種類)の胎児期曝露による出生時体格への影響　　　　　　　　　　　　　　　
樫野 いく子, 佐々木 成子, 岡田 恵美子, 宮下 ちひろ, 山本 潤, 松浦 英幸, 伊藤 陽一, 松村 徹, 玉腰 暁子, 岸 玲子, 日本衛生学雑誌, 68, Suppl., S160, S160, Mar. 2013
(一社)日本衛生学会, Japanese

有機フッ素化合物の胎児期曝露による1歳までのアレルギー症状との関連　　　　　　　　　　　　　　　
岡田 恵美子, 樫野 いく子, 佐々木 成子, 宮下 ちひろ, 山本 潤, 伊藤 陽一, 松浦 英幸, 松村 徹, 玉腰 暁子, 岸 玲子, 日本衛生学雑誌, 68, Suppl., S161, S161, Mar. 2013
(一社)日本衛生学会, Japanese

ツベロン酸グルコシド加水分解酵素の基質認識機構の解明
姫野奈美, 和久田真司, 武田遼介, 佐分利亘, 森春英, 松浦英幸, 鍋田憲助, 今井亮三, 松井博和, 日本農芸化学会北海道支部講演会講演要旨, 2012, 24, 01 Nov. 2012
Japanese

組換えツベロン酸グルコシドグルコシダーゼの酵素化学的諸性質の解析
武田遼介, 姫野奈美, 佐分利亘, 和久田真司, 森春英, 松浦英幸, 鍋田憲助, 今井亮三, 松井博和, 日本農芸化学会北海道支部講演会講演要旨, 2012, 23, 01 Nov. 2012
Japanese

イネの傷害時のSAGをdonorとしたTAに対する糖転移反応
竹松知紀, 宮澤吉郎, 瀬戸義哉, 和久田真司, 佐分利亘, 鍋田憲助, 松井博和, 松浦英幸, 日本農芸化学会北海道支部講演会講演要旨, 2012, 15, 01 Nov. 2012
Japanese

37. Functional Analysis of Allene Oxide Cyclase in Marchantia polymorpha
Yamamoto Yusuke, Ishizaki Kimitsune, Kohchi Takayuki, Takahashi Tomohiro, Matsuura Hideyuki, Takahasi Kosaku, 植物化学調節学会研究発表記録集, 47, 54, 54, 05 Oct. 2012
The Japanese Society for Chemical Regulation of Plants, Japanese

ジャスモン酸メチルの植物移行性及び代謝に関する有機化学的研究
松原卓也, 北岡直樹, 松浦英幸, 植物の生長調節, 47, Supplement, 103, 05 Oct. 2012
Japanese

ゼニゴケにおけるアレンオキシドシクラーゼの機能解析
山本祐介, 石崎公庸, 河内孝之, 高橋知寛, 松浦英幸, 高橋公咲, 植物の生長調節, 47, Supplement, 54, 05 Oct. 2012
Japanese

86. Studies on long-distance signaling pathway of methyl jasmonate
Matsubara Takuya, Kitaoka Naoki, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 47, 0, 103, 103, 05 Oct. 2012
The Japanese Society for Chemical Regulation of Plants, Japanese

イネの根脂質改変とアルミニウム耐性
前島恵理子, 渡部敏裕, 松浦英幸, 黒田昌治, 豊増知伸, 岡咲洋三, 斉藤和季, 大崎満, 我妻忠雄, 日本土壌肥料学会講演要旨集, 58, 58, 74, 74, 04 Sep. 2012
一般社団法人日本土壌肥料学会, Japanese

妊婦の血中PFOS/PFOAおよび類縁化合物の定量法の確立
樫野いく子, 岡田恵美子, 松浦英幸, 山本潤, 佐々木成子, 宮下ちひろ, 松村徹, 岸玲子, 環境化学討論会要旨集(CD-ROM), 21st, ROMBUNNO.P-163, 10 Jul. 2012
Japanese

北海道における妊婦の血中PFOS/PFOAおよび類縁化合物濃度
岡田恵美子, 樫野いく子, 松浦英幸, 山本潤, 佐々木成子, 宮下ちひろ, 松村徹, 岸玲子, 環境化学討論会要旨集(CD-ROM), 21st, ROMBUNNO.P-169, 10 Jul. 2012
Japanese

シロイヌナズナ由来シトクロムP450 CYP94C1の機能解析
谷口沙希, 和久田真司, 北岡直樹, 佐分利亘, 川出洋, 松浦英幸, 鍋田憲助, 今井亮三, 松井博和, 日本農芸化学会大会講演要旨集(Web), 2012, 3A30P18 (WEB ONLY), 05 Mar. 2012
Japanese

植物ホルモン・ジャスモン酸の主要な不活性化経路 ジャスモン酸イソロイシン12位水酸化酵素CYP94B3の発見
北岡直樹, 松浦英幸, 化学と生物, 50, 3, 156, 157, 01 Mar. 2012
Japanese

植物ホルモン・ジャスモン酸の主要な不活性化経路 : ジャスモン酸イソロイシン12位水酸化酵素CYP94B3の発見
北岡 直樹, 松浦 英幸, 化学と生物, 50, 3, 156, 157, 01 Mar. 2012
Japan Society for Bioscience, Biotechnology, and Agrochemistry, Japanese

11-5 イネの根脂質改変とアルミニウム耐性(11.植物の有害元素,2012年度鳥取大会)
前島 恵理子, 渡部 敏裕, 松浦 英幸, 黒田 昌治, 豊増 知伸, 岡咲 洋三, 斉藤 和季, 大崎 満, 我妻 忠雄, 日土肥講要, 58, 0, 74, 74, 2012
一般社団法人 日本土壌肥料学会, Japanese

85. Studies on metabolic pathway of 7-iso-jasmonyl-L-isoleucine started with 12-hydroxylation
Kitaoka Naoki, Matsubara Takuya, Miyazawa Yoshiroh, Sato Michio, Seto Yoshiya, Takahashi Kosaku, Wakuta Shinji, Kawaide Hiroshi, Matsui Hirokazu, Nabeta Kensuke, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 46, 101, 101, 03 Oct. 2011
Jasmonate is plant hormone that plays crucial roles in development and defense response. It has been shown that 7-iso-jasmonyl-L-isoleucine (JA-Ile) is the bioactive form involved in the jasmonate-mediated signaling pathway. The hormonal action of jasmonate in plants is controlled by the precise balance between its biosynthesis and catabolism. Recently, CYP94B3, JA-Ile 12-hydroxylase was considered one of important enzymes that played fine tuning system of active form. Here, we studied the metabolic pathway of JA-Ile started with 12-hydroxylation. Firstly, we synthesized 12-carboxy1JA-Ile and 12-O-D-β-glucopyranosy1JA-Ile, which were expected metabolites of 12-hydroxyJA-Ile. Secondly, the endogenous levels of the compounds in wounded leaves of wild type or cyp94b3 mutant were analyzed by UPLC-MS/MS. Both compounds accumulated and the amount of 12-O-D-β-glucopyranosy1JA-Ile in cyp94b3 mutant was lower than that in wild type. In other hands, the 12-carboxy1JA-Ile level was same in wildtype and cyp94b3 mutant. This result suggests 12-carboxy1JA-Ile is synthesized by enzyme different from CYP94B3. Finally, we investigated 12-hydroxyJA-Ile glucosyltransferase. The enzyme which converted 12-hydroxyJA to 12-O-D-P-glucopyranosy1JA also had activity when 12-hydroxyJA-Ile was used as substrate. Currently, we survey the biological activity of 12-carboxy1JA-Ile and 12-O-D-13-glucopyranosy1JA-Ile., The Japanese Society for Chemical Regulation of Plants, Japanese

