SEARCH
Search Details
Shigetomi Kengo
| Research Faculty of Agriculture Fundamental AgriScience Research Forest Science | Lecturer |
Researcher basic information
■ Degree■ URL
researchmap URLホームページURL■ Various IDs
Researcher number
- 20547202
Research KeywordResearch Field
- Nanotechnology/Materials, Structural organic chemistry and physical organic chemistry
- Life Science, Bioorganic chemistry
- Life Science, Wood science
- Bachelor's degree program, School of Agriculture
- Master's degree program, Graduate School of Agriculture
- Doctoral (PhD) degree program, Graduate School of Agriculture
Research activity information
■ Awards- Dec. 2021, 日本農芸化学会北海道支部, 日本農芸化学会支部奨励賞
構造活性相関による天然有機化合物の機能解明 - 2009, 日本農芸化学会北海道支部, 学生奨励賞
重冨顕吾 - Mar. 2005, 日本農芸化学会, Frontiersシンポジウム, Frontiersシンポジウム 西沢賞
重冨顕吾 - Nov. 2004, 日本木材学会北海道支部, 北の木材科学賞
重冨顕吾
- Comprehensive 31P NMR Analysis of Technical Lignins Enabled by an AmimCl-Based Solvent System
Himani Negi; Yuki Tokunaga; Kengo Shigetomi; Shiori Suzuki
ANALYTICAL CHEMISTRY, 24 Apr. 2026, [Peer-reviewed]
English, Scientific journal - Immunolocalization of the β– O –4 linked structure of lignin in wood and bamboo cell walls using a novel monoclonal antibody
Arata Yoshinaga; Munehisa Wada; Shingo Kiyoto; Shinichiro Hoshikawa; Yuta Nakamura; Noriaki Munekata; Taku Tsuyama; Rui Katahira; Yoshitaka Hirano; Hiroshi Kamitakahara; Toshiyuki Takano; Fumiaki Nakatsubo; Takao Kishimoto; Kengo Shigetomi; Yasumitsu Uraki; Keiji Takabe
Holzforschung, Walter de Gruyter GmbH, 09 Mar. 2026, [Peer-reviewed]
Scientific journal, Abstract
A mouse monoclonal antibody was generated against a β– O –4 oligomer- p -aminohippuric acid-( p AHA)-bovine serum albumin (BSA) conjugate. Competitive ELISA showed that the antibody reacted specifically with β– O –4 oligomer conjugate and did not react with other dimeric model compound conjugates containing the β–5, β–β, or 5–5 linkages. This antibody reacted with both the β– O –4 linked guaiacyl and syringyl structures. In Chamaecyparis obtusa , labeling was strong in the secondary walls (SW), and weak in the compound middle lamella (CML). In Betula grossa , labeling was strong in the outer SW of wood fibers and uniform in the SW of vessel elements and the inner part of the SW of wood fibers. In contrast, labeling was strong in wood fibers rich in syringyl lignin in Quercus crispula and weak in CML, including cell corners, the SW of vessel elements, and vasicentric tracheids rich in guaiacyl lignin. In Phyllostachys edulis , labeling was uniform in developing fiber SW and stronger in inner part in developed fiber SW. The localization patterns were like those of feruloyl arabinoxylan epitopes. This novel antibody will be an effective tool to immunolocalize the β– O –4 linked structure of lignin in plant cell walls. - Solubility and structures of β-O-4 type lignin model compounds with different molar masses in aqueous 1,4-dioxane
Kengo Shigetomi; Tatsuki Onoda; Junko Miyazaki; Shiori Suzuki; Yasumitsu Uraki
HOLZFORSCHUNG, 80, 2, 89, 98, 24 Feb. 2026, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal - Reaction efficiency of derivatization followed by reductive cleavage (DFRC) for oligomeric and polymeric lignin models linked by only β-O-4' bonds
Keiichiro Takeuchi; Tatsuki Onoda; Kengo Shigetomi; Yasumitsu Uraki
JOURNAL OF WOOD CHEMISTRY AND TECHNOLOGY, 46, 1, 33, 40, 02 Jan. 2026, [Peer-reviewed]
English, Scientific journal - Role of O-acetyl galactoglucomannan in softwood lignification
Shoichi Sato; Rikuto Watanabe; Kengo Shigetomi; Yutaka Tamai; Yuji Tsutsumi; Yasumitsu Uraki
Carbohydrate Polymers, 369, 124303, 124303, Elsevier BV, Dec. 2025
Scientific journal - Effects of artificial cell walls on syringyl-lignin growth reaction using recombinant cationic cell wall peroxidase
Naofumi Matsuhisa; Go Tamura; Natsumi Kawaguchi; Koki Fujita; Kengo Shigetomi; Yuji Tsutsumi
Journal of Wood Science, 71, 1, Springer Science and Business Media LLC, 27 Aug. 2025, [Peer-reviewed]
Scientific journal, Abstract
Artificial lignin called dehydrogenative polymers (DHPs) has been used to develop models for investigating lignin characteristics and structures. However, these models are inadequate because they have lower molecular weight and less content of β-O-4 than natural lignin. The conditions required for dehydrogenative polymerization, particularly the reaction within the polysaccharide matrix, are believed to be critical for facilitating lignin polymer growth reaction. This study investigated the effects of the polysaccharide matrix on syringyl-DHPs properties following dehydrogenative polymerization reaction on artificial cell walls. Specifically, artificial cell walls were prepared by esterifying ferulic acid to xyloglucan, which was then adsorbed on nematic ordered cellulose film. Sinapyl alcohol or coniferyl alcohol was polymerized on the film using recombinant cationic cell wall peroxidase. Syringyl-DHP and guaiacyl-DHP were prepared in the buffer and served as comparative subjects. DHPs formed on artificial cell walls had lower molecular weights and less content of β-O-4 than DHPs prepared in the buffer. These results suggest that binding DHPs to a polysaccharide matrix may limit their mobility and inhibit their growth reaction. - 5,5’-type coniferyl alcohol dimer as a potential lignin precursor: an investigation of reactivity in dehydrogenative polymerization
Kengo Shigetomi; Yasumitsu Uraki
Journal of Wood Science, 71, 1, Springer Science and Business Media LLC, 07 Jul. 2025, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal, Abstract
The 5–5’-type substructure in lignin is an important structure in that it can contribute to molecular branching as well as being condensed structure. To validate the involvement of the 5–5’-type dimer in lignin formation, 5,5’-dehydrodiconiferyl alcohol (bisCA) was synthesized, and its dehydrogenative polymerization was performed in mixed systems with coniferyl alcohol or deuterated ferulic acid (FA-d 5) using horseradish peroxidase–H2O2. Interestingly, bisCA formed not only copolymers with coniferyl alcohol but also dehydrogenative polymers independently. The resulting products exhibited interunit linkages characteristic of lignin, such as β-β’ or dibenzodioxocin-type linkages. The dehydrogenative polymerization conducted with FA-d 5 demonstrated chain growth from both side chains, which is essential for the formation of the internal 5–5’ substructure. These findings suggest that this dimeric substance is capable of contributing to the lignin formation in terms of reactivity. - Constitutive chemical defense mechanism of inner bark of Sorbus commixta against Trametes versicolor.
