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Structure and Physiological Activity of Glycolipids from Amphibias

Research Project

Project/Area Number 02640425
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 天然物有機化学
Research InstitutionHIROSHIMA UNIVERSITY

Principal Investigator

IZUMI Shunsuke (1992)  Faculty of Science, Hiroshima University, Research Associate, 理学部, 助手 (90203116)

宗貞 清貴 (1990-1991)  広島大学, 理学部, 助手 (30166235)

Co-Investigator(Kenkyū-buntansha) HIRATA Toshifumi  Faculty of Science, Hiroshima University, Professor, 理学部, 教授 (80033926)
MUNESADA Kiyotaka  Faculty of Science, Hiroshima University, Research Associate, 理学部, 助手 (30166235)
泉 俊輔  広島大学, 理学部, 助手 (90203116)
Project Period (FY) 1990 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1992: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1991: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1990: ¥1,300,000 (Direct Cost: ¥1,300,000)
KeywordsAmphibias / Brain / Glycolipids / Bullfrog / Gangliosides / Cerebrosides / 悩組織 / イオン透過性 / イモリ / 絶対構造
Research Abstract

The structures of three ganglioside isolated from bullfrog (Rana catesbeiana) brain tissue have been established as disialosylgangliotetraosylceramide (I11^6NeuAclV^3NeuAc-GgOse_4Cer), trisialosvlgangliotetraosvlceramide (I11^6NeuAclV^3(NeuAc)_2-GgOse_4Cer), and tertasialosylgangliotetraosylceramide (I11^6(NeuAc)_2lV^3(NeuAc)_2-GgOse_4Cer) by NMR and mass spectral measurements. A similar distribution of these gangliosides was seen among hemisphere, dienecephalon and mixed tissue from the optic lobe, cerebellum and medulla oblongata of the brain. The brain tissues of Rana nigromaculata and Rhacophorus arboreus also included the same gangliosides as those of bullfrog.
On the other hand, twelve cerebrosides were isolated from the brain tissues of the bullfrog and they were characterized as 1-omicron-beta-D-galactopyranosyl ceramides. On the basis of chemical and spectral evidence, the ceramide parts of six of them were found to be composed of a sphingosine as a long-chain base and six fatty acids consisting of C_<18:0>, C_<22:1> and C_<24:1> acids and their 2-hydroxy derivatives. The ceramide parts of the others were found to be composed of a dihydrosphingosine and the six fatty acids. The configurations at C-2 and C-3 of the two long-chain bases were determined to be S and R, respectively, on the basis of the NMR spectra of their acetates and the exciton chirality of the benzoate-benzamide derivatives. Furthermore, the chiral center of the three 2-hydroxy fatty acids was determined to be R in all cases by means of CD measurements. A different distribution of the cerebroside was seen among the hemisphere, dienecephalon and mixed tissue from the optic lobe, cerebellum and medulla oblongata of the brain.

Report

(4 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • 1990 Annual Research Report
  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] O.YAMAMOTO: "Low-Dose-Rate Effect of Tritium Bata-Rays on Transfection Activity of Phage DNA Related toan Oxidative Species Different from 'OH,HO_2,O_2,and H_2O_2" Biochem.Int.20. 903-911 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] K.MUNESADA: "Cerebrosides of Frog Brain. Structure of the Ceramide Part of the Cerebrosides" J.Chem. Soc. Perkin Trans. 1. 189-194 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] O.Yamanoto, H.Ayaki, and K.Munesada: "Low-Dose-Rate Effect of Tritium Beta-Rays on Transfection Activity of Phage DNA Related to an Oxidative Species Different from OH, HO_2, O_2, and H_2O_2" Biochem.Int.20. 903 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] K.Munesada, M.Yuasa, and T.Suga: "Cerebrosides of Frog Brain. Structure of the Ceramide Part of the Cerebrosides" J.Chem. Soc.Perkin Trans. 1. 189 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] O.Yamamoto: "Low‐Dose‐Rate Effect of Tritium Beta‐Rays on Transfection Activity ofPhage DNA Related toan Oxidative Species Different from OH,HO_2,O_2,and H_2O_2" Biochem.Int.20. 903-911 (1990)

    • Related Report
      1992 Annual Research Report
  • [Publications] K.Munesada: "Cerebrosides of Frog Brain.Structure of the Ceramide Part of the Cerebrosides" J.Chem. Soc.Perkin Trans.1. 189-194 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] K.Munesada,M.Yuasa and T.Suga: "Cerebrosides of Frog Brain. Structure of the Ceramide Part of the Cerebrosides" J.Cem.Soc.,Perkin Trans.1. 189-194 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Munesada,M.Yuasa and T.Suga: "Cerebrosides of Frog Brain.Structure of the Ceramide Part of the Cerebrosides" J.Chem.Soc.Perkin Trans.1. 189-194 (1991)

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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