84. Purification and identification of a glucose donor involved in UDP-glucose-independent glucosyltransferase in rice
Miyazawa Yoshiroh, Seto Yoshiya, Ono Yutaro, Sato Michio, Takahashi Kosaku, Wakuta Shinji, Matsui Hirokazu, Nabeta Kensuke, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 46, 100, 100, 03 Oct. 2011
Plant hormone, jasmonic acid (JA), has been recognized as a signal molecule involved in the wounding response. But two metabolites of JA, tuberonic acid (TA; 12-hydroxyjasmonic acid) and its β-glucoside (TAG) have not been reported to show any clear physiological function on the wounding response. In order to establish functions of these compounds, we previously purified and characterized a glucosyltransferase in rice, that catalyzes the glucosylation from TA to TAG using UDPG as a glucose donor [1]. Moreover, we found out the existence of UDPG-independent one in the crude enzyme, that is more specific to TA than that one. In order to understand this glucosylation, we investigated a glucose donor except UDPG in this study. To test an activity of glucosyltranslation, we carried out TA glucosyltransferase assay using a crude enzyme in the rice cell culture. We used TA as a substrate and analyzed resulting TAG by UPLC-MS/MS. Using this assay system, an 80% ethanol extract derived from rice cell cultures (376.3 g) was purified by several series of column chromatography, and finally, compound 1 (1.5 mg) was obtained. The chemical structure of compound 1 is determined by NMR analysis that is to be 3-(4-hydroxyphenyl)prop-2-enyl β-D-glucopyranoside. This was synthesized from p-coumaric acid as starting compound, and the synthesized compound also transferred glucose to TA. Therefore, we concluded that compound 1 is a natural glucose donor in the rice cell culture., The Japanese Society for Chemical Regulation of Plants, Japanese

葉部において生合成されたジャスモノイルイソロイシンの移動と生物活性
松浦英幸, 佐藤千鶴, 末田香恵, 増田税, 鍋田憲助, 植物の生長調節, 46, Supplement, 102, 03 Oct. 2011
Japanese

12位の水酸化から始まるジャスモン酸イソロイシンの代謝に関する研究
北岡直樹, 松原卓也, 宮澤吉郎, 佐藤道大, 瀬戸義哉, 高橋公咲, 和久田真司, 川出洋, 松井博和, 鍋田憲助, 松浦英幸, 植物の生長調節, 46, Supplement, 101, 03 Oct. 2011
Japanese

UDP‐glucose非依存性イネ由来糖転移酵素に関わる糖供与体の探索
宮澤吉郎, 瀬戸義哉, 小野祐太朗, 佐藤道大, 高橋公咲, 和久田真司, 松井博和, 鍋田憲助, 松浦英幸, 植物の生長調節, 46, Supplement, 100, 03 Oct. 2011
Japanese

86. De novo synthesized jasmonoyl isoleucine as a mobile signal to induce a systemic wound response
Matsuura Hideyuki, Sato Chizuru, Sueda Kae, Masuta Chikara, Nabeta Kensuke, 植物化学調節学会研究発表記録集, 0, 46, 102, 102, 03 Oct. 2011
Jasmonic acid (JA) and its derivatives are involved in mobile signaling in plants during defense against biotic and abiotic stress. In our recent paper, it was found that exogenously applied jasmonoyl isoleucine (JA-Ile) in biological concentration is transported to distal sites in wounded tobacco (Nicotiana tabacum) and tomato (Solanum lycopersicum). Here we investigated the distal transport of de novo-synthesized JA-Ile in response to leaf wounding in tobacco and tomato using [^2H_1-10, ^2H_2-11, ^2H_3-12] JA ([^2H_6]JA) and [U-^<13>C]L-Ile ([^<13>C_6]Ile). [^2H_6]JA-[^<13>C_6]Ile, [^2H_6..., The Japanese Society for Chemical Regulation of Plants, Japanese

キュウリモザイクウイルスとカブモザイクウイルスの移行に関する相互作用
竹下稔, 小泉恵美子, 野口眞季子, 末田香恵, 志村華子, 石川典子, 松浦英幸, 大島一里, 夏秋知英, 桑田茂, 古屋成人, 土屋健一, 増田税, 日本植物細胞分子生物学会大会・シンポジウム講演要旨集, 29th, 276, 06 Sep. 2011
Japanese

Pichia pastorisによる組換えツベロン酸グルコシドβ‐glucosidaseの諸性質の解明
姫野奈美, 和久田真司, 佐分利亘, 森春英, 松浦英幸, 鍋田憲助, 今井亮三, 松井博和, 応用糖質科学, 1, 3, (47), 20 Jul. 2011
Japanese

前向きコホート研究による先天異常モニタリング,特に尿道下裂,停留精巣のリスク要因と環境化学物質に対する感受性の解明 有機フッ素化合物(PFCs)曝露による小児の体格および疾患への影響に関する疫学研究のレビュー
岸玲子, 吉岡英治, 岡田恵美子, 樫野いく子, 坂晋, 金澤文子, 鷲野考揚, 小西香苗, 馬場俊明, THAMAR Yila, 宮下ちひろ, TITILOLA Braimoh, 小林澄貴, 大竹裕子, 伊藤久美子, LIMPAR Mariko, 松浦英幸, 前向きコホート研究による先天異常モニタリング、特に尿道下裂、停留精巣のリスク要因と環境化学物質に対する感受性の解明 平成20-22年度 総合研究報告書, 186, 198, 2011
Japanese

前向きコホート研究による先天異常モニタリング,特に尿道下裂,停留精巣のリスク要因と環境化学物質に対する感受性の解明 有機フッ素化合物(PFCs)曝露による小児の体格および疾患への影響に関する疫学研究のレビュー
岸玲子, 吉岡英治, 岡田恵美子, 樫野いく子, 坂晋, 金澤文子, 鷲野考揚, 小西香苗, 馬場俊明, THAMAR Yila, 宮下ちひろ, TITILOLA Braimoh, 小林澄貴, 大竹裕子, 伊藤久美子, LIMPAR Mariko, 松浦英幸, 前向きコホート研究による先天異常モニタリング、特に尿道下裂、停留精巣のリスク要因と環境化学物質に対する感受性の解明 平成22年度 総括・分担研究報告書, 62, 74, 2011
Japanese

イネの病傷害ストレス応答におけるOsJAR1およびOsJAR2の機能
鈴木絵里香, 和久田真司, 佐分利亘, 松浦英幸, 鍋田憲助, 今井亮三, 松井博和, 日本農芸化学会北海道支部講演会講演要旨, 2011, 5, 2011
Japanese

54. Systemic transport of exogenously applied jasmonoyl-isoleucine with wounding stress
Sato Chizuru, Aikawa Kensuke, Sugiyama Shunpei, Nabeta Kensuke, Masuta Chikara, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 45, 71, 71, 01 Oct. 2010
Determining the mobile signal used by plants to defend against biotic and abiotic stresses has proved elusive, but jasmonic acid (JA) and its derivatives appear to be involved. Using deuterium-labeled analogs, we investigated the systemic transport of JA and jasmonoyl isoleucine (JA-Ile) in response to leaf wounding in tobacco (Nicotiana tabacum) plants. We recovered [2H2-2]JA (JA d2) and ([2H3-12]JA-Ile (JA-Ile d3) in systemic leaves of tobacco after treating wounded leaves with JA d2 or JA-Ile d3. We found that JA-Ile had a greater mobility than JA, despite its lower polarity, and that application of exogenous JA-Ile to wounded leaves led to a higher accumulation of JA and JA-Ile in systemic leaves compared to wounded control plants. We also found that exudates from the stem of tomato (Solanum lycopersicum) plants with damaged leaflets contained JA and JA-Ile in higher levels than in an undamaged plant, and a significant difference in the levels of JA-Ile was observed 30min after wounding. These results suggest that JA-Ile might be transportable compound involved in the resistance to biotic and abiotic stresses in plants., The Japanese Society for Chemical Regulation of Plants, Japanese