Masato Koyama; Kengo Shigetomi; Yutaka Tamai; Keita Arakawa; Yuzou Sano
Tree physiology, 45, 2, 03 Feb. 2025, [Peer-reviewed], [International Magazine]
English, Scientific journal, Tree bark is a crucial tissue that defends tree stems from invasions by microorganisms. However, our understanding of the constitutive chemical defense mechanisms of the tree barks remains limited. Our group recently discovered that the inner bark of Sorbus commixta Hedl. exhibited potent inhibitory effects on the growth of the white-rot fungus, Trametes versicolor (Linnaeus) Lloyd. It was hypothesized that this growth suppression was due to hydrogen cyanide (HCN) originating from cyanogenic glycosides such as amygdalin and prunasin, which are secondary metabolites in the inner bark of S. commixta. To test this hypothesis, we first quantified the amygdalin content in the inner bark of S. commixta and evaluated the antifungal activity (AFA) of HCN against T. versicolor by placing paper discs on potato dextrose agar with T. versicolor. Subsequently, we identified HCN in the inner bark of S. commixta using a picric acid paper. In the AFA tests, the amygdalin + β-glucosidase solution, the potassium cyanide (KCN) + benzaldehyde solution and the KCN solution exhibited elevated AFA against T. versicolor. Conversely, the amygdalin solution, the β-glucosidase solution and the benzaldehyde solution did not exhibit significant AFA. These findings demonstrate that HCN acts as an antifungal agent against T. versicolor. Furthermore, HCN was detected in the freeze-dried inner bark pieces and the trunks of living S. commixta. This suggests that the disruption of the cells in the inner bark of S. commixta caused the cyanogenic glycosides and β-glucosidase to interact, which resulted in the hydrolysis of cyanogenic glycosides and generation of HCN. From the perspective of constitutive chemical defense mechanisms, HCN plays a crucial role in the high AFA of the inner bark of S. commixta against T. versicolor, creating an unfavorable environment for the growth of white-rot fungus after injury breaches the periderm. - UV irradiation during fluorescence measurements affects the structures and fluorescence properties of isolated lignins in solution
Keiichiro Takeuchi; Shiori Suzuki; Kengo Shigetomi; Yasumitsu Uraki
Journal of Wood Chemistry and Technology, 1, 11, Informa UK Limited, 12 Sep. 2024, [Peer-reviewed]
Scientific journal - A quartz crystal microbalance with dissipation monitoring of dehydrogenative copolymerization of coniferyl alcohol and sinapyl alcohol
Shoichi Sato; Shiori Suzuki; Kengo Shigetomi; Yasumitsu Uraki
Journal of Wood Chemistry and Technology, 44, 3, 192, 199, Informa UK Limited, 18 Apr. 2024, [Peer-reviewed]
English, Scientific journal - Evaluation of antifungal activities of woody plant barks using an incubation system with Trametes versicolor
Masato Koyama; Yutaka Tamai; Kengo Shigetomi; Yuzou Sano
Trees, 38, 1, 37, 47, Springer Science and Business Media LLC, 06 Nov. 2023, [Peer-reviewed]
Scientific journal - Swelling of lignin-based gel in salt-containing organic solvents and its application as gel electrolyte
Fumiya Honda; Shogo Taira; Shiori Suzuki; Kazuhiro Shikinaka; Kengo Shigetomi; Yasumitsu Uraki
Holzforschung, Walter de Gruyter GmbH, 31 Aug. 2023, [Peer-reviewed]
English, Scientific journal, Abstract
A lignin-based gel prepared by the chemical crosslinking of hardwood acetic acid lignin (AL) with poly(ethylene glycol) diglycidyl ether has been reported to shrink in water and organic solvents but swell specifically in aqueous binary solutions. In this study, the AL-based gel was also found to swell in lithium-salt-containing organic solvents, namely, liquid electrolytes. The uptake of salt solutions reached five times the dry weight of the gel. The ionic conductivity of the gel swollen with 1 M LiBF4 in propylene carbonate or a mixed solution (1:1, v/v) of ethylene carbonate and dimethyl carbonate exceeded 1 mS cm−1 at room temperature (25 °C), suggesting that this gel can be applied as a gel electrolyte for lithium-ion batteries (LIBs). A prototype LIB was assembled with the AL-based gel electrolyte and LiCoO2/graphite-based electrodes and exhibited low bulk and charge transfer resistances of 4.1 and 9.7 Ω, respectively. Moreover, its initial specific capacity reached 104 mAh g−1 at a current density of 28 mA g−1, which is comparable to that of a reference LIB assembled using a commercial polyethylene separator. These results indicate the significant potential of this lignin-based gel for application in energy storage devices. - Pseudomonas bohemica strain ins3 eliminates antibacterial hinokitiol from its culture broth.
Ken Machino; Yoshimichi Sakakibara; Kota Osada; Takahiro Ochiai; Yasumitsu Uraki; Kengo Shigetomi
Bioscience, biotechnology, and biochemistry, 87, 2, 236, 239, 24 Jan. 2023, [Peer-reviewed], [Last author], [International Magazine]
English, Scientific journal, A bacterial strain, Pseudomonas bohemica strain ins3 was newly isolated as a resistant strain against high concentrations of hinokitiol. This strain was revealed not only to show resistance but also completely remove this compound from its culture broth. In addition, its mechanism was revealed to be independent of conventional aromatic dioxygenases, ie catechol-1,2- or 2,3-dioxygenases. - Assembly of electric double-layer capacitors with hardwood kraft lignin-based electrodes and separator together with ionic liquid electrolyte
Nutthira Pakkang; Shiori Suzuki; Kengo Shigetomi; Yasumitsu Uraki
HOLZFORSCHUNG, Dec. 2022
English, Scientific journal - Synthesis of highly deuterated coniferyl alcohol for silencing of NMR signals in the resulting dehydrogenative polymer
Kengo Shigetomi; Mana Tokizawa; Yasumitsu Uraki
Journal of Wood Science, 68, 1, Springer Science and Business Media LLC, Dec. 2022, [Peer-reviewed], [Lead author, Corresponding author]
English, Scientific journal, Abstract
To establish a facile methodology for the elucidation of the lignin chain-growth mechanism, the preparation of monolignol that does not show NMR signals in the dehydrogenative polymer (DHP) was attempted. As a monolignol of which aliphatic moieties were deuterated, coniferyl alcohol-d7 was successfully synthesized from protocatechualdehyde and malonic acid via the modified Knoevenagel–Doebner reaction and the Luche reduction. The process achieved high to excellent deuteration efficiencies at the aimed positions (i.e., methoxy: > 99%D, α: > 99%D, β: 92%D, and γ: 98%D). DHP was prepared solely from coniferyl alcohol-d7, and its NMR spectra were compared with those from coniferyl alcohol. The results indicated that: (1) the deuterium atoms at methoxy group, α- and β-positions were highly retained even in the DHP, and their signals were effectively suppressed; (2) a part of the deuterium at γ-position was replaced with H through the reaction; (3) meanwhile, the formation of γ-CH2 was negligible. This study demonstrated that coniferyl alcohol-d7 could “silence” the majority of the signals even when converted to DHP. Highly deuterated monolignols can be a unique molecular tool that can differentiate the signals of interest from those derived from monolignols. - Effects of hemicelluloses on dehydrogenative polymerization of monolignols with cationic cell wall-bound peroxidase
Yan Lyu; Shiori Suzuki; Hiroki Nagano; Kengo Shigetomi; Yutaka Tamai; Yuji Tsutsumi; Yasumitsu Uraki
Carbohydrate Polymers, 301, 120305, 120305, Elsevier {BV}, 07 Nov. 2022, [Peer-reviewed]
English, Scientific journal - Stretched lignin/polyacrylonitrile blended carbon nanofiber as high conductive electrode in electric double layer capacitor
Manish Kumar; Shogo Taira; Nutthira Pakkang; Kengo Shigetomi; Yasumitsu Uraki
Advances in Natural Sciences: Nanoscience and Nanotechnology, 13, 2, Jun. 2022, [Peer-reviewed]
Scientific journal - A NEW TEMPLATE OF MITSUNOBU ACYLATE CLEAVABLE IN NON-ALKALINE CONDITIONS
Yoshimichi Sakakibara; Yusuke Sai; Yasumitsu Uraki; Makoto Ubukata; Kengo Shigetomi
Heterocycles, 104, 1, 140, 158, Oct. 2021, [Peer-reviewed], [Corresponding author]
English, Scientific journal - Influences of polysaccharides in wood cell walls on lignification in vitro
Yan Lyu; Tatsuya Matsumoto; Shogo Taira; Kazumasa Ijiri; Arata Yoshinaga; Kengo Shigetomi; Yasumitsu Uraki
Cellulose, 28, 15, 9907, 9917, Oct. 2021, [Peer-reviewed]
Scientific journal - Characterization of a lignin-based gel responsive to aqueous binary solvents and pH
Shogo Taira; Yuriko Usukura; Mitsukuni Nishida; Kengo Shigetomi; Yasumitsu Uraki
Holzforschung, 75, 8, 765, 772, 01 Aug. 2021, [Peer-reviewed]
Scientific journal - Artifactual lipid coatings on intervessel pit membranes in dried xylem tissues of some angiosperms
Shohei Yamagishi; Kengo Shigetomi; Syunya Fujiyasu; Dan Aoki; Tetsuro Uno; Kazuhiko Fukushima; Yuzou Sano
IAWA Journal, 42, 4, 365, 383, Walter de Gruyter GmbH, 07 May 2021, [Peer-reviewed]
Scientific journal, Abstract
Intervessel pit membranes are recognized as key structures for influencing water flow/embolism resistance. The mechanisms remain largely unclear owing to difficulties in examining them intact in nature. This study investigates ethanol-extractable pit membrane incrustations (PMIs), which were previously reported in certain angiosperms and may affect their water conduction. The presence of PMIs was determined for 40 angiosperms by field-emission scanning electron microscopy (FE-SEM). Candidate components of PMIs were determined by chemical analyses of wood extracts, and their distributions in the xylem were examined by time-of-flight secondary ion mass spectrometry (TOF-SIMS). Cryo-TOF-SIMS and cryo-FE-SEM were also performed to clarify the native distribution of PMIs. PMIs were observed in 11 species. Some of them were categorized as fat trees, which are known to store abundant lipids. Tilia japonica sapwood displaying PMIs contained large amounts of lipids, which were distributed in the dried xylem tissue, consistent with the distribution of the PMIs. In the frozen samples of T. japonica, however, the distributions were restricted to the parenchyma. In conclusion, PMIs consist of an artifactual coating of lipids originated from the parenchyma in dried samples at room temperature. Researchers performing surface analyses of plant cell walls should take strong precautions against such self-coating by these intrinsic chemicals. - Direct deuteration of hinokitiol and its mechanistic study.
