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BIOLOGICAL ROLES OF NOVEL GLYCOPHOSPHOLIPIDS (GGPLS) IN THE PATHOGENEITY OF MYCOPLASMA FERMENTANS

Research Project

Project/Area Number 13024236
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionNagoya University

Principal Investigator

NISHIDA Yoshihiro  DEPARTMENT OF MOLECULAR DESIGN & ENGINEERING, GRADUATE SCHOOL OF ENGINEERING, ASSOCIATE PROFESSOR, PhD, 工学研究科, 助教授 (80183896)

Co-Investigator(Kenkyū-buntansha) MATSUDA Kazuhiro  DIVISON OF VIRUS, NATIONAL CANCER INSTITUTE, CHIEF RESEARCHER, PhD, ウイルス部, 主任研究官 (80251502)
KOBAYASHI Kazukiyo  DEPARTMENT OF MOLECULAR DESIGN & ENGINEERING, GRADUATE SCHOOL OF ENGINEERING, PROFESSOR, PhD, 工学研究科, 教授 (10023483)
Project Period (FY) 2001 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2002: ¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 2001: ¥1,800,000 (Direct Cost: ¥1,800,000)
KeywordsMycoplasma fermentans / glycolipids / α-glycosylation / glycerolipids / infection / cell surface matrix / saccharide / phosphoryl choline / グルコシル化
Research Abstract

6-O-phosphorylcholine-α-D-glucopyranosyl-sn-l,2-diglycerides (GGPLs) constitute main cell surface glycolipids of Mycoplasma fermentans. To elucidate the structurepathogen relations of the novel glycolipids, a series of natural and unnatural GGPLs involving sn-2,3-diglycerides and multivalent GGPLs models were assembled by α-selective α-glycosylation method which was developed in this project. GGPLS were found to play a major role in both homo- and hetero-philic association as a result of the Zwitter-ion of phosphoryl choline and show stereochemical dependent-immunological response.

Report

(3 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • Research Products

    (39 results)

All Other

All Publications (39 results)