抗トリパノソーマ活性を有するミャンマー産薬用植物の探索
片倉賢, BAWM Saw, TIWANANTHAGORN, Saruda, LIN Kyaw San, HTUN Lat Lat, MAW Ni Ni, MYAING Tin Tin, PHAY Nyunt, 宮崎智史, 櫻井達也, 奥祐三郎, 松浦英幸, 日本寄生虫学会大会プログラム・抄録集, 79th, 77, May 2010
Japanese

ミャンマー産薬用植物の抗トリパノソーマ活性と細胞毒性の評価(Evaluation of Myanmar medicinal plants for antitrypanosomal and cytotoxic activities)　　　　　　　　　　　　　　　
Bawm S, 松浦 英幸, 宮崎 智史, Lin K.S, 廣田 淳一, 入江 隆夫, Htun L.L, Maw N.N, Tiwananthagorn S, 櫻井 達也, 奥 祐三郎, 片倉 賢, 獣医寄生虫学会誌, 8, 2, 126, 126, Mar. 2010
日本獣医寄生虫学会, English

Cloning and Functional Analysis of an Allene Oxide Synthase in Physcomitrella patens (vol 73, pg 2356, 2009)
P. K. G. S. S. Bandara, K. Takahashi, M. Sato, H. Matsuura, K. Nabeta, BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 73, 11, Nov. 2009
English, Others

Translocation and Metabolism of Jasmonic Acids Responding to Wounding Stress
MATSUURA Hideyuki, KAGAKU TO SEIBUTSU, 47, 11, 756, 763, 01 Nov. 2009
生理活性物質の代謝，移動，到達点での生理活性発現解析のために様々な手法が用いられ，研究が行なわれてきた．特に植物内での移動実験に関しては 14C などの放射活性なラベル体を用いた実験が多く見受けられるが，移動先での検出は多くの場合，放射活性を測定するのみであり，実際の化合物の化学構造については議論がなされていない．しかし，放射活性を有したまま化合物が構造変換を受け，移動した場合，上記の手法には限界がある．一方，昨今の質量分析機器の性能の向上は目覚ましく，迅速な微量物質の分析が可能になった．この技術を安定同位体ラベルされた目的化合物と組み合わせ，上記の問題解決を試みたので本稿で紹介したい．また，この技術を利用してジャスモン酸(JA)類の代謝経路に関わる酵素の単離精製に至った経緯もあわせ紹介する．, Japan Society for Bioscience, Biotechnology, and Agrochemistry, Japanese

70. Isolation and characterization of germination inhibitors derive from watermelon flesh
Kobayashi Yoshiki, Nabeta Kensuke, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 44, 84, 84, 06 Oct. 2009
Seed germination is regulated by many environmental signals to complete this critical event exactly. We haven't seen germinated seeds in a fruit. This may be due to seed dormancy, lack of oxygen or available water. But it is assumed that chemical(s) which exist around seeds are also involved. Using extracts of watermelon [Citrullus lanatus (Thunb.) Matsum and Nakai)] flesh, bioassay-guided purification led to three fractions which possess inhibitory activity. Structural analysis following more separation identified six compounds: abscisic acid, 4-hydroxybenzoic acid, indole-3-carboxylic acid, abscisic acid glucose ester, abscisic alcohol glucoside and dehydrodiconiferyl alcohol glucoside. Among these, abscisic acid has very strong activity at a concentration equal to that of watermelon flesh., The Japanese Society for Chemical Regulation of Plants, Japanese

90. Identification of jasmonic acid and functional analysis of an allene oxide synthase in Physcomitrella patens
Takahashi Kosaku, Bandara P. K. G. S. S, Sato Michio, Matsuura Hideyuki, Nabeta Kensuke, 植物化学調節学会研究発表記録集, 44, 104, 104, 06 Oct. 2009
Jasmonic acid (JA) is a plant hormone that plays important roles for a large number of processes in stress adaptation and development in vascular plants. The functions and signal transduction of JA in vascular plants have been studied extensively however those in non-vascular plants have been overlooked. The UPLC-MS/MS analysis of JA showed the presence of JA in Physcomitrella patens that is a model plant in mosses. The genomic database and protein homology searches predicted that P. patens would possess two allene oxide synthases, PpAOS1 and PpAOS2, evolved in JA biosynthesis. Recombinant PpAOSs were tried to obtain by overexpression in Escherichia coli. Only recombinant PpAOS1 was obtained as a soluble form. PpAOS1 had AOS activity and showed a pH optimum of approximately pH 6.0 using 13-HPOT as a substrate. PpAOS1 had substrate specificity for 13-HPOT, showing that it was 13-AOS. Semi-quantitative RT-PCR of PpAOSs showed that the expression of PpAOS1 was higher than that of PpAOS2 this indicated that PpAOS1 might operate JA biosynthesis in P. patens predominantly. These data suggest that the octadecanoid pathway also exists in P. patens., The Japanese Society for Chemical Regulation of Plants, Japanese

薬用植物Brucea javanicaから抽出したクアシノイドのin vitroにおける抗エバンス.トリパノソーマ活性(Quassinoids from a medicinal plant Brucea javanica: their in vitro activities against Trypanosoma evansi)　　　　　　　　　　　　　　　
Bawm S, 松浦 英幸, Subeki, Elkhateeb A, 鍋田 憲助, 野中 成晃, 奥 祐三郎, 片倉 賢, 獣医寄生虫学会誌, 8, 1, 65, 65, Sep. 2009
日本獣医寄生虫学会, English

抗寄生虫性と細胞毒性活性のミャンマー薬用植物の評価(Evaluation of Myanmar medicinal plants for antiparasitic and cytotoxic activities)　　　　　　　　　　　　　　　
Saw Bawm, 松浦 英幸, 宮崎 智史, Lin Kyaw San, 広田 淳一, 入江 隆夫, Htun Lat Lat, Maw Ni Ni, Tiwananthagorn Saruda, 櫻井 達也, 奥 祐三郎, 片倉 賢, 日本獣医学会学術集会講演要旨集, 148回, 182, 182, Sep. 2009
(公社)日本獣医学会, English

Isolation of quassinoids from a medicinal plant, Brucea javanica and their in vitro activities against Trypanosoma evansi
S. Bawm, H. Matsuura, A. Elkhateeb, K. Nabeta, Subeki, N. Nonaka, Y. Oku, K. Katakura, JOURNAL OF VETERINARY PHARMACOLOGY AND THERAPEUTICS, 32, 160, 161, Aug. 2009
English, Summary international conference

薬用植物Brucea javanicaから抽出したカシノイド Trypanosoma evansiに対するin vitroでの作用(Quassinoids from a medicinal plant Brucea javanica: their in vitro activities against Trypanosoma evansi)　　　　　　　　　　　　　　　
Saw Bawm, 松浦 英幸, Subeki Subeki, Elkhateeb Ahmed, 鍋田 憲助, 野中 成晃, 奥 祐三郎, 片倉 賢, 日本獣医学会学術集会講演要旨集, 147回, 233, 233, Mar. 2009
(公社)日本獣医学会, English