Yoshimichi Sakakibara; Kota Osada; Yasumitsu Uraki; Makoto Ubukata; Kengo Shigetomi
Bioscience, biotechnology, and biochemistry, 85, 2, 215, 222, 18 Feb. 2021, [Peer-reviewed], [Corresponding author], [International Magazine]
English, Scientific journal, Hinokitiol has a broad antibacterial activity against bacteria and fungi. While its biosynthetic pathway has been intensively studied, its dynamics in natural environments, such as biodegradation pathway, remain unclear. In this study, the authors report a direct deuterium labeling of hinokitiol as a traceable molecular probe to serve those studies. Hinokitiol was subjected to the H2-Pd/C-D2O conditions and deuterated hinokitiol was obtained with excellent deuteration efficiencies and in moderate yield. The 1H and 2H NMR spectra indicated that all ring- and aliphatic hydrogens except that on C-6 were substituted by deuterium. According to the substrate scope and computational chemistry, deuteration on tropolone ring was suggested to proceed via D+-mediated process, and which was supported by the results of the experiment with trifluoroacetic acid and Pd(TPP)4. On the other hand, the deuteration on aliphatic group was predicted to be catalyzed by Pd(II) species. - Ice Nucleation Substances Extracted from Bark of Cercidiphyllum japonicum
古賀 泰雅; 鉄穴口 晃; 鈴木 伸吾; 重冨 顕吾; 荒川 圭太
Cryobiology and Cryotechnology, 67, 2, 141, 145, Japanese Society of Cryobiology and Cryotechnology, 2021, [Peer-reviewed]
Japanese - Preparation of kraft lignin-based activated carbon fiber electrodes for electric double layer capacitors using an ionic liquid electrolyte
Nutthira Pakkang; Manish Kumar; Shogo Taira; Keiichi Koda; Kengo Shigetomi; Yasumitsu Uraki
Holzforschung, 74, 6, 577, 588, Walter de Gruyter GmbH, 25 Jun. 2020, [Peer-reviewed]
English, Scientific journal, Abstract
This article demonstrates the development of activated carbon fiber electrodes produced from hardwood kraft lignin (HKL) to fabricate electric double layer capacitors (EDLCs) with high energy and power densities using an ionic liquid (IL) electrolyte. A mixture solution of HKL, polyethylene glycol as a sacrificial polymer, and hexamethylenetetramine as a crosslinker in dimethylformamide/acetic acid (6/4) was electrospun, and the obtained fibers were easily thermostabilized, followed by carbonization and steam activation to yield activated carbon fibers (ACFs). The electrochemical performance of EDLCs assembled with the ACFs, 1-ethyl-3-methylimidazolium tetrafluoroborate (EMIBF4) as an IL electrolyte and a cellulosic separator was insufficient due to the low conductivity of the electrode. The conductivity of the electrode was improved successfully by spraying conductive carbon black (CB) onto the fibers mat during electrospinning. The CB containing electrodes with improved conductivity gave the resulting EDLCs a higher electrochemical performance, with an energy density of 91.5 Wh kg−1 and a power density of 76.2 kW kg−1. - A branched structure provides kraft lignins a denser morphology and a high molar mass for a given hydrodynamic radius
Linping Wang; Kengo Shigetomi; Keiichi Koda; Aori Gele; Yasumitsu Uraki
HOLZFORSCHUNG, 74, 6, 551, 558, Jun. 2020, [Peer-reviewed], [Corresponding author]
English, Scientific journal - Comparison of Dehydrogenation Polymers by Commercial Enzymes, Laccase from Rhus vernicifera and Horseradish Peroxidase
Tatsuya Matsumoto; Keiichi Koda; Kengo Shigetomi; Manish Kumar; Yasumitsu Uraki
Lignin, 1, 20, 28, Apr. 2020, [Peer-reviewed]
Scientific journal - Isolation, structure determination and structure–activity relationship of anti-toxoplasma triterpenoids from Quercus crispula Blume outer bark
Marina Endo; Kengo Shigetomi; Shinya Mitsuhashi; Makoto Igarashi; Makoto Ubukata
Journal of Wood Science, 65, 1, Dec. 2019, [Peer-reviewed], [Corresponding author]
English, Scientific journal - Novel adenosine-derived inhibitors of Cryptosporidium parvum inosine 5'-monophosphate dehydrogenase.
Kengo Shigetomi; Albertus Eka Yudistira Sarwono; Satoshi Ichikawa; Makoto Ubukata
The Journal of antibiotics, 72, 12, 934, 942, Dec. 2019, [Peer-reviewed], [Domestic magazines]
English, Scientific journal, We have found cyclophane-type adenosine derivatives having p-quinone amide moieties (1 and 2) as weak inhibitors of Cryptosporidium parvum inosine 5'-monophosphate dehydrogenase (CpIMPDH) from the Hokkaido University Chemical Library via the luciferase-based high-throughput screening. To obtain more potent inhibitors, we synthesized four new derivatives free from cyclophane rings (3-6). The N-H derivatives 3 and 5 showed more potent activities (24.4 and 11.1 μM, respectively) in the presence of dithiothreitol (DTT), whereas the N-methyl derivative 4 indicated more potent activity (2.1 μM) without DTT. Conformational analysis of compounds 3 and 4 suggested that N-H amide 3 binds to IMP-binding site in the DTT mediated manner. - Repurposing existing drugs: identification of irreversible IMPDH inhibitors by high-throughput screening.
Albertus Eka Yudistira Sarwono; Shinya Mitsuhashi; Mohammad Hazzaz Bin Kabir; Kengo Shigetomi; Tadashi Okada; Fumina Ohsaka; Satoko Otsuguro; Katsumi Maenaka; Makoto Igarashi; Kentaro Kato; Makoto Ubukata
Journal of enzyme inhibition and medicinal chemistry, 34, 1, 171, 178, Dec. 2019, [Peer-reviewed], [International Magazine]
English, Scientific journal, Inosine 5'-monophosphate dehydrogenase (IMPDH) is an essential enzyme for the production of guanine nucleotides. Disruption of IMPDH activity has been explored as a therapeutic strategy for numerous purposes, such as for anticancer, immunosuppression, antiviral, and antimicrobial therapy. In the present study, we established a luciferase-based high-throughput screening system to identify IMPDH inhibitors from our chemical library of known bioactive small molecules. The screening of 1400 compounds resulted in the discovery of three irreversible inhibitors: disulfiram, bronopol, and ebselen. Each compound has a distinct chemical moiety that differs from other reported IMPDH inhibitors. Further evaluation revealed that these compounds are potent inhibitors of IMPDHs with kon values of 0.7 × 104 to 9.3 × 104 M-1·s-1. Both disulfiram and bronopol exerted similar degree of inhibition to protozoan and mammalian IMPDHs. Ebselen showed an intriguing difference in mode of inhibition for different IMPDHs, with reversible and irreversible inhibition to each Cryptosporidium parvum IMPDH and human IMPDH type II, respectively. In the preliminary efficacy experiment against cryptosporidiosis in severe combined immunodeficiency (SCID) mouse, a decrease in the number of oocyst shed was observed upon the oral administration of disulfiram and bronopol, providing an early clinical proof-of-concept for further utilization of these compounds as IMPDH inhibitors. - Novel autophagy modulators: Design and synthesis of (+)-epogymnolactam analogues and structure-activity relationship.
Kazuki Ueda; Yuji Okado; Kengo Shigetomi; Makoto Ubukata
Bioorganic & medicinal chemistry, 26, 18, 5159, 5168, 01 Oct. 2018, [Peer-reviewed], [International Magazine]
English, Scientific journal, (+)-Epogymnolactam (1) was discovered as a novel autophagy inducer from a culture of Gymnopus sp. in our laboratory. To determine structure-activity relationships among (+)-epogymnolactam analogues comparing with cerulenin (2), we synthesized 5 analogues including (-)-epogymnolactam (3) having each different functional group, and 3 analogues with different side-chain lengths. Five analogues, 3, 4, 5, 6, and 7 did not significantly increase the ratio of LC3-II to LC3-I as an autophagy marker in NIH3T3 cells. These results suggest that presence and stereochemistry of (2R,3S)-epoxy group and cyclic syn-form (1b) of 1 are important for the activity as autophagy inducer. Hexyl analogue (8) as well as 1 having butyl side-chain dose-dependently increased the ratio of LC3-II to LC3-I, whereas octyl analogue (9) and 2 rather decreased the ratio. Decyl analogue (10) did not give a change in the ratio. Although 8 seemed to be an excellent autophagy inducer, it dose-dependently increased SQSTM1 (p62) as in the case of 2, whereas 1 showed a slight dose-dependent decrease of p62 as an index of autophagic protein degradation. These observations suggest that 8 is an autophagy modulator with different molecular target from 1 or 2. - Inhibitory activities of tree bark extracts against AGEs formation and their correlation with phenolic components
Kengo Shigetomi; Naoki Okada; Takashi Kumaki; Shinya Mitsuhashi; Makoto Ubukata
Wood Science and Technology, 52, 3, 873, 886, 01 May 2018, [Peer-reviewed]
English, Scientific journal - Identification and characterization of guanosine 5'-monophosphate reductase of Trypanosoma congolense as a drug target.