  • [Publications] Y.Nishida, H.Tamakoshi, K.Kobayashi, J.Thiem: "The First Bovine beta-1,4-Galactosyltransferase Reaction with an Acyclic Acceptor Substrate, 3-Acetamido-1,2-propanediol to Yield 3-O-beta-D-Galactopyranosyl-sn-glycerol Skeleton"Organic Letters. 3. 1-3 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Yoshihiro Nishida, Masaya Suzuki, Kazukiyo Kobayashi, Yoshiharu Toriumi, Hideki Hashimoto: "Crystal Structure of Methyl 5-Acetamido-2-tert-butyl-2-methyl-1,3-benzodioxole-4-carboxylate"Analytical Science. 17. 685-686 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Kato, A.Yashiro, A.Mizuno, Y.Nishida, K.Kobayashi, H.Shinohara: "Syntheses and Biological Evaluations of alpha-D-Mannosyl [60] Fullerenols"Biorog. Med. Chem. Lett.. 11. 2935-2937 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Dohi, Y.Nishida, H.Tanaka, K.Kobayashi: "Methylsalicyl beta-D-Galactopyranoside, A Non-Malodorous Thio Glycosylation Donor For the Synthesis of Globosyl alpha-(1-4)-Linkages"Syn Lett.. 1446-1448 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Sasaki, Y.Nishida, T.Tsurumi, H.Uzawa, H.Kondo, K.Kobayashi: "Facile Assembly of cell surface oligosaccharide mimics by copolymerization of carbohydrate modules"Angew. Chem. Int. Ed.. 41. 4463-4467 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Dohi, Y.Nishida(他6名): "Molecular Design and Biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Organic Letters. 4. 355-357 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Dohi, Y.Nishida, T.Takeda, K.Kobayashi: "Convenient use of Non-malodorous Thio Glycosylation Donors for the Synthesis of multivalent Globo-and iso-globosyl trisaccharides"Carbohydrate Research. 337. 983-989 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Tanaka, Y.Nishida, Y.Furuta, K.Kobayashi: "A convenient synthetic pathway for multivalent assembly of aminoglycoside antibiotics starting from Amikacin"Bioorganic Medicinal Chemistry Letter. 12. 1723-1726 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Uzawa, S.Kamiya, H.Dohi, Y.Nishida(他5名): "A Quartz Crystal Microbalance Method for Rapid Detection and Differentiation of Shiga Toxins by Applying a Monoalkyl Globobioside as the Toxin Ligand"Biomacromolecules. 3. 411-414 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Matsuda, K.Kobayashi: "Convenient access to halide ion-catalyzed a-glycosylation free from noxious fumes at the donor synthesis"Journal of Carbohydrate Chemistry. 21. 605-611 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Miura, Y.Sasao, H.Dohi, Y.Nishida, K.Kobayashi: "Self-assembled monolayers of globotriaosylceramide (GB3) mimics : surface-sepcific affinity with Shiga toxins"Analytical Biochemistry. 310. 27-35 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Uzawa, Y.Nishida, K.Sasaki, N.Minoura, K.Kobayashi: "Synthetic Potential of Molluscan Sulfatases for the Library Synthesis of Regioselectively O-Sulfonated D-Galacto-Sugars"Chem. Bio. Chem. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Kobayashi: "An easy access to Halide ion-catalytic alpha-glycosylation using carbon tetrabromide and triphenylphosphine as multifunctional agents"Org. Biomol. Chem.. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Nishida, Y.Shingu, H.Dohi, K.Kobayashi: "One-pot alpha-glycosylation method using Appel agents in N, N-Dimethylformamide"Organic Letters. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Nishida, H. Tamakoshi, K. Kobayashi, J. Thiem: "The First Bovine beta-1, 4-Galactosyltransferase Reaction with an Acyclic Acceptor Substrate, 3-Acetamido-1, 2-propanediol to Yield 3-O-beta-D-Galactopyranosyl-sn-glycerol Skeleton"Org Lett.. 3. 1-3 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Yoshihiro Nishida, Masaya Suzuki, Kazukiyo Kobayashi, Yoshiharu Toriumi, and Hideki Hashimoto: "Crystal Structure of Methyl 5-Acetamido-2-tert-butyl-2-methyl-1, 3-benzodioxole-4-carboxylate"Anal Sci.. 17. 685-686 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Haruhito Kato, Arihiro Yashiro, Akiko Mizuno, Yoshihiro Nishida, Kazukiyo Kabayashi, and Hisanori Shinohara: "Syntheses and Biological Evaluations of alpha-D-Mannosyl [60] Fullerenols"Biorog. Med. Chem. Lett.. 11. 2935-2937 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hirofumi Dohi, Yoshihiro Nishida, Hidehiko Tanaka, and Kazukiyo Kobayashi: "Methylsalicyl beta-D-Galactopyranoside, A Non-Malodorous Thio Glycosylation Donor For the Synthesis of Globosyl alpha- (1-4)-Linkages"Synlett. 1446-1448 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hirofumi Dohi, Yoshihiro Nishida, Yuki Furuta, Hirotaka Uzawa, Shin-ichiro Yokoyama, Saori Ito, Hiroshi Mori, Kazukiyo Kobayashi: "Molecular Design and Biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Org. Lett.. 4. 355-357 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Uzawa, S.Kamiya, H.Dohi, Y.Nishida, N.Minoura, K.Taguchi, S.