63. Metabolism and translocation of Jasmonic acid in wound response
Sato Chizuru, Seto Yoshiya, Matsusige Mana, Aoi Arata, Nabeta Kensuke, Matsuura Hideyuki, 植物化学調節学会研究発表記録集, 43, 77, 77, 06 Oct. 2008
Plants respond to wounding and herbivore attack with a series of defense responses, which are put in motions locally and systemically. When the plants are suffered from wounding stress, a mobile signal is translocated from wounded sites to undamaged distal sites. This phenomenon is classified as wound-induced systemic acquired resistance (WSR). The key compound involved in this systemic signal transduction is supposed to be JA or its derivatives. Based on the kinetic study of the accumulation of JA and its derivatives responding to wounding stress, it was uncovered that JA was accumulated in undamaged systemic tissues within 0.5h after wounding and then, metabolized to JA-Ile, tuberonic acid (12-OH JA), and tuberonic acid glucoside. Attempts to recover deuterium and radio isotope labeled JA, which were fed to wounding leaves, were successfully accomplished. Therefore, it was demonstrated that JA could be transported from the damaged site to the systemic leaves., The Japanese Society for Chemical Regulation of Plants, Japanese

62. Purification and functional analysis of tuberonic acid glucosyltransferase
Seto Yoshiya, Hamada Shigeki, Matsuura Hideyuki, Matsushige Mana, Satou Chizuru, Takahashi Kosaku, Masuta Chikara, Ito Hiroyuki, Matsui Hirokazu, Nabeta Kensuke, 植物化学調節学会研究発表記録集, 0, 43, 76, 76, 06 Oct. 2008
Tuberonic acid (12-hydroxy epi-jasmonic acid, TA) and its glucoside (TAG) were isolated from potato leaflets (Solanum tuberosum L.) and shown to have tuber-inducing properties. These compounds are known to be biosynthesized by an octadecanoid pathway. The metabolism of jasmonic acid (JA) to TAG in plant leaflets and translocation of the resulting TAG to the distal parts was demonstrated. It is thought that TAG generated from JA transmits a wounded signal from damaged parts to undamaged parts by this mechanism. The metabolism of TA in higher plants was demonstrated using [12-^3H] TA, and TA ..., The Japanese Society for Chemical Regulation of Plants, Japanese

(401) Induction Mechanism for the Necrosis on Arabidopsis thaliana by Turnip mosaic virus Infection(Abstracts of the Papers Presented at the Annual Meeting of the Society)
Inukai T, Kim B, Masuta C, Matsuura H, Takahashi H, Annals of the Phytopathological Society of Japan, 74, 3, 274, 274, 25 Aug. 2008
The Phytopathological Society of Japan (PSJ), Japanese

フラボノイド合成系遺伝子のRNAサイレンシングにより明らかになった植物組織の着色に必要なmRNA量の閾値の存在
永松敦, 増田税, 松浦英幸, 喜多村啓介, 阿部純, 金澤章, 日本遺伝学会大会プログラム・予稿集, 80th, 113, 08 Aug. 2008
Japanese

植物の根に関する諸問題(179)食糧難を引き起こす寄生雑草,ストライガ
松浦 英幸, 吉原 照彦, 農業および園芸, 83, 7, 799, 805, Jul. 2008
養賢堂, Japanese

3種のモデル植物における低リン適応機構の比較解析
崔祥子, 和崎淳, 信濃卓郎, 松浦英幸, 大崎満, 日本植物生理学会年会要旨集, 49th, 109, 15 Mar. 2008
Japanese

薬用植物由来天然化合物bruceine Aのイヌ・バベシア症に対する治療効果　　　　　　　　　　　　　　　
中尾 亮, 水上 智秋, 川村 悠太, スベキ, S.・ボン, 山崎 真大, 前出 吉光, 松浦 英幸, 高橋 公咲, 鍋田 憲助, 野中 成晃, 奥 祐三郎, 片倉 賢, 獣医寄生虫学会誌, 6, 2, 92, 92, Mar. 2008
日本獣医寄生虫学会, Japanese

Functional analysis of soybean genes involved in flavonoid biosynthesis by virus-induced gene silencing (vol 5, pg 778, 2007)
A. Nagamatsu, C. Masuta, M. Senda, H. Matsuura, A. Kasai, J. -S. Hong, K. Kitamura, J. Abe, A. Kanazawa, PLANT BIOTECHNOLOGY JOURNAL, 6, 1, 103, 103, Jan. 2008
English, Others

Anti-babesial quassinoids from the fruits of Brucea javanica
Ahmed Elkhateeb, Masahiro Yamasaki, Yoshimitsu Maede, Ken Katakura, Kensuke Nabeta, Hideyuki Matsuura, NATURAL PRODUCT COMMUNICATIONS, 3, 2, 145, 148, 2008
English

The mRNA level of F3'H gene is associated with pigmentation in pubescence in soybean
Nagamatsu A, Masuta C, Matsuura H, Kitamura K, Abe J, Kanazawa A, Report of the Hokkaido Branch, the Japanese Society of Breeding and Hokkaido Branch, the Crop Science Society of Japan, 48, 103, 104, Dec. 2007
The Crop Science Society of Japan, Japanese

薬用植物由来天然化合物bruceine Aのイヌ・バベシア症に対する治療効果
中尾亮, 水上智秋, 川村悠太, SUBEKI Subeki, BAWM Saw, 山崎真大, 前出吉光, 松浦英幸, 高橋公咲, 鍋田憲助, 片倉賢, 日本獣医学会学術集会講演要旨集, 144th, 61, 27 Aug. 2007
Japanese

2‐Benzoxazolinone類縁体の抗バベシア活性
山田一明, 野村信吉, 松浦英幸, SU Beki, 山崎真大, 前出吉光, 片倉賢, 吉原照彦, 鍋田憲助, 日本農芸化学会大会講演要旨集, 2007, 250, 05 Mar. 2007
Japanese

インドネシア産薬用植物から抽出したbrucein Aのイヌ・バベシア症に対する治療効果
中尾亮, 水上智秋, 川村悠太, SUBEKI Subeki, SAW Bawm, 山崎真大, 前出吉光, 松浦英幸, 高橋公咲, 鍋田憲助, 片倉賢, 日本寄生虫学会大会プログラム・抄録集, 76th, 64, 23 Feb. 2007
Japanese

Virus‐induced gene silencingを利用したダイズにおけるフラボノイドの生合成に関わる遺伝子の機能解析と組成の改変
永松敦, 千田峰生, 松浦英幸, 葛西厚史, HONG Jin‐Sung, 喜多村啓介, 阿部純, 増田税, 金澤章, 生化学, 3P-0751, 2007
Japanese

Curcuma xanthorrhizaからの抗バベシア化合物の単離
山田一明, 野村信吉, 松浦英幸, SUBEKI, 山崎真大, 大和修, 前出吉光, 片倉賢, TRIMURNINGSIH, CHAIRUL, 吉原照彦, 鍋田憲助, 日本農芸化学会北海道支部・日本土壌肥料学会北海道支部・日本生物工学会北日本支部・日本応用糖質科学会北海道支部・北海道農芸化学協会合同学術講演会講演要旨, 2006, 14, 2006
Japanese

Evaluation of the inhibitory activities of the extracts of Indonesian traditional medicinal plants against Plasmodium falciparum and Babesia gibsoni
T Murnigsih, Subeki, H Matsuura, K Takahashi, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, S Kobayashi, Chainul, T Yoshihara, JOURNAL OF VETERINARY MEDICAL SCIENCE, 67, 8, 829, 831, Aug. 2005
English

