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Relationship between Conformation and Primary Structure of Cyclic Tetrahpeptides

Research Project

Project/Area Number 60470030
Research Category

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

Allocation TypeSingle-year Grants
Research Field 天然物有機化学
Research InstitutionKyushu University

Principal Investigator

KATO Tetsuo  Kyushu University, 理学部, 助教授 (20037188)

Co-Investigator(Kenkyū-buntansha) WAKI Michinori  Kyushu University, 理学部, 助手 (30037212)
AOYAGI Haruhiko  Kyushu University, 理学部, 助手 (80037267)
Project Period (FY) 1985 – 1986
Project Status Completed (Fiscal Year 1986)
Budget Amount *help
¥6,800,000 (Direct Cost: ¥6,800,000)
Fiscal Year 1986: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1985: ¥5,900,000 (Direct Cost: ¥5,900,000)
KeywordsConformation / Cyclicpeptide / Energy Calculation / エネルギー計算
Research Abstract

A useful set of empirical rules is put forward to predict the conformations of cyclic tetrapeptides and cyclic tetradepsipeptides on the basis of primary structure, briefly presented as follows: 1. A conformation allowing an intramolecular hydrogen bond of <gamma> -turn is preferred, and an ester bond always adopts a trans form. 2. On a right-handed peptide ring, the carbonyl group acylating a D residue is oriented to the upper side of the main ring. 3. The carbonyl group acylating a D-proline or an N-methyl-D-amino acid residue is oriented to the lower side of the ring, forming a cis bond. 4. The LDDL configurational sequence adopts a cis-trans-cis-trans backbone with <C_i> symmetry. 5. A glycine residue behaves as a D residue in an L-peptide. Almost all conformations of cyclic tetrapeptides are predicted by these rules. Energetical rationalization of the rules and prediction of possible new conformations are described.

Report

(1 results)
  • 1986 Final Research Report Summary
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] T.Ueda: Int.J.Peptide Protein Res.25. 475-480 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T.Kato: Peptide Chemistry 1984. 109-112 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] H.Mizuno: Peptide Chemistry 1984. 113-116 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T.Kato: Chem.Lett.1209-1212 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T.Kato: Int.J.Peptide Protein Res.26. (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T. Ueda: "Conformations, and Biological Activity of Cyclo(-Pro-Val-Pro-Val-) with L-L-L-L and L-D-L-D Sequences" Int. J. Peptide Protein Res.25. 475-480 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T. Kato: "Relationship between Sequence and Conformation of Cyclic Tetrapeptides and Cyclic Tetradepsipeptides" Peptide Chemistry 1984. 109-112 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] H. Mizuno: "Conformational and Energy Analyses of cyclo <(-L-Pro-L or D-Val-)_2> " Peptide Chemistry 1984. 113-116 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T. Kato: "Conformation of Cyclo(-L-Pro-D-Leu-D-Tyr(Me)-L-Ile-) predicted by Empirical Rules for Cyclic Tetrapeptides was evidenced by <^1H> - and <^(13)C> -NMR Spectroscopy" Chem. Lett.1209-1212 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T. Kato: "Empirical Rules Predicting Conformation of Cyclic Tetrapeptides from Primary Structure" Int. J. Peptide Protein Res.26. (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary

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Published: 1987-03-31   Modified: 2016-04-21  

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