-I.Yokoyama, H.Mori, and K.Kobayashi: "A Quartz Crystal Microbalance Method for Rapid Detection and Differentiation of Shiga Toxins by Applying a Monoalkyl Globobioside as the Toxin Ligand"Biomacromolecules. 3. 411-414 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] H.Tanaka, Y.Nishida, Y.Furuta, K.Kobayashi: "A convenient synthetic pathway for multivalent assembly of aminoglycoside antibiotics starting from Amikacin"Bioorg. Med. Chem. Lett.. 12. 1723-1726 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Miura, Y.Sasao, H.Dohi, Y.Nishida, K.Kobayashi: "Self-assembled monolayers of globotriaosylceramide (Gb3) mimics : surface-specific affinity with Shiga toxins"Anal. Biochem.. 310. 27-35 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Matsuda, K.Kobayashi: "Convenient access to halide ion-catalysed alpha-glycosylation free from noxious fumes at the donor synthesis"J. Carbohydr. Chem.. 21. 605-611 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Sasaki, Y.Nishida, T.Tsurumi, H.Uzawa, H.Kondo, K.Kobayashi: "Facile Assembly of cell surface oligosaccharide mimics by copolymerization of carbohydrate modules"Angew. Chem Int.. 41. 4463-4467 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hirotaka Uzawa, Yoshihiro Nishida, Kenji Sasaki, Norihiko Minoura and Kazukiyo Kobayashi: "Synthetic Potential of Molluscan Sulfatases for the Library Synthesis of Regioselectively O-Sulfonated D-Galacto-Sugars"Chem. Bio. Chem. in press. (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Kobayashi: "An easy access to Halide ion-catalytic alpha-glycosylation using carbon tetrabromide and triphenylphosphine as multifunctional agents"Org. Biomol. Chem.. in press. (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Nishida, Y.Shingu, H.Dohi, K.Kobayashi: "One-pot alphaglycosylation method using Appel Agents in N, N-Dimethylformamide"Org. Lett.. in press. (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] K.Sasaki, Y.Nishida, T.Tsurumi, H.Uzawa, H.Kondo, K.Kobayashi: "Facile Assembly of cell surface oligosaccharide mimics by copolymerization of carbohydrate modules"Angewandte Chemie. 41. 4463-4467 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] H.Dohi, Y.Nishida(他6名): "Molecular Design and Biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Organic Letters. 4. 355-357 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] H.Dohi, Y.Nishida, T.Takeda, K.Kobayashi: "Convenient use of Non-malodorous Thio Glycosylation Donors for the Synthesis of multivalent Globo-and iso-globosyl trisaccharides"Carbohydrate Research. 337. 983-989 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] H.Tanaka, Y.Nishida, Y.Furuta, K.Kobayashi: "A convenient synthetic pathway for multivalent assembly of aminoglycoside antibiotics starting from Amikacin"Bioorganic Medicinal Chemistry Letter. 12. 1723-1726 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] H.Uzawa, S.Kamiya, H.Dohi, Y.Nishida(他5名): "A Quartz Crystal Microbalance Method for Rapid Detection and Differentiation of Shiga Toxins by Applying a Monoalkyl Globobioside as theToxin Ligand"Biomacromolecules. 3. 411-414 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Shingu, Y.Nishida, H.Dohi, K.Matsuda, K.: "Convenient access to halide ion-catalyzed α-glycosylation free from noxious fumes at the donor synthesis"Journal of Carbohydrate Chemistry. 21. 605-611 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Miura, Y.Sasao, H.Dohi, Y.Nishida, K.Kobavashi: "Self-assembled monolayers of globotriaosylceramide (GB3) mimics : surfacesepcific affinity with Shiga toxins"Analytical Biochemistry. 310. 27-35 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Nishida 他4名: "The First Bovine beta-1,4-Galactosyltransferase Reaction with an Acyclic Acceptor Substrate, 3-Acatamido-1,2-propanediol"Org. Lett.. 3. 1-3 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Y.Nishida 他4名: "Crystal Structure of Methyl 5-Acetamido-2-t-butyl-2-methyl-1,3-benzodioxole-4-corboxylat"Anal. Sci.,. 17. 685-686 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] K.Kato 他10名: "Syntheses and Biological Evaluations of alpha-D-Mannosyl [60]Fullerenols"Bioorg. Med. Chem. Lett.,. 11. 2935-2937 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Dohi 他7名: "Molecular Design and biological Potential of Galacto-type Trehalose as a Non-natural Ligand of Shiga Toxins"Org. Lett.,. 4. 355-357 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Dohi 他3名: "o-Methoxycarbonylphenyl 1-thio-beta-D-galactopyranoside, A non-malodorous thio glycosylation donor for the synthesis of globosyl alpha(1-4)-linkages"Synlett.,. 1446-1448 (2001)

    • Related Report
      2001 Annual Research Report

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Published: 2001-04-01   Modified: 2025-11-20  

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