Antibabesial activity of protoberberine alkaloids and 20-hydroxyecdysone from Arcangelisia flava against Babesia gibsoni in culture
Subeki, H Matsuura, K Takahashi, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, Trimurningsih, Chairul, T Yoshihara, JOURNAL OF VETERINARY MEDICAL SCIENCE, 67, 2, 223, 227, Feb. 2005
English

シロイヌナズナ恒常的細胞死変異体cad1の単離と解析
山室千鶴子, 筒井友和, 浅田裕, 吉岡博文, 玉置雅紀, 小川大輔, 松浦英幸, 吉原照彦, 池田亮, 日本植物生理学会年会要旨集, 46th, 2005

Effects of Central Kalimantan plant extracts on intraerythrocytic Babesia gibsoni in culture
Subeki, H Matsuura, M Yamasaki, O Yamato, Y Maede, K Katakura, M Suzuki, Trimurningish, Chairul, T Yoshihara, JOURNAL OF VETERINARY MEDICAL SCIENCE, 66, 7, 871, 874, Jul. 2004
English

インドネシア産植物における抗Babesia gibson活性物質の探索
野村信吉, SUBEKI, 松浦英幸, 山崎真大, 大和修, 片倉賢, 鈴木守, TRIMURNINGSIH, CHAIRUL, 日本農芸化学会大会講演要旨集, 2004, 283, 05 Mar. 2004
Japanese

インドネシア産薬用植物Curcuma zedoariaにおける抗バベシア・マラリア活性化合物の探索
笠原堅, 野村信吉, SUBEKI, 松浦英幸, 山崎真大, 大和修, 前出吉光, 片倉賢, 鈴木守, 小林寿美子, TRIMURNINGSIH, CHAIRUL, 吉原照彦, 日本農芸化学会北海道支部・日本土壌肥料学会北海道支部・日本生物工学会北日本支部・日本応用糖質科学会北海道支部・北海道農芸化学協会合同学術講演会講演要旨, 2004, 27, 2004
Japanese

36 Infuluence of theoroXide,a natural Product, on the accumulation of endogegenous jasmonoids in in vitro cultures of potato single-node segment and morning glory leaves
Qing Yang, Matsuura Hideyuki, Fujino Yumiko, Yoshihara Teruhiko, 植物化学調節学会研究発表記録集, 36, 83, 84, 09 Oct. 2001
Theobroxide is an epoxy cyclohexene compound isolated from the fungus Lasiodiplodia theobromae and induces potato microtuber formation in vitro as low as 5x10^<-6>M (Nakamori et al., 1994). When sprayed on potato (Solanum tuberosum L.) and morning glory (Pharbitis nil) plants, which require short days to induce tubers and flower buds, respectively, these plants kept in non-inducing conditions (long days) produced corresponded tubers and flower buds (Yoshihara et al., 2000). However, the action mechanism of theobroxide is still not clear. The examination of the hypothesis that theobroxide may play an important role in the accumulation of endogenous jasmonoids was carried out in this study. In vitro bioassay using cultures of single-node segment of potato stems was performed with the supplement of theobroxide in the medium at different concentrations, the endogenous jasmonic acid (JA), tuberonic acid (TA, 12-hydroxy jasmonic acid) and its glucoside (TAG) in segments, stolons and microtubers were respectively quantitative analyzed. As concern as morning glory, plant seedlings were sprayed with theobroxide solution at a two-day interval, the endogenous JA and IA in the leaves were analyzed. An increase in the content of endogenous JA correlated with the concentration of theobroxide was observed in both segments and microtubers. Endogenous TA was only detected in segments, and the content increased with the concentration of theobroxide. The increase in the content of endogenous TAG caused by the treatment of theobroxide was also observed in microtubers. However, this trend was not found in stolons and segments. It was also found that spraying theobroxide on morning glory plants for 2-3 weeks under short and long days respectively increased 1.6 times and 2.3 times of JA in leaves. The theobroxide spray under short days caused 1.5 times increase in TA level in all treatments., The Japanese Society for Chemical Regulation of Plants, Japanese

フキノトウ(Petasites japonicus)からの抗酸化成分の単離
松浦英幸, 天野みどり, 川端潤, 水谷純也, 日本農芸化学会誌, 74, 11, 1314, 1315, 01 Nov. 2000
Japanese

ニガウリ(Momordica charantia L.)からのα‐Glucosidase阻害物質の単離
松浦英幸, 浅川智香子, 栗本成敬, 川端潤, 水谷純也, 日本農芸化学会誌, 74, 11, 1314, 01 Nov. 2000
Japanese

ニガウリ(Momordica charantia L.)からのα‐glucosidase阻害物質の単離
松浦英幸, 浅川智香子, 栗本成敬, 川端潤, 水谷純也, 日本農芸化学会北海道支部・日本土壌肥料学会北海道支部・日本生物工学会北日本支部・日本応用糖質科学会北海道支部・北海道農芸化学協会合同学術講演会講演要旨, 2000, 12, 21 Jul. 2000
Japanese

フキノトウ(Petasites japonicus)からの抗酸化成分の単離
松浦英幸, 天野みどり, 川端潤, 水谷純也, 日本農芸化学会北海道支部・日本土壌肥料学会北海道支部・日本生物工学会北日本支部・日本応用糖質科学会北海道支部・北海道農芸化学協会合同学術講演会講演要旨, 2000, 13, 21 Jul. 2000
Japanese

23 Metabolism of Jasmonic Acid in Potato Plant
Matsuura Hideyuki, Okubo Yasuhiro, Yoshihara Teruhiko, Ichihara Akitami, 植物化学調節学会研究発表記録集, 0, 32, 51, 52, 28 Nov. 1997
The Japanese Society for Chemical Regulation of Plants, Japanese

40 Theobroxide Spraying Induces Formation of Morning Glory Flower Buds under Long Days
Yoshihara Teruhiko, Matsuura Hideyuki, Nakamori Kaoru, Ohmori Humihiro, Amanuma Michiko, Tsutsumi Takashi, Ichihara Akitami, 植物化学調節学会研究発表記録集, 31, 81, 81, 04 Oct. 1996
The Japanese Society for Chemical Regulation of Plants, Japanese

微生物由来のバレイショマイクロチューバー形成物質の検索 : 有機化学・天然物化学
Omer E.A., 畠山 千明, 堤 崇史, 天沼 美和子, 松浦 英幸, 吉原 昭彦, 市原 耿民, 佐藤 豊三, 日本農藝化學會誌, 70, 60, 60, 05 Mar. 1996
社団法人日本農芸化学会, Japanese

38 植物体に於ける標識ジャスモン酸の代謝・移動
吉原 照彦, 天沼 美和子, 松浦 英幸, 堤 崇史, 市原 耿民, 植物化学調節学会研究発表記録集, 28, 71, 71, 15 Oct. 1993
植物化学調節学会, Japanese

A NOVEL SESQUITERPENE, TUBERONONE, FROM SOLANUM-TUBEROSUM L
H MATSUURA, T YOSHIHARA, A ICHIHARA, BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 56, 11, 1890, 1891, Nov. 1992
English, Introduction scientific journal

Potato tuber-inducing substances from Lasiodiplodia theobromae.
YOSHIHARA Teruhiko, NAKAMORI Kaoru, MATSUURA Hideyuki, ICHIHARA Akitami, KODA Yasunori, KIKUTA Yoshio, Chemical Regulation of Plants, 26, 2, 221, 221, 25 Dec. 1991
The Japanese Society for Chemical Regulation of Plants, Japanese