Albertus Eka Yudistira Sarwono; Keisuke Suganuma; Shinya Mitsuhashi; Tadashi Okada; Simon Peter Musinguzi; Kengo Shigetomi; Noboru Inoue; Makoto Ubukata
Parasitology international, 66, 5, 537, 544, Oct. 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal - Quercetin inhibits advanced glycation end product formation via chelating metal ions, trapping methylglyoxal, and trapping reactive oxygen species
Mohammad Nazrul Islam Bhuiyan; Shinya Mitsuhashi; Kengo Shigetomi; Makoto Ubukata
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 81, 5, 882, 890, May 2017, [Peer-reviewed], [International Magazine]
English, Scientific journal - GROWTH MECHANISM OF UNCULTURED ACTINOBACTERIAL STRAIN LEUCOBACTER sp ASN212 BY ZINC COPROPORPHYRIN
Ryogo Takai; Kengo Shigetomi; Yoichi Kamagata; Makoto Ubukata
HETEROCYCLES, 95, 1, 145, 151, Jan. 2017, [Peer-reviewed]
English, Scientific journal - Zincmethylphyrins and coproporphyrins, novel growth factors released by Sphingopyxis sp., enable laboratory cultivation of previously uncultured Leucobacter sp. through interspecies mutualism.
Mohammad Nazrul Islam Bhuiyan; Ryogo Takai; Shinya Mitsuhashi; Kengo Shigetomi; Yasuhiro Tanaka; Yoichi Kamagata; Makoto Ubukata
The Journal of antibiotics, 69, 2, 97, 103, Feb. 2016, [Peer-reviewed], [Domestic magazines]
English, Scientific journal - First total synthesis of (+)-epogymnolactam, a novel autophagy inducer.
Yuji Okado; Kengo Shigetomi; Shinya Mitsuhashi; Makoto Ubukata
The Journal of antibiotics, 68, 12, 721, 4, Dec. 2015, [Peer-reviewed], [Domestic magazines]
English, Scientific journal - (+)-Epogymnolactam, a novel autophagy inducer from mycelial culture of Gymnopus sp.
Shinya Mitsuhashi; Chihaya Shindo; Kengo Shigetomi; Toshizumi Miyamoto; Makoto Ubukata
Phytochemistry, 114, 163, 7, Jun. 2015, [Peer-reviewed], [International Magazine]
English, Scientific journal - Discovery of N-(2,3,5-triazoyl)mycophenolic amide and mycophenolic epoxyketone as novel inhibitors of human IMPDH.
Kazuhiro Sunohara; Shinya Mitsuhashi; Kengo Shigetomi; Makoto Ubukata
Bioorganic & medicinal chemistry letters, 23, 18, 5140, 4, 15 Sep. 2013, [Peer-reviewed], [International Magazine]
English, Scientific journal - MurA as a primary target of tulipalin B and 6-tuliposide B.
Kengo Shigetomi; Sanne Harder Olesen; Yan Yang; Shinya Mitsuhashi; Ernst Schönbrunn; Makoto Ubukata
Bioscience, biotechnology, and biochemistry, 77, 12, 2517, 9, 2013, [Peer-reviewed], [International Magazine]
English, Scientific journal - Maillard reaction inhibitors produced by Paecilomyces sp.
Daxin Li; Kengo Shigetomi; Shinya Mitsuhashi; Makoto Ubukata
Bioscience, biotechnology, and biochemistry, 77, 12, 2499, 501, 2013, [Peer-reviewed], [International Magazine]
English, Scientific journal - Cleavage of α-dicarbonyl compounds by terpene hydroperoxide.
Ryu-ichiro Nagamatsu; Shinya Mitsuhashi; Kengo Shigetomi; Makoto Ubukata
Bioscience, biotechnology, and biochemistry, 76, 10, 1904, 8, 2012, [Peer-reviewed], [International Magazine]
English, Scientific journal - Absolute configurations of (-)-hirsutanol A and (-)-hirsutanol C produced by Gloeostereum incarnatum.
Ryo Asai; Shinya Mitsuhashi; Kengo Shigetomi; Toshizumi Miyamoto; Makoto Ubukata
The Journal of antibiotics, 64, 10, 693, 696, Oct. 2011, [Peer-reviewed], [Domestic magazines]
English, Scientific journal - Asymmetric total synthesis of 6-Tuliposide B and its biological activities against tulip pathogenic fungi.
Kengo Shigetomi; Shoko Omoto; Yasuo Kato; Makoto Ubukata
Bioscience, biotechnology, and biochemistry, 75, 4, 718, 22, 2011, [Peer-reviewed], [International Magazine]
English, Scientific journal - The antibacterial properties of 6-tuliposide B. Synthesis of 6-tuliposide B analogues and structure-activity relationship.
Kengo Shigetomi; Kazuaki Shoji; Shinya Mitsuhashi; Makoto Ubukata
Phytochemistry, 71, 2-3, 312, 24, Feb. 2010, [Peer-reviewed], [International Magazine]
English, Scientific journal - Purification and characterization of a tuliposide-converting enzyme from bulbs of Tulipa gesneriana.
Yasuo Kato; Kazuaki Shoji; Makoto Ubukata; Kengo Shigetomi; Yukio Sato; Noriyuki Nakajima; Shinjiro Ogita
Bioscience, biotechnology, and biochemistry, 73, 8, 1895, 7, Aug. 2009, [Peer-reviewed], [International Magazine]
English, Scientific journal - First total synthesis of 6-tuliposide B
Kengo Shigetomi; Takao Kishimoto; Kazuaki Shoji; Makoto Ubukata
TETRAHEDRON-ASYMMETRY, 19, 12, 1444, 1449, Jun. 2008, [Peer-reviewed]
English, Scientific journal - Synthesis of tulipalin B and 1-O-methyl-6-tuliposide B
Kengo Shigetomi; Takao Kishimoto; Kazuaki Shoji; Makoto Ubukata
HETEROCYCLES, 69, 1, 63, +, Dec. 2006, [Peer-reviewed]
English, Scientific journal
- 樹木細胞の凍結挙動と氷核活性との関連性について
筒井路実; 古賀泰雅; 重冨顕吾; 鈴木伸吾; 佐野雄三; 荒川圭太, 日本植物学会大会研究発表記録(CD-ROM), 87th, 2023 - Hinokitiolの直接重水素標識とその反応機構
榊原義道; 長田晃汰; 浦木康光; 生方信; 重冨顕吾, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 70th, 2020 - Coproporphyrins, novel interphylum growth factors released by Sphingopyxis sp., enable laboratory cultivation of previously uncultured Leucobacter sp.
Ryogo Takai; Nazrul Bhuiyan; Kengo Shigetomi; Shinya Mitsuhashi; Yoichi Kamagata; Makoto Ubukata, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 257, Mar. 2019
English, Summary international conference - ハリエンジュが生産する生体防御物質に対する生立木加害性木材腐朽菌ベッコウタケの応答
松本壘; 堀千明; 大井俊彦; 松本謙一郎; 宮本敏澄; 重富顕吾; 佐野雄三, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 69th, 2019 - 難培養放線菌Leucobacter sp. ASN212株が要求する増殖因子の探索 : 難培養微生物を培養可能にする新たな増殖因子の発見
TAKAI Ryogo; SHIGETOMI Kengo; UBUKATA Makoto, KAGAKU TO SEIBUTSU, 57, 3, 143, 145, 2019, [Peer-reviewed]
Japan Society for Bioscience, Biotechnology, and Agrochemistry, Japanese - 白色腐朽菌はリグニンを“食べる”のか?
永井翔龍; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 51, 2019 - 白色腐朽菌における低分子芳香族化合物の資化に関する研究
永井翔龍; 重冨顕吾; 生方信, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 69th, 2019 - ヒノキチオール耐性菌における生分解性の検証
長田晃汰; 重冨顕吾; 生方信, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 69th, 2019 - ミズナラ外樹皮由来の抗トキソプラズマ活性化合物の単離・構造決定
遠藤麻理奈; 重冨顕吾; 五十嵐慎; 生方信, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 68th, 2018 - キラルなβ-O-4リグニンポリマーの合成研究
鈴木薫平; 重冨顕吾; 生方信, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 68th, 2018 - リグニン分解酵素生産誘導化合物の探索へ向けたペルオキシダーゼ特異的検出法の確立
落合崇浩; 重冨顕吾; 生方信, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 68th, 2018 - 難培養放線菌Leucobactersp.212株のZn coproporphyrin類による増殖機構の探索
高井亮吾; BHUIYAN Mohammad Nazrul Islam; 重冨顕吾; 鎌形洋一; 生方信, 日本農芸化学会大会講演要旨集(Web), 2017, 2017 - 白色腐朽菌による低分子芳香族資化に関する研究
永井翔龍; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 49, 2017 - 新規オートファジー誘導物質(+)-エポジムノラクタムの構造活性相関
岡戸祐治; 上田一貴; 重冨顕吾; 生方信, 日本農芸化学会大会講演要旨集(Web), 2017, 2017 - ミズナラ外樹皮由来の抗トキソプラズマ活性物質の単離・構造決定
遠藤麻理奈; 重冨顕吾; 三橋進也; 五十嵐慎; 生方信, 日本農芸化学会大会講演要旨集(Web), 2016, 2016 - (+)-Epogymnolactamの類縁体合成ならびにオートファジー誘導活性評価
上田一貴; 岡戸祐治; 重冨顕吾; 生方信, 日本農芸化学会大会講演要旨集(Web), 2016, 2016 - Leucobacter属ASN212株に対する増殖活性因子としてのporphyrin類金属錯体の構造活性相関研究
高井亮吾; ISLAM Bhuiyan Mohammad Nazrul; 重冨顕吾; 鎌形洋一; 生方信, 日本農芸化学会大会講演要旨集(Web), 2016, 2016 - キラルなβ-O-4リグニンポリマーの合成に関する検討
鈴木薫平; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 48, 2016 - 計算化学によるリグニン局所構造の解明-リグニン分子内でhole transferは起きうるか-
重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 48, 2016 - オートファジー誘導物質(+)-epogymnolactamの類縁体合成および活性評価
上田一貴; 岡戸祐治; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 48, 2016 - リグニン分解系酵素の発現にプロテインホスファターゼは関与するか?
