USUKI Yoshinosuke


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Associate Professor

Laboratory location

Sugimoto Campus

Degree 【 display / non-display

  • The University of Tokyo -  Doctor of Science

  • The University of Tokyo -  Master of Science

Research Areas 【 display / non-display

Bioorganic chemistry

Research Career 【 display / non-display

  • Synthesis and Properties of Antibiotics with Interesting Biological Activities

    (Collaboration in Organization) Project Year :


    Keyword in research subject:  Biologically Active, Total Synthesis, Structure and Activity relationship

  • Synthesis and Properties of Fluorinated Bio-molecules Mimics

    (Collaboration in Organization) Project Year :


    Keyword in research subject:  Bio-molecules Mimics, Fluorinated Compounds

Education summary 【 display / non-display

  • Spectroscopy in Organic Chemistry:

Association Memberships 【 display / non-display


  • American Chemical Society

Current Career 【 display / non-display

  • Osaka City University   Graduate School of Science   Molecular Materials Science Course   Associate Professor  

Career 【 display / non-display

  • 1994

    Osaka City University  

  • 1992

    Osaka City University  

Graduate School 【 display / non-display


    The University of Tokyo  Graduate School, Division of Science 

Graduating School 【 display / non-display


    The University of Tokyo   Faculty of Science  


Published Papers 【 display / non-display

  • Isolation of an Acremonium sp. capable of liquefying cross-linked poly(-glutamic acid) hydrogels and the fungal enzyme involved in the disruption of -ray irradiation-mediated cross-linking

    J. Biosci. Bioeng.  105 ( 4 ) 422 - 424 2008

  • A thiacalix[3]pyridine copper(I) complex as a highly active catalyst for the olefin aziridination reaction

    Chem. Lett.  37 ( 4 ) 452 - 453 2008

  • Starter units of the biosynthesis of blepharismins: self-defense pigments of Blepharisma japonicum

    Tetrahedron  64 ( 18 ) 4103 - 4107 2008

  • Synthesis of fluorescent molecular probes specific for the receptor of blepharismone, a mating-inducing pheromone of the ciliate Blepharisma japonicum

    Bioorg.& Med. Chem.  15 ( 4 ) 1622 - 1627 2007

  • Total Syntheses and Configuration Assignments of JBIR-06 and Related Depsipeptides

    Hamada Chie, Usuki Yoshinosuke, Takeuchi Daiki, Ogawa Hikaru, Abe Ryota, Satoh Tetsuya

    ORGANIC LETTERS  21 ( 4 ) 965 - 968 2019.02  [Refereed]


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Books etc 【 display / non-display

Review Papers (Misc) 【 display / non-display

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Conference Activities & Talks 【 display / non-display

  • Synthesis of 2,3-Disubstituted Benzofurans through Iridium-Catalyzed Aerobic Dehydrogenative/Decarbonylative Coupling of Salicylaldehydes with Alkynes

    S. Yamane, T. Hinoue, Y. Usuki, M. Itazaki, H. Nakazawa, Y. Hayashi, S. Kawauchi, M. Miura, and T. Satoh

    9th OCARINA International Symposium  2018.03 

  • Dehydrogenative Coupling of Aromatic Carboxylic Acids and Unsaturated Compounds under Rhodium Catalysis

    A. Sakai, T. Okada, T. Satoh, Y. Hayashi, S. Kawauchi, and M. Miura

    9th OCARINA International Symposium  2018.03 

  • ホモセリン脱水素酵素・アスパラギン酸-4-セミアルデヒド複合体構造から推定される酵素反応機構

    水田 啓文, 生城 浩子, 赤井 翔太, 臼杵 克之助, 矢野 貴人, 神谷 信夫, 宮原 郁子

    日本生化学会大会プログラム・講演要旨集  2016.09  (公社)日本生化学会

  • マクロファージ様細胞株J774.1のIL-12産生に与えるポリ-γ-グルタミン酸の影響

    島 友紀, 冨山 敬史, 水原 尚子, 臼杵 克之助, 劉 涛, 東 雅之, 荻田 亮, 田中 俊雄, 藤田 憲一

    日本生物工学会大会講演要旨集  2014.08  (公社)日本生物工学会

Grant-in-Aid for Scientific Research 【 display / non-display

  • Exploration into Chemical Communication Involved in Biological Phenomena of Ciliates

    Project/Area Number : 18H04627  Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area) Representative

    Project Year :


  • Chemical and genetic study of plant evolution and speciation in the Hengduan Mountains of China

    Project/Area Number : 25303010  Grant-in-Aid for Scientific Research(B) Partaker / Other

    Project Year :


    Partaker : GONG Xun, HAO Xiaojiang

     View Summary

    Plants of Ligularia were extensively studied in the Hengduan Mountains and adjacent areas. Many Ligularia species including L. fischeri were found to harbor high chemical diversity with geographic distributions. The chemical composition, morphology, and the base sequence of the ITS regions in the rRNA gene were analyzed to identify F1 hybrids and introgressed individuals. The results on them suggested that hybridization frequently occurs in Ligularia and that it is an important mechanism in the generation of chemical diversity. Intraspecific diversity was also recorded for Eupatorium heterephyllum and some other plants.

