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糖質の関与する超分子形成と機能

Research Project

Project/Area Number 06240105
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Research InstitutionOsaka University

Principal Investigator

楠本 正一  大阪大学, 大学院・理学研究科, 教授 (30028253)

Co-Investigator(Kenkyū-buntansha) 藤原 剛  奈良大学, 教養部, 教授 (90104679)
中原 義昭  理化学研究所, 研究員 (50087574)
渡辺 裕  愛媛大学, 工学部, 助教授 (40114722)
Project Period (FY) 1994 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥61,600,000 (Direct Cost: ¥61,600,000)
Fiscal Year 1996: ¥20,600,000 (Direct Cost: ¥20,600,000)
Fiscal Year 1995: ¥21,000,000 (Direct Cost: ¥21,000,000)
Fiscal Year 1994: ¥20,000,000 (Direct Cost: ¥20,000,000)
Keywords超分子 / 複合糖質 / リポ多糖 / イノシトールリン酸 / シアロ糖蛋白質 / 糖鎖抗原 / レセプター / 単クローン抗体
Research Abstract

種々の重要な生命現象に関わる糖質の機能発現過程を対象にして、その本体の精密な構造と、それを認識する生体側分子との間の特異的な相互作用の機構について研究を行った。
動物の防御機構を始動させる細菌表層の複合糖質については、最も代表的なグラム陰性菌のリポ多糖を中心に研究を進めたが、それと平行して連鎖球菌のリポタイコ酸画分やミコバクテリア細胞由来の糖脂質成分からも新しい活性物質の分離と化学的本体の解明を進めた。リポ多糖の活性本体である糖脂質リピドAの多岐にわたる構造類縁体を効率よく合成する経路を確立し、その溶液中と会合状態での立体構造をNMRスペクトルを用いて明かにするとともに、より精密な解析のための^<13>C標識体の合成経路を開発した。さらに放射性同位体ならびに蛍光標識体の合成を行って、昨年度に確認したリンパ球表面の結合蛋白質との相互作用解析を可能にした。生体内情報伝達に関わるイノシトールリン酸に対する代謝酵素や生体分子との結合位置を確認するための新しい試みとして、リン酸残基をフッ素化した誘導体を合成して、その活性と蛋白質との結合能を調べた。関連する新しいイノシトールリン脂質の科学合成にも成功した。糖蛋白質の糖鎖部分の機能を精密に研究する目的で化学合成法の確立を目指し、シアロ三糖を含むペプチドを固相上で合成し、これを固相から切り出すことに成功した。これによってO-結合型シアロ糖蛋白質の機能を合成化学的に解明する道を拓くことができた。糖鎖を認識する蛋白質の典型例である単クローン抗原とらい菌抗原糖鎖について行ってきた研究を発展させて、NMR測定や計算で求めた糖鎖のコンホメーションから相互作用の機構を解析した。

Report

(3 results)
  • 1996 Annual Research Report
  • 1995 Annual Research Report
  • 1994 Annual Research Report
  • Research Products

    (23 results)

All Other

All Publications (23 results)

  • [Publications] Yasuo Suda: "Separation of wild-type lipopolysaccharides by centrifugal partition chromatoqraphy:isolation of smooth form species." J.Endotoxin Res.3・1. 1-7 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Koichi Fukase: "Synthetic study of a bioactive ^3H-labeled analogue of lipid A." Synlett. 1996・3. 252-254 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Sekljic: "Synthesis of neoglycoproteins containing 5-O-phosphorylated kdomonosaccharide,4-O and 5-O-phospholylated" J.Endotoxin Res.3. 151-164 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Koichi Fukase: "A novel method stereoselective glycosidation with thioglycosides:promotin by hypervalent iodine reagents" Tetrahedron. 52・11. 3897-3904 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Yutaka Watanabe: "Synthesis of phosphorofluoridate analogues of myo-inositol 1,4,5-tris(phosphate)and their biological activity." J.Chem.Soc.,Chem.Commun.15. 1815-1816 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Hiroshi Takeuchi: "Localization of binding domain and its specificityof a new inositol 1,4,5-trisphosphate binding protein which carries" Biochem.J.318. 561-568 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Yutaka Watanabe: "Synthesis of 2,6-di-O-α-D-mannopyranosylphosphatidyl-D-myo-inositol.Utilization of glycosylation" Tetrahderon. 53・3. 903-918 (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] Yoshiaki Nakahara: "Solid-phase synthesis of an O-linked glycopeptide based on benzyl-protected glycan approach." Carbohydr.Res.292. 71-81 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Zhi-Guang Wang: "A new strategy for stereoselective synthesis of sialic acid-containing glycopeptide fragment." Bioorg.Med.Chem. 4. 1901-1908 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Zhi-Guang Wang: "Stereocontrolled syntheses of O-glycans of core class 2 with a linear tetrameric lactosamine chain" Carbohydr.Res.295. 25-39 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Okamura: "Effect of phenolic glycolipid-I of phenolic glycolipid-I(PGL-I)on cvtokine expression in macrophages." International Journal of Leprosy. 64. 502 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Koichi Fukase: "Synthesis of an Analog of Biosynthetic Precursor Ia of Lipid A by an Improved Method: A Novel Antagonist Containing" Tetrahedron Lett.36. 7455-7458 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Koichi Fukase: "Synthetic Route for ^<14>C-labeling of a Bioactive Lipid A Analogue." Tetrahedron Lett.36. 8645-8648 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Koichi Fukase: "A Stereoselective glycosidation using thioglycosides, activation by combination of N-bromosuccinimide" Tetrahedron. 51. 4923-4932 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Hirata: "D-myo-Incsitol. 1,4,5-Trisphosphate Analogues Substituted at the 3-Hydroxy1 Group." Biochim. Biophys. Acta.1244. 404-410 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y.Watanabe: "Synthesis of 1D-Distearoylphosphatidyl-myo-inositol 3,4,5-Tris(dihydrogenphosphate)." Tetrahedron. 51. 8969-8976 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y.Watanabe: "Regiospecific synthesis of 2,6-di-O-a-D-mannopyranosylphosphatidyl-D-myo-inositol." J. Org. Chem.61. 14-15 (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] Koichi Fukase: "Synthesis and purification by HPLC of des-O-acyl partial structures of Escherichia coli Re lipopolysaccharide." J.Endotoxin Res.1. 149-163 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Bright Weidemann: "Soluble peptidoglycan-induced monokine production can be blocked by anti-CD14 monoclonal antibodies and by lipid A" Infect.Immun.62. 4709-4715 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Koichi Fukase: "Functional fluorescence labeling of carbohydrates and its use for preparation of neoglycoconjugates." J.Carbohydrate Chemistry. 13. 715-736 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Hitoshi Yagisawa: "Expression and Characterization of an Inositol 1,4,5,-Trisphosphate Binding Domain of Phosphatidylinositol-specific" J.Biolog.Chem.269. 20179-20188 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Yoshiaki Nakahara: "Stereocontrolled synthesis of strategically protected derivatives of α-D-Neup5Ac-(2→3)-β-D-Glap" Carbohydr.Lett.1. 99-106 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Yoshiaki Nakahara: "Synthesis of Human M Blood Group Antigenic Glycopeptide." Tetrahedron Lett.35. 3321-3324 (1994)

    • Related Report
      1994 Annual Research Report

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Published: 1994-04-01   Modified: 2016-04-21  

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