落合崇浩; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 48, 2016 - 新規オートファジー誘導物質(+)-エポジムノラクタムの単離・構造決定及び構造活性相関
岡戸祐治; 上田一貴; 新藤千波耶; 三橋進也; 重冨顕吾; 生方信, 天然有機化合物討論会講演要旨集(Web), 58th, 2016 - ミズナラ外樹皮由来のトキソプラズマ症治療薬シードの探索
遠藤麻理奈; 重冨顕吾; 三橋進也; 五十嵐慎; 生方信, 日本木材学会北海道支部講演集(Web), 47, P-1 (WEB ONLY), Nov. 2015
Japanese - Sphingomonas sp.の異種バクテリアに対する増殖因子の探索
高井亮吾; 重冨顕吾; BHUIYAN Mohammad; Nazrul Islam; 三橋進也; 鎌形洋一; 生方信, 日本農芸化学会大会講演要旨集(Web), 2015, 3E23P18 (WEB ONLY), 05 Mar. 2015
Japanese - (-)-Epogymnolactamの合成研究
上田一貴; 岡戸祐治; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 47, 2015 - Gymnopus sp.由来の(+)‐Epogymnolactamの全合成
岡戸祐治; 重冨顕吾; 三橋進也; 生方信, 日本木材学会北海道支部講演集(Web), 46, O-4 (WEB ONLY), Nov. 2014
Japanese - Gymnopus sp.油来の(+)‐Epogymnolactamの全合成
岡戸祐治; 重冨顕吾; 三橋進也; 生方信, 日本農芸化学会北海道支部講演会講演要旨, 2014, 23, 22 Sep. 2014
Japanese - Tautomycetinの合成研究―C6‐C11セグメントの構築―
井上周也; 重冨顕吾; 生方信, 日本農芸化学会北海道支部講演会講演要旨, 2014, 23, 22 Sep. 2014
Japanese - ルシフェラーゼを利用したT.congolense HTS系の確立と道産木材樹皮からの新規抗トリパノソーマ化合物探索
菅沼啓輔; 三橋進也; PUTTIK Allamanda; SARWONO Yudistir; 岡田只士; 重冨顕吾; 河津信一郎; 生方信; 井上昇, 日本獣医学会学術集会講演要旨集, 157th, 362, 11 Aug. 2014
Japanese - シラカンバ外樹皮からのAGEs形成阻害物質の探索
岡田直己; 重冨顕吾; 三橋進也; 生方信, 日本農芸化学会大会講演要旨集(Web), 2014, 4A06A15 (WEB ONLY), 05 Mar. 2014
Japanese - Sphingomonas sp.GF9株の生産するCatellibacterium nectariphilum AST4T株生育因子の単離
三橋進也; BHUIYAN Mohammad; Nazrul Islam; 重冨顕吾; 高井亮吾; 鎌形洋一; 生方信, 日本農芸化学会大会講演要旨集(Web), 2014, 2A09P13 (WEB ONLY), 05 Mar. 2014
Japanese - 新規オートファジー誘導物質(+)‐エポジムノラクタムの構造と機能
新藤千波耶; 三橋進也; 重冨顕吾; 生方信, 日本農芸化学会大会講演要旨集(Web), 2014, 2A06P17 (WEB ONLY), 05 Mar. 2014
Japanese - Gymnopus sp.由来の(+)‐Epogymnolactamの合成研究
岡戸祐治; 重冨顕吾; 生方信, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 64th, ROMBUNNO.M14-05-1600, 03 Mar. 2014
Japanese - シラカンバ外樹皮からの終末糖化産物(AGEs)形成阻害成分の探索
岡田直己; 久間木孝史; 三橋進也; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 45, P-7 (WEB ONLY), Nov. 2013
Japanese - Tautomycetinの合成研究(6)
重冨顕吾; 今村龍太郎; 生方信, 日本農芸化学会大会講演要旨集(Web), 2013, 3C25P09 (WEB ONLY), 05 Mar. 2013
Japanese - 4-Hydroxybutanoate鎖を応用した光延反応アシロキシドナーの開発検討
佐井勇介; 重冨顕吾; 生方信, 日本農芸化学会北海道支部講演会講演要旨, 2013, 2013 - 4-Hydroxybutanoate鎖を応用した光延反応アシロキシドナーの開発検討
佐井勇介; 重冨顕吾; 生方信, 日本農芸化学会大会講演要旨集(Web), 2013, 2013 - 樹皮のフェノール性抽出成分とAGEs形成阻害活性との相関に関する研究
久間木孝史; 三橋進也; 重冨顕吾; 生方信, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 63rd, ROMBUNNO.M28-P-PM06, 2013
Japanese - ミコフェノール酸6’位誘導体化による新規HDAC阻害剤開発の検討
春原和宏; 重冨顕吾; 三橋進也; 生方信, 日本農芸化学会北海道支部講演会講演要旨, 2012, 18, 01 Nov. 2012
Japanese - AGE形成阻害剤のスクリーニング系に関する研究
三橋進也; LI Daxin; 重冨顕吾; 生方信, 日本農芸化学会大会講演要旨集(Web), 2012, 3A06P19 (WEB ONLY), 05 Mar. 2012
Japanese - ミコフェノール酸6’位誘導体化による新規HDAC阻害剤開発の検討
春原和宏; 重冨顕吾; 三橋進也; 生方信, 日本農芸化学会大会講演要旨集(Web), 2012, 4A07A03 (WEB ONLY), 05 Mar. 2012
Japanese - Tautomycetinの合成研究(5)
今村龍太郎; 重冨顕吾; 生方信, 日本農芸化学会大会講演要旨集(Web), 2012, 2A07P13 (WEB ONLY), 05 Mar. 2012
Japanese - P-37 Synthetic Study of Tautomycetin(Poster Presentation)
Imamura Ryutaro; Shigetomi Kengo; Ubukata Makoto, Symposium on the Chemistry of Natural Products, symposium papers, 54, 375, 380, 2012
[Background] In 1989, Isono and co-workers reported the isolation of tautomycetin (TC, 1), which had potent activity against Sclerotina sclerotirum, from a culture of soil acitinomycete, Streptmyces griseochromogenes. Later, the antibiotic was found to induce the morphological change (bleb formation) of human leukemia cells K562, and affect to the production of secondary metabolites in Penicillium urtcae. It was revealed that TC is a specific inhibitor of serine/threonine protein phosphatase 1 (PP1). Here, we report synthetic study of four segments of TC and its analog demethyl phenyl tautomycetin. [Optimization of boron aldol reaction] In the course of our synthetic study of TC, we planed to use borone aldol reaction as a key reaction. First we attempted to synthesize model compounds (8 and 9) for optimization of aldol reaction conditions to obtain the aldol adducts with high yield and diastereometric excess (Scheme 2). The desired aldol adduct (17) was obtained in 96%yield and 90%de by DIPOTf mediated enolization for 30min at -78℃ and then for lh at 0℃ (Table2, entry2). [Synthesis of each segment] Segment A: We completed synthesis of Segment A from acetylene dicarboxylic acid dimethyl ester (18) in 8 steps including two key reactions, regioselective nucleophilic addition reaction and asymmetric reduction by (+)-DIPCl (70%ee) (Scheme 3). Segment B and C: Segment B and C were effectively led from the key compound (25) that resembles the model compound (8) of aldol reaction (Scheme 4). Segment D: Chiral dicarboxylic acid was converted into bromide (30) in good yield. And Weinreb amide (34) as another fragment was synthesized from methyl chloroformate (31) in 3steps and 45% overall yield (Scheme 5). Segment D': Bromide(37) was easily obtained from commercially available acetate(35). The organolithium compound generated from 37 was condensed with benzaldehyde to give alcohol (38). TES protection of 38 followed by ozonolysis afforded Segment D' (7)(Scheme 6). Thus we have developed synthetic routes to four segments of TC. The coupling of each segments are under way using Mistunobu reaction and Honor-Emmons reaction., Symposium on the Chemistry of Natural Products Steering Committee, Japanese - Growth promoting compound for Catellibacterium nectariphilum produced by Sphingomonas sp. (2)
重冨顕吾; BOEY Andrew; 三橋進也; 鎌形洋一; 生方信; 田中靖浩; 玉木秀幸, 日本木材学会大会研究発表要旨集(完全版)(CD-ROM), 62nd, ROMBUNNO.M15-P-PM02, 2012
Japanese - ミコフェノール酸6’位誘導体化による新規HDAC阻害剤開発の検討
春原和宏; 重冨顕吾; 三橋進也; 生方信, 日本農芸化学会大会講演要旨集, 2011, 22, 05 Mar. 2011
Japanese - Tuliposide類・tulipalin類の抗菌活性並びに抗真菌活性
重冨顕吾; 三橋進也; 加藤康夫; 生方信, 日本農芸化学会大会講演要旨集, 2011, 180, 05 Mar. 2011
Japanese - 土壌放線菌からの新規プロテインホスファターゼ阻害物質の探索
柳田進太郎; 三橋進也; 重冨顕吾; 生方信, 日本木材学会北海道支部講演集(Web), 42, P-4 (WEB ONLY), Nov. 2010
Japanese - チューリップ組織由来のチューリッポシドB変換酵素
黒田穂; 庄司和明; 生方信; 重冨顕吾; 野村泰治; 荻田信二郎; 加藤康夫, 日本農芸化学会大会講演要旨集, 2010, 2010 - プロテインホスファターゼ1型(PP1)阻害剤トウトマイセチンの分子機構