16 Lasiodiplodia theobromaeの生産するバレイショ塊茎形成誘導物質
吉原 照彦, 中森 薫, 松浦 英幸, 市原 耿民, 幸田 泰則, 喜久田 嘉郎, 植物化学調節学会研究発表記録集, 3, 33, 34, 14 Oct. 1991
植物化学調節学会, Japanese

Apr. 1990 - Present
植物化学調節学会　　　　　　　　　　　　　　　

Apr. 1988 - Present
日本農芸化学会　　　　　　　　　　　　　　　

Elucidation of the inhibitory mechanism of bolting in plants and development of bolting inhibitors
Grants-in-Aid for Scientific Research
01 Apr. 2022 - 31 Mar. 2025
松浦 英幸, 北岡 直樹, 久保 友彦, 黒田 洋輔, 柏木 純一, 北崎 一義, 橋本 誠
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (B), Hokkaido University, 22H02267

植物内生シグナル物質としての脂肪酸ーアミノ酸縮合体の機能解析
科学研究費助成事業
01 Apr. 2021 - 31 Mar. 2024
高橋 公咲, 松浦 英幸
シロイヌナズナ、ナス、トマト、トウモロコシおよびダイズを80％メタノールで抽出し、固相抽出カラムで前処理し夾雑物を除去した。本前処理で得られたサンプルをUPLC-MS/MSで分析し、代表的な脂肪酸-アミノ酸縮合体であるN-リノレノイルグルタミンが植物内に存在するのか否かを検討した。その結果、分析したいずれの植物にもN-リノレノイルグルタミンが存在することが判明した。N-リノレノイルグルタミンは、幼虫の唾液中だけではなく植物にも普遍的に存在することが示唆された。しかし、その内生量は植物により大きく異なっていた。
GH3タンパク質ファミリーの中には、カルボキシル基を持つ植物ホルモンの3-インドール酢酸、ジャスモン酸およびサリチル酸とアミノ酸を縮合するタンパク質が存在する。グルタミンと3-インドール酪酸を縮合することが報告されているシロイヌナズナのGH3.15タンパク質の組換えタンパク質を大腸菌で生産した。本タンパク質のα-リノレン酸とグルタミンの縮合活性を評価した。その結果、GH3.15タンパク質はα-リノレン酸とグルタミンの縮合活性を示した。この結果は、植物にN-リノレノイルグルタミンが存在することを支持する結果であった。さらに、α-リノレン酸を一方の基質とし、GH3.15タンパク質に対する20種のアミノ酸の基質特異性を調べた。その結果、20種すべてのアミノ酸が本反応の基質となりうることが明らかとなった。それらの中でグルタミンは4番目に高い基質特異性を示すアミノ酸であった。
N-リノレノイルグルタミンのシロイヌナズナの生育に対する影響を調べたところ、本化合物は100μMの濃度でシロイヌナズナの根の伸長を抑制するとともに、根を垂直ではなく、斜めに伸長させることが明らかとなった。
日本学術振興会, 基盤研究(C), 東京農業大学, 21K05405

Why do plants accept symbiotic bacteria? Analysis of chemical communication that contributes to building mutualism.
Grants-in-Aid for Scientific Research
01 Apr. 2020 - 31 Mar. 2022
松浦 英幸
植物の成長に有益な効果をもたらし、植物と共生関係にある内生菌（エンドファイト、endophyte）の存在が明らかとされ、様々な研究がなされてきた。その一例として、共生菌の一種、Veronaeopsis simplexと共生関係を結んだトマトは、本来トマト幼苗が生育できない低pH条件でも通常の生育を示す。本菌は培地上で暗色(Dark)のコロニーを形成し比較的生育が遅く、菌糸に隔壁(Septa)があることから、Dark Septate Endophytic fungus (DSE)に属する菌として知られており、根部に感染し植物に対して有益な効果を示す。他のDSE菌、 Heteroconium chaetosnira, Phialocephala fortiniiの存在も知られ、その効果が実証されている。しかしながら、『どうしてエンドファイトは植物に排除されずに感染できるか？』、『共生したエンドファイトは植物に如何にして劣悪環境突破力をあたえるのか？』については未だ不明なところが多い。本研究ではP. fortiniiの培養濾液より新規な化合物、8-hydroxy-6-methoxy-3,7-dimethyl-1H-2-benzopyrpyran-1-oneを単離し、植物に対する活性として内生のABA含量を増加させる生物活性を見出した。また、我々が主題として取り組む糸状菌由来の生理活性物質、セオブロキシドに、内生菌の感染量を増加させる活性を見出した。感染量を増加させる生理活性の発現には、内生のABA含量増加に伴う、PR1遺伝子の転写量の低下が起因しているであろうとの結果を得た。また、植物と内生菌が共生関係を結ぶ際に重要な役割が想定されているジャスモン酸の類縁体の生合成に関して、新たな知見を得た。
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area), Hokkaido University, 20H04755

Utilization of post-brewing yeast resources as a new agricultural resource and elucidation of its mechanism of physiological activity
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
17 Jul. 2019 - 31 Mar. 2022
Matsuura Hideyuki
It is thought that the energy reserving on the earth are limited, and the effective utilization of unutilized biomass resources will help sustain the human race. From the viewpoint of effective utilization of these resources, many agricultural materials originated from the unutilized biomass resources are commercially available and in use. However, their use is limited to a few events due to a lack of evidence supported by academic support. One example of unutilized biomass produced in large quantities is by-products originated from brewing processes such as beer, sake, grape wine, and shochu. In this project, we focus on the seed residue from wine brewing and report that it is a promising material for increasing the yield of potatoes. The results of this research will serve as a model case study for the construction of a resource-recycling society.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 19KT0031

Study on biological mechanism of anti-bolting compound
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
01 Apr. 2018 - 31 Mar. 2021
Matsuura Hideyuki
Winter annual plants germinate in summer and, after overwintering, undergo rapid flower stalk elongation (bolting), flowering, and seed formation in spring. It has been suggested that low-molecular-weight bioactive substances are involved in the mechanism of suppressing the bolting for Japanese radish and Arabidopsis thaliana, but the mechanism of action remains unclear. The purpose of this study was to clarify the mechanism of plant boltimg suppression controlled by environmental conditions. In addition, based on the chemical structure of the bolting inhibitor, we will build a foundation for the development of phytochemical regulators having bolting inhibitory activity that can be used in actual agriculture. By carrying out this research, we succeeded in inducing flower buds without the bolting. In addition, we calfied the requirements of the character of the inhibitor to have the activity and the inhibitory mechanism caused by the compounds.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 18K05448

Enfluence of auxin on the wound-healing process of brown algal tissue
Grants-in-Aid for Scientific Research
01 Apr. 2017 - 31 Mar. 2020
Tanaka Atsuko
Present study has attempted to uncover the mechanism of wound reactions in brown alga Dictyota dichotoma, which is general component of coastal algal bed. Healing of wounded tissue is often observed after the mechanical wound and the addition of exogenous auxin accelerate the frequency of healing, suggesting that auxin may be involved in the healing process. Therefore, changes in gene expression levels including auxin synthesis pathway genes were analyzed before and after wounding. In addition, we found D. dichotoma and related species contained multiple stress-responsive hormones in the natural thalli. Our results may indicate that similar mechanisms with land plants involving plant hormones have been developed also in brown algae, which possess distinct evolutional history from green lineage.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), University of the Ryukyus, 17K07473

Identification of a receptor of a plant signal compound using new method for target protein identification
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
01 Apr. 2017 - 31 Mar. 2020
TAKAHASHI Kosaku
A method to identify a target protein of a bioactive compound using a probe, which has an azido group, was developed. Using this method, V-ATPase B subunit 2 and V-ATPase in rice were identified as binding proteins of azahypoxanthine, which is a plant growth promoter. Additionally, AtTrxh3, a thioredoxin in Arabidopsis thaliana, has been identified as a binding protein of abscisic acid, which is a plant hormone. It is shown that this method is effective in identifying a target protein of a bioactive compound.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 17K07768