  • Involvement of calcium signal in gene regulation related to drug exhaust

    Project/Area Number : 25460128  Grant-in-Aid for Scientific Research(C) Partaker / Other

    Project Year :


    Partaker : USUKI Yoshinosuke

     View Summary

    Anethole expresses synergistic antifungal activity via restriction of over-expression of drug exhaust pump PDR5 and its transcription factor PDR3. We found that the restriction was involved in the restriction of PDR5 and PDR3 over-expression induced by LGE1, which is over-expressed as a result of deprivation of mitochondrial DNA. In addition, the synergy disappeared in strains lacking PMR1 and genes related to chromatin remodeling complexes SWI/SNF. Whereas anethole accelerated Ca2+ accumulation, drug exhaust was constitutively restricted in the strain described above. Therefore, these results indicated that regulatory mechanism of Ca2+ homeostasis was involved in regulation of genes related to drug exhaust and elevation of Ca2+ levels was provably secondary effects on the gene regulation.

  • Analysis of tubulin metabolisms in fungi

    Project/Area Number : 18580081  Grant-in-Aid for Scientific Research(C) Partaker / Other

    Project Year :


    Partaker : TANAKA Toshio, USUKI Yoshinosuke

     View Summary

    L-2,5-Dihydrophenylalanine (DHPA) shows the growth inhibition of Aspergillus spp. accompanying with morphological alterations. DHPA also induces the disappearance of microtubules and loss of the cytoplasmic pools of their monomeric α- and β-tubulins. DHPA was found to induce over-expression of all tubulin genes. In the DHPA-treated hyphae, ubiquitinated tubulins were not detected and cell free extracts from the hyphae did not accelerate the degradation of tubulins. These results suggest that DHPA unexpectedly facilitates the expression of tubulin genes.
    We also investigated the effect of DHPA on a dimorphic fungus Candida albicans. DHPA inhibited the hyphal growth under a hyphal inducible condition and then induced yeast cells. In addition, the half of the yeast cells had swollen nuclei and cells were also observed without apparent actin patch. On the other hand, DHPA reduecd the pools of actin, tubulin, and ubiquitin. These results indicate that the action of DHPA on C. albicans would be different from that on Aspergillus spp.
    Furthermore, we have searched drugs reducing tubulin pools against a budding yeast Saccharomyces cerevisiae. Isoamyl alcohol (IAA) was found to show such effects. IAA induced pseudohyphae accompanying with relative loss of a- and β-tubulins. Although decrease in tubulins was observed, spindle microtubule did not disappear apparently, and the distribution of chromosome seemed to proceed normally. However the delay of the distribution into daughter cells occurred. Moreover we found that decrease in tubulins was not due to the blockade of tubulin gene transcription and acceleration of tubulin degradation but the restriction of tubulin translation.
    Together with results obtained above, we concluded that drug-induced tubulin loss was found in at least three genuses of fungi and the loss seemed to be involved in morphological changes. However we did not find common mechanisms among such phenomena.

  • Molecular mechanism of chemical self-defense of the protozoan ciliates.

    Project/Area Number : 16310154  Grant-in-Aid for Scientific Research(B) Partaker / Other

    Project Year :


    Partaker : USUKI Yoshinosuke, HARUMOTO Terue

     View Summary

    In the continuing study on predator-prey interaction between ciliates, we reported the isolation and structural determination of a defense toxin climacostol from a heterotrich ciliate Climacostomum virens. On the preliminary study of the predator-prey interaction between ciliates Dileptus margaritifer as a predator and Spirostomum teres an another heterotrich ciliate as a prey, we observed elusive behavior of S.teres from the predator and the presence of the cortical vesicle in S.teres just beneath the cell membrane, which suggested that S.teres had some toxic substance against the predator. We report the isolation and structural determination of a toxic substance spirortomin from S.teres.
    The whole cells of S.teres were dipped in aqueous 70% EtOH. After removal of the cells by filtration and concentration of the solvent, the residue was partitioned between ethyl acetate and water. From the organic layer, an active fraction based on lethal toxicity against a ciliate Paramecium caudatum was obtained by chromatography on silica gel eluted with 1.5% Me0H/CH_2C_<12> (Rf value 0.44). The fraction contained a new compound spirostomin (1), whose molecular formula was estimated to be C_<16>H_<14>O_5 by HREIMS and ^1H and ^<13>C NMR. Based on ^1H, ^<13>C NMR and UV spectra, the structure of spirostomin was established as spiro[(2,5-dimethy1-5,6,7,8-tetrahydronaphtalene-1,4-dione)-8,6'- (pyrane-2',5'-dione)], a spiro compound having a carbon framework hitherto unknown. The relative stereochemistry of spirostomin was established by the total synthesis of spirostomine A and B. The absolute chemistry of spirostomine was also estimated by the CD spectra and the result based on the DFT calculation.
    Blepharismins, toxic pigments of the ciliate Blepharisma japonicum, are polycyclic ring-condensed compounds. Assignment of ^<13>C NMR signals for blepharismin C, a major constituent of blepharismins, was achieved by analyses of the HMQC, HMBC, and INADEQUATE spectra of 13C-enriched samples obtained by feeding experiments using sodium [1-13C], [2-13C], and [1,2-^<13>C2]acetates.

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Theme of Possible Research Exchange 【 display / non-display

  • Structure Elucidation of Organic Compounds

    Request for collaborative research : The private sector, such as other institutions

    Type of research exchange : Technical consultation, Consignment study, Collaborative research

    Keyword : Structure Elucidation