三橋進也; LI Ying; 佐藤文彦; 重冨顕吾; 生方信, 天然有機化合物討論会講演要旨集, 51st, 51, 659, 663, 01 Sep. 2009
Protein phosphatase type1 (PP1), together with protein phosphatase 2A (PP2A), is a major serine/threonine protein phosphatase (PP). Preiously, we reported that tautomycetin (TC) is a specific inhibitor of PP1 using cell extracts and purified enzymes. Then we demonstrated that treatment of COS-7 cells with 5μM TC for 5h inhibited endogenous PP1 by more than 90% without affecting PP2A activity, showing that TC preferentially inhibits PP1 in the cells. Using of tautomycetin, we found that inhibition of PP1 in COS-7 cells by TC specifically suppresses activation of ERK without affecting those of JNK and p38. The TC-mediated inhibition of PP1 also suppressed activation of Raf-1 and B-Raf. Furthermore, a physical interaction between PP1C and Raf-1 was observed. We were also interested in role of PP1 in TNF-α-induced signaling. We show that TC specifically inhibits activation of NF-κB among the three TNF-α effectors (NF-κB, JNK and caspase). Specifically, TC-treatment suppressed activation of IKK. Co-immunoprecipitation experiment showed that PP1C physically interacted with IKK complex. Pull-down analysis using recombinant GST-TNF-α, showed that PP1C was recruited to TNFR1 together with IKK complex, RIP and TAK1 upon stimulus. Ours is the first demonstration that PP1 positively regulates the TNF-α-induced NF-κB pathway at the level of IKK activation. Constitutively activation of Raf/ERK and/or NF-κB pathway was observed in several tumor cells, and it is thought EGF/Raf inhibitor and NF-κB inhibitor could be used for cancer therapy. Thus, TC might be a potential therapeutic reagent for cancer., Symposium on the chemistry of natural products, Japanese - チューリップ花弁,葯中におけるチューリッポシド変換酵素
加藤康夫; 生方信; 重冨顕吾; 荘司和明; 荻田信二郎; 佐藤幸生; 中島範行, 日本農芸化学会大会講演要旨集, 2009, 2009 - PP1阻害剤Tautomycetinの合成研究
佐藤文彦; 大本笑子; 重冨顕吾; 生方信, 万有生命科学振興国際交流財団札幌シンポジウム, 21st, 2009 - 6‐Tuliposide B並びに類縁体の合成と生物活性
重冨顕吾; 三橋進也; 荘司和明; 生方信, 万有生命科学振興国際交流財団札幌シンポジウム, 20th, 48, 05 Jul. 2008
Japanese - 6‐Tuliposide Bの不斉合成研究
大本笑子; 重冨顕吾; 生方信, 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, 2008, 25, 2008
Japanese - P-64 Total Synthesis of 6-Tuliposide B
Shigetomi Kengo; Kishimoto Takao; Shoji Kazuaki; Ubukata Makoto, 天然有機化合物討論会講演要旨集, 49, 667, 672, 24 Aug. 2007
6-Tuliposide B, a secondary metabolite of tulip cultivars was recently revealed to have antimicrobial activity and be specifically distributed in anthers. These observations suggest that the production of 6-tuliposide B is a novel defense strategy in tulips to protect pollens from bacterial pollution1. To investigate the molecular property and biological activity of this natural product, we undertook total synthesis of 6-tuliposide B (1) using Baylis-Hillman (BH) reaction as a key step. 6-Tuliposide B was synthesized via BH reaction of tert-butyldimethylsilyloxy-acetaldehyde (2) and D-glucose-derived sugaracrylate (10c), followed by TFA treatment. In BH reaction, triethylsilyl-protected sugaracrylate (3) provided no BH adduct even after 20 days probably because of its low affinity with catalyst. On the other hand, sugaracrylate (10c) with free hydroxyl group afforded a BH adduct (13c) after 40 hours in 32 % yield with 44 %d.e.. It was considered that remote asymmetric induction in this reaction was originated from interaction between catalyst and chiral sugar moiety having free hydroxy group., 天然有機化合物討論会, Japanese - 抗菌活性物質6-tuliposide Bの合成研究(4)
重冨顕吾; 岸本崇生; 荘司和明; 生方信, 日本農芸化学会大会講演要旨集, 2007, 2007 - Synthetic study of antimicrobial substance, 6-tuliposide B
重冨顕吾; 岸本崇生; 荘司和明; 生方信, 薬学雑誌, 126, Suppl.5, 196, 199, 01 Nov. 2006
Japanese - 風倒木の有効利用―北大ポプラ並木のパルプ化を事例として―
重冨顕吾; 中村淳; 岸本崇生; 浦木康光; 生方信, 日本木材学会北海道支部講演集, 37, 17, 20, 21 Oct. 2005
Japanese - Baylis-Hillman反応を用いた生理活性物質の合成研究(3)
重冨顕吾; 岸本崇生; 生方信; 荘司和明; 下坪訓次, 日本木材学会北海道支部講演集, 36, 2004
- 森林資源科学特論, 2024年, 修士課程, 農学院
- 森林資源科学特論演習, 2024年, 修士課程, 農学院
- 環境化学, 2024年, 学士課程, 農学部
- 林産学実習, 2024年, 学士課程, 農学部
- 一般教育演習(ﾌﾚｯｼｭﾏﾝｾﾐﾅｰ), 2024年, 学士課程, 全学教育
- 英語演習, 2024年, 学士課程, 全学教育
- 化学Ⅱ, 2024年, 学士課程, 全学教育
- 有機化学Ⅰ, 2024年, 学士課程, 農学部
- 木材化学, 2024年, 学士課程, 農学部
- 木材化学実験, 2024年, 学士課程, 農学部
- 細胞壁成分分布の網羅的解析から迫る木質化細胞壁の形成機構
科学研究費助成事業
01 Apr. 2025 - 31 Mar. 2029
吉永 新; 秋山 拓也; 岸本 崇生; 重冨 顕吾; 飛松 裕基; 上高原 浩; 粟野 達也
日本学術振興会, 基盤研究(B), 京都大学, 25K02073 - Analytical studies on chain-growth mechanism of lignin molecules with mono-disperse lignin model polymers
Grants-in-Aid for Scientific Research
01 Apr. 2023 - 31 Mar. 2026
重冨 顕吾
本年度はリグニン成長機構の解明のため、単分散のβ-O-4型モデルポリマー前駆体の大量調製と分画を行った。有機合成したモノマーを重合条件に供したところ、数平均分子量1.6 x10^3、重量平均分子量＝5.1 x10^3、PDI (分散度) 3.2程度の混合物を得た。フラクションコレクターとサイズ排除クロマトグラフを用いて分画を行ったところ、分子量の異なる画分を大量に取得することに成功した。それぞれの画分の重合度はおよそ2-32であり、PDIは1.1-1.4であった。また、リグニンの5-5'型結合の形成過程を解明することを目的に、標品となるコニフェリルアルコール5-5'型２量体の合成を行った。確立した合成法はジバニリンを出発物質としたもので、10グラムスケールへのアップスケールも可能であった。調製した２量体は西洋ワサビペルオキシダーゼ（HRP）を用いた脱水素重合においてコニフェリルアルコールと同程度の反応効率で重合し、生成する脱水素重合物の結合組成に大きく影響を与えることが明らかとなった。さらに、フェルラ酸重水素化物を用いた反応によって、5-5'型２量体の２箇所のβ位はともに結合形成に寄与することが確認された。これは5-5'型２量体がリグニン中の分岐に寄与する可能性を示すものである。さらに、この２量体を出発物質としてジベンゾジオキソシン型３量体の合成も達成した。この３量体は今後さらに分子成長機構の解明を行う上で重要な基質となる。
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 23K05327 - Clarification of propagation reaction for lignin formation by using artificial polysaccharide matrix
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
05 Apr. 2021 - 31 Mar. 2026
浦木 康光; 堤 祐司; 玉井 裕; 綿岡 勲; 鈴木 栞; 重冨 顕吾
当該年度は、3つの課題について検討を行い、以下の成果を得た。
1. rCWPO-Cの高純度化と多量発現：組換体大腸菌によるタンパク質の発現と精製工程にいて、TAPS化とリフォールディングの間に遠心分離を2回の行う操作を加えた。この結果、精製rCWPO-Cの収率を維持したまま、ペルオキシダーゼの精製度を示すRZ値が約1.5倍に増加し、比活性も約1.5倍の560μmol/min/mgまで向上した。
2.細胞壁構成多糖類間および多糖類-ペルオキシダーゼ間のの相互作用解析：木材のヘミセルロース（キシラン、グルコマンナン、キシログルカン）とセルロースとの相互作用を、平衡吸着実験と速度論的解析が可能なQCM-Dを用いて行った。両測定とも、キシログルカンがセルロースに最も吸着することが明らかとなった。また、Horseradish peroxidase(HRP)と多糖類との相互作用解析では、HRPはセルロースに対し、高い親和性を示すことも分かった。さらに、多糖類が脱水素重合体(DHP)の形成に及ぼす影響も調べ、キシログルカンがDHPを多量生成させ、加えて、5-5’縮合結合の形成も促進することが示された。この結果より、一次細胞壁が縮合構造に富む理由が解明できた。