Evaluation of the knowledge how tomatoes stand for environmental stress
Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research
01 Apr. 2015 - 31 Mar. 2017
Matsuura Hideyuki
Tomato is one of the most common food in the world, and it produces many nutrition sugars, and chemicals such as carotenoids, alkaloids, flavonoids and oxylipins. In this study, it was planned that isolation and structural determination of inhibitor(s) of viviparous germination and acyl sugars on the surface of plant body on tomato plant. We attempted the isolation of the inhibitor from gels containing tomato seed. The inhibitory activity was observed using the EtOH extract of gels, although isolation and structural determination of the inhibitor was not accomplished. The acyl sugars were known as important ingredients for plants to survive, although the efficient isolation method had not been established. In this study, the methodology was designed and tow acyl glucose were isolated from Solanum pennellii. Their chemical strictures were determined as 2,3,4-triisobutyryl-β-D-glucose and 2-(2-metylbutytyl)-3,4-diisobutanoyl-β-D-glucose.
Japan Society for the Promotion of Science, Grant-in-Aid for Challenging Exploratory Research, Hokkaido University, 15K14717

Investigation of adverse health effects of environmental chemicals by a birth cohort study:focused on gene environment interactions
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
01 Apr. 2013 - 31 Mar. 2016
Kishi Reiko, IKENO Tamiko, ARAKI Atsuko, MIYASHITA Chihiro, NAKAJIMA Sonomi, SASAKI Seiko, HANAOKA Tomoyuki, KAJIWARA Junboku, MATSUURA Hideyuki, MUROHASHI Harumitsu, SIRAISHI Hideaki, SATA Fumihiro, SAIJO Yasuaki, YOSHIOKA Eiji, AZUMI Kaoru
20,000 mother-infant pairs were recruited in 40 obstetric hospitals in Hokkaido, Japan. We investigated the association between prenatal exposure to tobacco smoke, dioxins and perfluorinated compounds and several developmental outcomes such as e infant growth, neurodevelopment, and allergy after birth until 8 year-old.
We observed that prenatal chemical exposures were associated with (1) peroxisomal proliferator-activated receptor beta (PPARβ) genetic polymorphism on serum lipid in maternal blood, (2) DNA repairing (X-ray cross-complementing gene 1; XRCC1) genetic polymorphisms on infant birth weight, (3) insulin growth factor 2 (IGF2) methylation in cord blood, and (4) infant neurodevelopment at 1.5-year-old. In addition, we attempted to identify the risk factor of the attention deficit/hyperactivity disorder (AD/HD), the result showed that alcohol drinking and smoking increased the odds ratio.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), Hokkaido University, 25253050

Identification and functional analysis of novel metabolizing enzymes of plant hormones
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
01 Apr. 2012 - 31 Mar. 2015
MATSUI Hirokazu, SABURI Wataru, MATSUURA Hideyuki
Jasmonate (JA) is a plant hormone regulating abiotic and biotic stress responses and growth. In this study, we analyzed the physiological and biochemical functions of CYP94D1, CYP94D2, and ILL6 proteins, which were predicted to inactivate the JA signal. In the analysis of mutant plants with higher and lower expression levels of CYP94D1 than wild type plant, we observed phenotypic differences. The transgenic plants lucking CYP94D1 showed higher resistance to external JA. The overexpressing plants of CYP94D1 accumulate higher level of tuberonic acid glucoside than wild type.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 24580134

UDP-Glc independent transglucosidase to mediate jasmonic acid degradation in rice
Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research
01 Apr. 2012 - 31 Mar. 2015
MATSUURA Hideyuki
In order to uncover controling system of jasmonate signaling pathway, we attempted to find out UDP-glucose independent transglucosylation enzyme, and OsBGlu1 was picked up to afford 12-glucopyranosyl jasmonic acid and 12-glucopuranosyljasmonoyl L-isoleucine. The biological activities of jasmonic acid, 12-hydroxyjasmonoyl L-isoleucine and 12-glucopyranosyljasmonoyl L-isoleucine were comparied, which revealed that jasmonic acid has most effective activity and 12-hydroxyjasmonoyl L-isoleucine has the lowest activity. Thus, our project showed that transglucosylation reaction mediated by OsBGlu1 is important pathway to control the activity of jasmonic acid.
Japan Society for the Promotion of Science, Grant-in-Aid for Challenging Exploratory Research, Hokkaido University, Principal investigator, Competitive research funding, 24658102

Molecular epidemiology of livestock parasitic diseases in Myanmar and northern Thailand and isolation of anti-parasitic compounds from medicinal plants
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)
01 Apr. 2010 - 31 Mar. 2014
KATAKURA Ken, SAKURAI Tatsuya, MIYAZAKI Satoshi, KATO Hirotomo, MATSUURA Hideyuki, ITAGAKI Tadashi, SASAKI Hitoshi
Epidemiological surveys of livestock parasites, including Babesia, Theileria, Trypanosoma, Toxoplasma, Neospora and Fasciola species, were conducted in Myanmar. The results revealed new insights of distribution, life cycle and evolution of these parasites. On the other hand, isolation and characterization of antitrypanosomal compounds from Myanmar medicinal plants was performed to utilize natural plant products for treatment and prophylaxis of parasitic disease. Results of this study will contribute to establishment of control strategies of parasitic diseases and development of animal husbandry in Myanmar.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (B), Hokkaido University, 22405037

Chemical Inhibitors of Viviparous Germination in the Fruit of Watermelon
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
2009 - 2011
MATSUURA Hideyuki
植物は大地に根を張って生きねばならない故、環境要因が悪化したからといって逃げ出す事はできない。よって、植物は生育環境に応じて発芽、生育，開花、結実の行程を踏み、環境要因に呼応して次の生育ステージへ移行する。植物の生活環制御は興味に尽きない。ここで、植物に含まれる低分子生理活性物質に目を向けた場合、植物ホルモンと呼ばれる一群の生理活性物質が知られている。種子発芽の抑制もしくは促進、栄養生長時に於ける大盛な生長、栄養生長にブレーキを踏み生殖生長(老化)に切り替える働き等、植物ホルモンが関与している事例が多く知られ、鋭意研究が行われている。しかしながら多くの研究者が植物の生活環制御の不思議さ，巧妙さに興味を抱きつつ、研究がなされてきたが、「種子の発芽は果実中に存在する限り起こりえない」と云う事例に目を向けた研究は未だに行われていない。この事象についてスイカ果実を実験材料として用い、植物ホルモンの一種であるアブシシン酸が主たる活性物質である事を明らかとした。本年度は他の植物を用いて上記の生物現象を検討した。数種の植物を用いて検証したところ、果実と種子が直接接しているような植物においては化学物質を介した果実中での発芽抑制機構が存在する事が示唆された。そこで、発芽抑制の確認されたトマト(Solanum lycopericum)を用いて、果実中の発芽抑制物質の単離を試みた。今の所、単離、精製を試みている段階であり、生理活性物質の実態は不明である。しかしながら、精製を進めた段階に於いてもトマト種子発芽抑制活性を有する事から数ステップの精製操作により目的化合物の取得が可能と思われる。
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, Principal investigator, Competitive research funding, 21580122