3.高分子リグニンの蛍光共鳴エネルギー移動（FRET)の測定：FRET測定の最初の取り組みとして、固体試料を対象とした蛍光顕微鏡でFRETが示されているリグニンと蛍光試薬ローダミンとの相互作用を、溶液中で検出することから検討した。使用したリグニンは広葉樹のクラフトリグニンである。この測定の結果、プロピレングリコールを溶媒とする溶液中で、FRETを観測することができた。モノリグノールとクラフトリグニンとのFRETの検出を試みたが、どちらも蛍光強度が弱かったために、明確なFRET検出には至っていない。
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), Hokkaido University, 21H04730 - 細胞壁成分分布の網羅的解析から迫る樹木の姿勢制御機構
科学研究費助成事業
01 Apr. 2021 - 31 Mar. 2025
吉永 新; 岸本 崇生; 重冨 顕吾; 飛松 裕基; 津山 濯; 上高原 浩; 粟野 達也
あて材形成の比較対象となる広葉樹のうち、グアイアシルリグニンの割合が高い広葉樹のトチノキの正常材分化中木部について、リグニン中の結合様式に特異的に反応する4種類のモノクローナル抗体を用いて免疫蛍光標識した。得られた画像を解析し、細胞壁各部位での標識強度を比較する方法を確立した。連続切片の自家蛍光像からリグニン全体の分布も評価し、細胞壁の木化過程と結合様式の変化について考察した。その結果、道管要素二次壁では木化の初期段階に8-5'型、8-8'型、8-O-4'型、 5-5'型構造が形成され、木化に伴い8-8'型構造が増加すること、木部繊維二次壁では木化の初期段階に8-5'型、8-8'型、8-O-4'型、 5-5'型構造が形成され、木化に伴い8-5'型、8-8'型構造が増加すること、木部繊維間のコーナー部細胞間層では木化の初期段階に8-8'型、 8-O-4'型、5-5'型構造が形成され、木化に伴い8-5'型構造が増加し、 8-8'型構造は増加した後に抗体が認識できない構造に変化することが明らかになった。
スギおよびヒノキを人為的に傾斜して圧縮あて材を形成させ、正常材、圧縮あて材、オポジット材における細胞壁成分分布を比較した。その結果、オポジット材では正常材に比べてリグニン中のシンナムアルデヒド構造の割合が増加すること、グルコマンナンの分布が変化することが明らかになった。
ポプラ引張あて材より、約500mg程度のG層を集めるのに必要な30µm厚さの横断切片を作製した。
H型5-5’型構造を含む2量体モデル化合物をジアゾカップリングを用いて馬尿酸-牛血清アルブミンと結合させ、複合体を調製した。この複合体を抗原とし、マウスモノクローナル抗体を作製した。その結果、モデル化合物部分に反応し、馬尿酸-牛血清アルブミンおよび牛血清アルブミンに反応しない抗体を産生するクローンを確立した。
日本学術振興会, 基盤研究(B), 京都大学, 23K21224 - 細胞壁成分分布の網羅的解析から迫る樹木の姿勢制御機構
科学研究費助成事業 基盤研究(B)
01 Apr. 2021 - 31 Mar. 2025
吉永 新; 岸本 崇生; 重冨 顕吾; 上高原 浩; 飛松 裕基; 津山 濯; 粟野 達也
あて材形成の比較対象となる針葉樹のヒノキおよび、シリンギルリグニンの割合が高い広葉樹のシラカシの正常材について、リグニン中の結合様式に特異的に反応する4種類のモノクローナル抗体を用いて免疫蛍光標識した。得られた画像を解析して、細胞壁各部位での標識強度を比較する方法を確立した。連続切片の自家蛍光像からリグニン全体の分布も評価し、細胞壁の木化過程と結合様式の変化について考察した。その結果、ヒノキ仮道管二次壁では、8-8'型、8-O-4'型、5-5'型構造は未木化の段階で存在し、木化が進むと8-5'型構造も形成されること、コーナー部の複合細胞間層では未木化の段階で8-8’型構造が存在し、木化が進むと8-5型、8-O-4'型構造も形成されることが明らかになった。一方、シラカシの道管要素と周囲仮道管の二次壁では、5-5'型構造が木化初期に形成され、木化の進行に伴って8-O-4'型構造の割合が増加すること、木部繊維の二次壁では未木化段階で8-O-4'型、5-5‘型構造が二次壁外側に存在し、木化が進むと、8-O-4'型、5-5’型構造が内側に形成され、木化完了段階では二次壁全体で均一に形成されることが明らかになった。
ポプラの引張あて材より、滑走式ミクロトームを用いて横断切片を作製し、超音波処理によりG層を集める方法を検討し、ごく微量に道管要素の断片も混入するものの、純度よくG層を単離する方法を確立し、約200mgのG層を得た。単離されたG層を蛍光顕微鏡で観察したところ、ごく弱い自家蛍光がG層全体に観察された。
H型5-5’型構造を含む2量体モデル化合物を合成した。このモデル化合物はR4年度に新しいモノクローナル抗体作製のための抗原として使用する予定である。
日本学術振興会, 基盤研究(B), 京都大学, 21H02257 - Roles of Cell Walls of Trees at Subzero Temperatures
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
01 Apr. 2021 - 31 Mar. 2024
荒川 圭太; 重冨 顕吾; 鈴木 伸吾
多くの植物植物は、氷点下温度にさらされると細胞外の水から凍結が始まり、それにともなって細胞は脱水を生じる。このような挙動は細胞外凍結と呼ばれ、樹木では緑葉や樹皮の細胞などが細胞外凍結する。そこでカツラの樹皮から細胞壁画分を調製して調べると、水を凍結へと導く氷核形成を促す活性（氷核活性）が検出された。そこで本研究では、カツラ樹皮から検出された氷核活性の原因物質を特定し、細胞外凍結における役割について調べることを目的とした。初年度は、カツラ樹皮由来の氷核活性成分の特定とその性質について調べることを主な目標とした。
氷核活性成分の調製には、冬季のカツラ樹皮から抽出した細胞壁画分を用い、既知の氷核活性物質と比較しながら活性成分の分画を進めた。細胞壁から水で抽出できた活性画分を用い、熱処理や酸処理、アルカリ処理などの活性への影響について調べたところ、既知の氷核物質であるシュウ酸カルシウムや氷核タンパク質とは性質は異なることが示唆された。これらの処理に加え、限外濾過を利用した簡易的なサイズ分画も併用し、活性成分の部分精製を進めて性質を調べるとともに、スケールアップして活性画分を回収して構造解析にも用いた。
これまでの実験によって知り得た活性成分の性質を鑑み、二次元NMR解析などで構造解析を進めたところ、活性成分は多糖類であることが示唆され、その主たる構成糖などの知見が得られた。氷核活性成分の機能解析については、活性の濃度依存性や季節変動の有無、抗氷核ポリフェノール類による活性阻害の有無について検証などを進めている。また、既知の氷核物質との活性比較を試みたが、それぞれの研究によって活性測定条件が異なることもあり、構造特性や活性の比較を論ずるには慎重な判断を要することを改めて認識した。２年目も研究計画に沿って引き続き氷核活性成分の構造や活性の特性に注目して実験を進めていく予定である。
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 21K05699 - A study on mechanisms of barrier function in various types of outer bark of trees
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)
01 Apr. 2020 - 31 Mar. 2023
佐野 雄三; 玉井 裕; 重冨 顕吾
生立木から採取した自然状態の外樹皮組織における菌糸体の存否・分布と組織の状態を顕微鏡的に詳しく観察するとともに、モデル培養系を使って樹皮組織に対する菌類の忌避性評価・成長阻害活性評価を行った。主な成果は以下の通りである。
＜生立木の外樹皮における菌糸体の存否・分布＞広葉樹21 種を対象に、外樹皮が十分に発達した生立木より採取された全樹皮を含む組織の液浸標本を用いて、走査電子顕微鏡により樹皮組織の解剖学的特徴と菌糸体の分布を観察した。樹皮型に拘らず、内樹皮の生きた師部組織には菌糸体は認められなかった。一方、外樹皮における分布には、樹皮型による違いが認められた。リチドームが発達する樹種では菌糸体が内方深くまで分布している傾向が明らかで、外樹皮組織中の最内の周皮まで侵入しているケースも認められた。これに対して、外樹皮が単一の周皮で構成される樹種では、菌糸体は亀裂やコルク組織の部分的な剥離部から深く侵入していたが、無傷の健全部ではごく表層にとどまっていた。
＜樹皮片に対する菌類の忌避性評価＞6～8月に北海道大学研究林にて計12種（広葉樹9種、針葉樹3種）の生立木より樹皮サンプルを採取した。外樹皮と内樹皮に分け、小片（3×3 cm）に切り分け凍結乾燥（24 h）後、γ線滅菌（15 kGy）を行った。これをPDA 培地上に置き、カワラタケの接種片とともに培養した。12種中1種（ナナカマド）に強い抗菌活性が認められた。樹皮組織片とカワラタケを分断する溝を培地中央に設けても、同様の活性が認められた。この結果から、ナナカマドの樹皮組織は菌類の成長を強く阻害する揮発性物質が含むことが明らかであり、化学的な恒常的防御機構解明の一つのモデルとなりえることが示された。本研究で考案した培養系は、高い抗菌活性を持つ樹皮を備える樹種を選抜するのに有効な手法であるといえる。
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (B), Hokkaido University, 20H03018 - Mineralization and biosynthesis of aromatic compounds by white rot fungi
Grants-in-Aid for Scientific Research
01 Apr. 2019 - 31 Mar. 2022
Shigetomi Kengo
White rot fungi, a kind of mushroom, are the only organisms that completely degrade lignin, the aromatic polymer that constitutes wood. For this reason, white rot fungi are sometimes described as lignin "eaters" (i.e., mineralizers), but it is not clear whether they actually eat lignin. In this study, we found that white rot fungi can mineralize veratryl alcohol, a low-molecular-weight aromatic compound that they produce, by converting it into muconic acids. This suggests that lignin can also be partially "eaten" through the same process. It was also suggested that the formation process of muconic acid is different from that of bacteria, which have been known previously.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 19K06161 - Investigation of lignin formed in the mimetics of wood cell wall and clarification of lignification-related compounds
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
01 Apr. 2018 - 31 Mar. 2021
Uraki Yasumitsu
This study clearly demonstrated the effect of hemicelluloses on ligninfication through lignin formation in the artificial polysaccharide matrices; xylan contributed to lignin formation and generation of 8-O-4' interunitary linkage, which was a major linkage in native lignin, while glucomannan inhibited lignin formation. In addition, xyloglucan, which located only at primary wall of tree, was found to enhance the frequency of 5-5' interunitary linkage.
From the analysis of solution structure for isolated lignins by using size-exclusion chromatograph equipped with multi-angle laser light scattering detector, 5-5' linkage was found to be closely related to the densed structure, especially much compact structure of lignin fraction with larger molar mass compared to that with small molar mass.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), Hokkaido University, 18H03954 - Regulation mechanisms of cavitation at bordered pits as estimated by analyses of the structures
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)
01 Apr. 2016 - 31 Mar. 2019
Sano Yuzou; Yamagishi Shohei; Umebayashi Toshihiro; Aoki Dan
In an attempt to elucidate the regulation mechanisms of water flow and cavitation at bordered pits in trees, we revealed the fine structures of intervascular pit membranes and the presence or absence of gel-like incrustations on the pit membranes for a total of 28 species. The porosity of the pit membranes were largely varied among taxa. The gel-like incrustations were estimated as fatty acids. We also compared the sample preparation techniques for electron microscopy to find the intact structures of such delicate bordered pit membranes, and showed that a few traditional and novel methods were very useful for the purpose.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (B), Hokkaido University, 16H04930 - Action mechanism and physiological function of coproporphyrins, novel bacterial growth factors
Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research
01 Apr. 2016 - 31 Mar. 2019
Shigetomi Kengo
In this research, the action mechanism and physiological effectivities of coproporphyrins, novel bacterial growth factors were investigated. The results revealed that coproporphyrins function as the exogenous biosynthetic intermediate in the incomplete heme biosynthesis of Leucobacter sp. strain ASN212. Moreover, the growth factors were proved to stimulate a part of strains belonging to Firmicutes and gamma-Proteobacteria in bacterial flora.
Japan Society for the Promotion of Science, Grant-in-Aid for Challenging Exploratory Research, Hokkaido University, 16K14876 - Lignification in polysaccharide matrix mimicking wood cell wall and clarification of lignin structure -control factor
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
27 Jun. 2014 - 31 Mar. 2018
Uraki Yasumitsu
An aim of this study is to elucidate lignin formation mechanism (lignification), especially influence of hemicelloses, with polysaccharide matrix mimicking wood cell wall structure. Polysaccharide matrix was successfully prepared by the deposition of hemicelluloses, xylan and glucomannan, onto bacterial cellulose. Dehydrogenative polymerization of coniferyl alcohol, which was one of monolignols, was attempted in the presence of such polysaccharide matrix. As a result, the polymerization was accelerated by xylan deposition, but was inhibited by glucomannan.
In addition, the structure of the resultant polymerized product (Dehydronation Polymer: DHP) was investigated on a size-exclusion chromatography equipped with a laser light-scattering detector by the comparison with solution structure of a non-branched lignin model compound that is comprised of only 8-O-4’ linkage. This investigation revealed that DHP had a significant frequency of branched structure.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), Hokkaido University, 26252022 - Structure and function of the novel autophagy inducer, (+)-epogymnolactam
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
01 Apr. 2014 - 31 Mar. 2017
Ubukata Makoto
To determine the structural requirement of (+)-epogymnolactam (1) for its autophagy-inducing activity, we first synthesized 1 in 8 steps. We next synthesized enantiomer of 1 ((-)-Epo), deepoxy derivative (Deepoxy), linear analog (N,N-Dimethyl), cyclic analog (O-Methyl), analog having C6 side chain (C6), analog having C8 side chain (C8). Structure-activity relationship in these compounds, synthetic intermediate (Amide 8), cerulean (Cer), and 1 indicated the importance of (2R,3S)-epoxy group, lactam structure, length of side chain, and presence or absence of double bond for their biological activities.
Cer inhibited autophagy in NIH 3T3 cells, and C6 and C8 analogs induced autophagy, whereas these two analogs inhibited the degradation of p62. These observations suggest that each molecular target for 1, Cer, and C6 or C8 should be different. The present study would contribute to the development of chemotherapeutic agents for the treatment of various incurable diseases.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 26450135 - Phylogeny and ecophysiology of fungi possessing ligninolytic activity under snow cover.
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
01 Apr. 2013 - 31 Mar. 2016
MIYAMOTO Toshizumi; KODA Keiichi; SHIGETOMI Kengo
We isolated litter-decomposing fungi capable of producing active extracellular phenoloxidases at 0 °C from decomposing litter under snow cover in the forests. Molecular phylogenetic analysis and identification of extracellular enzymes of these fungi were conducted. It was revealed that the fungi involved in lignin decomposition under snow cover were consisted of various taxonomic groups inhabiting in litter of various plant species. These fungi were isolated from beginning of snow cover period to snow melting season. Lac, LiP, and MnP active at 4°C were produced from the mycelia of these fungi. A new method to determine lignin content of decomposing leaf litter was also developed. Loss of lignin in litter during the snow cover period was monitored by the new method. Lignin was lost at higher rate than previously reported.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (C), Hokkaido University, 25440198 - The evaluation of anaerobic muconates metabolism and ethanol fermentation
Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research
01 Apr. 2012 - 31 Mar. 2015
SHIGETOMI Kengo; UBUKATA Makoto; MITSUHASHI Shinya
Muconates are the key intermediates in biodegradation of natural or unnatural aromatic compounds (e.e. lignin, plastics and dyes), which means that the exploration of novel fermentation process of muconates can give a new insight for utilization of waste aromatic compounds, such as ethanol production. The present study focused on the anaerobic mineralization of muconates as a sole carbon source. The anaerobical enrichment culture of soil samples by using cis,cis-muconic acid as a sole carbon source gave 4 microbial strains which can mineralize this compounds in anaerobic condition. The precursor compound of 2-hydroxymuconic semialdehyde, the other type of muconate, could be successfully synthesized.
Japan Society for the Promotion of Science, Grant-in-Aid for Challenging Exploratory Research, Hokkaido University, 24658151 - Focused proteomics of phosphorylated proteins using tautomycetin and its application
Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)
2007 - 2009
UBUKATA Makoto; MITSUHASHI Shinya; SHIGETOMI Kenngo
We have conducted focused proteomics of phosphorylated proteins by using tautomycetin. Protein phosphatase 1 (PP1) was found to act as a kind of regulatory enzyme for signal transduction in mammalian cells. For example, it positively regulates TNFα/NF-κB pathway as well as Raf. In addition, we isolated ATM30, a substrate of both PP1 and ATM/ATR kinase. ATM30 was found to be a ribosomal protein RPS3A(a) by MALDI-TOF/MS analysis.
Japan Society for the Promotion of Science, Grant-in-Aid for Scientific Research (A), Hokkaido University, 19208011