The study of biosynthesis and functions of jasmonic acid in Physcomitrella patens
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
2009 - 2011
TAKAHASHI Kosaku, MATSUURA Hideyuki, NABETA Kensuke
The properties of the recombinant enzymes of the octadecanoid pathway in Physcomitrella patens were shown to have high similarity to those in higher plants. 12-oxophytodienoic acid, but not jasmonic acid, inhibited the growth of P. patens. The genes encoding enzymes of the octadecanoid pathway were attempted to be disrupted or overexpressed in P. patens. Any mutant of P. patens did not show distinguishable morphological change, respectively. This study suggests that OPDA is an important substance in P. patens.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, Coinvestigator not use grants, Competitive research funding, 21580123

Investigation for functionalities of rhizo-biocomplex to minimize highly adverse conditions in association with organic sink in the rhizosphere and its utilization in agricultural use
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
2008 - 2011
HASHIDOKO Yasuyuki, HARAGUCHI Akira, KIMURA Atsuo, SAKIHAMA Yasuko, TAMAI Yutaka, MATSUURA Hideyuki
We investigated rhizo-biosystems that enable to mitigate adverse soils in Kalimantan, Indonesia. Burkholderia sp. strain A-KA that had been isolated from the rhizosphere of Imperata cylindrica grown in medium-strongly acidic peatland showed a growth-helper activity toward other rhizosphere bacteria, such as Sphingomonas sp. Burkholderia mimosarum isolated from rhizosphere of paddy rice tolerant to acid-sulfate soil suppressed tropolone production of B. plantarii, a bacterium causative of rice blight disease, while promoted growth of diverse root-and seed-epiphytic bacteria. Among rhizobacteria that had isolated from dipterocarpous sapling adapting to polyphenol-rich tropical peat soil, pyrogallol-containing plant polyphenols activated Burkholderia unamae CK-43B to degrade indole and some other N-heterocyclic aromatic compounds. In the coralloid root symbiotic systems between Cycas revoluta root and a nitrogen-fixing cyanobacterium Nostoc punchiforme, a diacylglycerol was found to be the principle of hormogoniu-inducing factor on the cyanobacterium necessary to its host-recognition. Also, we successfully isolated and characterized signal compounds from a rhizobacterium Pseudomonas jessenii strain EC-S101 isolated from spinach root and from a rhizosphere fungus Trichoderma virens strain PS1-7 isolated from paddy root. In the rhizosphere, nitrous oxide emitting bacteria in tropical peat soil were missing their nitrous oxide reductase (N2OR) genes, and affected its denitrification by several secondary metabolites of plants
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), Hokkaido University, Coinvestigator not use grants, Competitive research funding, 20248033

Investigation of functional rhizo-biocomplex on highly adverse soil-adapting plants and application of the functional rhizo-biocomplex to agro-technology.
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
2004 - 2007
HASHIDOKO Yasuyuki, TAMAI Yutaka, HARAGUCHI Akira, MATSUURA Hideyuki, IWAHASHI Hitoshi, TAWARAYA Keitarou
Using local peat soil from Central Kalimantan, Indonesia, a saprophytic soil fungus Penicillium sp. Isolate Y-1 from X. complanata seedbed was tested its seed-germination promotion activity. The seeds germinated well by means of inoculation with Y-1 fungus, but the resulting seedlings were all died after one month-incubation in the local peat soil bed. Only when the supernatant of the local soil suspension without sterilization was further inoculated to the seedbeds, the germinated seedlings that had been inoculated with Y-1 resulted in survival and normal growth of the seedlings over 6 month. This suggested that saprophytic fungi stimulate seed germination, while some soil bacteria provide nutrients to the germinated seedlings. On the other hand, in Siberian Taiga forest bed soil, oligotrophic Burkholderia and Pseudomonas occupied soil microflora, and they showed a relatively high acetylene reduction activity at 10-15℃,under a lower concentration of carbon source (0.02-0.05%). Including medium pH, these soil bacteria were highly adapted to culture conditions agreeable to the permafrost soil, so that physicochemical conditions similar to activated permafrost soil in summer seasons resulted in relatively higher nitrogen-fixing activity. Moreover, gellan gum as gel matrix allowed the bacteria to show maximal nitrogen-fixing potential. Under a field condition of newly accumulated volcanic ash soil accumulated extreme soil land in Mt. Usu, Hokkaido, the land allowed pioneer plants to possess mycorrhizal symbionts and grew dominantly. Particularly, those of willow tree saplings constitutively possessed ectomycorrhizal fungi, while herbivorous weeds, except horsetail and rasp, allowed symbiosis with arbuscular mycorrhizal fungi. Thus, it was found that pioneer plants distributing throughout fresh volcanic ash soil in Mt. Usu were dependent on mycorrhizal infection.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), Hokkaido University, Coinvestigator not use grants, Competitive research funding, 16208032

種子へのセオブロキシド処理による低温障害抑制効果の有機化学的・分子生物学的解析
科学研究費助成事業 萌芽研究
2005 - 2006
松浦 英幸, 高橋 公咲
Theobroxide(1mM水溶液、1粒/40ml)をカウピー(Vigna unguiculata)播種時の苗床に施し、播種約10日後、傷害応答シグナルとして認知されているsalicyhc acid(SA),salicylic acid glucoside(SAG)の幼植物内での含有量を測定した。Theobroxide処理の植物においてこれらの化合物の有意な蓄積量の上昇が確認された。傷害耐性付与が期待できたので、断水処理、キュウリモザイクウィルスの接種ならびにダイズ茎疫病菌の接種、それぞれ3つの処理を行った。これらの3種のストレスに対してtheobroxide処理の植物は無処理の植物と比較し、有意に耐性効果が観察された。以上の結果からtheobroxideの病傷害耐性付与効果を有する農業資材としての可能性が示唆された。また、ATP生産に関わる遺伝子のうち、ATP消費を促進する遺伝子(AOX)について検討したところ、theobroxide処理の植物ではコントロールに比べ有意に抑制されていることが解り、エネルギー節約型の植物、倹約型を導いているのではないかと示唆された。また、アサガオやホウレンソウを用いてtheobroxide効果を検討したところ植物ホルモンとして知られているジベレリンに対して何らかの阻害作用を示しているデータが得られた。
日本学術振興会, 萌芽研究, 北海道大学, Principal investigator, Competitive research funding, 17658053

Research of development on the regulator of flower-bud formation
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
2001 - 2003
YOSHIHARA Teruhiko, MATSUURA Hideyuki, TAHARA Satoshi
1.Flower bud formation by theobroxide
1mM theobtoxide was sprayed to the test plants. Short day plants (rice, strawberry, soybean and poinsettia) produced flower bud. But there were difference of the effect between cultivars of strawberry and soybean.
2.Potato tuber formation by theobroxide
The field experiment of theobroxide treatment showed the increase of the yield 20% over non treatment. And theobroxide treatment induced the resistance against potato diseases.
3.Inhibition of the bolting of spinach by theobroxide
Theobroxide treatment inhibited the bolting of spinach.
4.Mechanism of theobroxide
By the experiment using a lipoxygenase inhibitor, the function of theobroxide is revealed that theobroxide stimulates the activity of a lipoxygenase. The activated lipoxygenase produces the potato tuber inducing stimulus tuberonic acid glucoside and flower inducing factor (?).
5.Application of the patent
Two patents on the production method of theobroxide were applied. The methods are fermentation and organic synthesis.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), HOKKAIDO UNIVERSITY, Coinvestigator not use grants, Competitive research funding, 13356002

植物の日長応答と内生機能物質の生理・有機化学的研究
科学研究費助成事業 特別研究員奨励費
1998 - 1998
松浦 英幸
日本学術振興会, 特別研究員奨励費, 北海道大学, 96J01283