Relationship between Conformation and Primary Structure of Cyclic Tetrahpeptides

环四肽的构象与一级结构的关系

• 批准号: 60470030
• 负责人: KATO Tetsuo
• 金额: $ 4.35万
• 依托单位: Kyushu University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (B)
• 财政年份: 1985
• 资助国家: 日本
• 起止时间: 1985 至 1986
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-60470030/
• 关键词: Conformation; Cyclicpeptide; Energy Calculation; エネルギー計算

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.

在一级结构的基础上，提出了一套有用的预测环四肽和环四肽构象的经验规则，简述如下：1。允许分子内氢键< γ > -转的构象是优选的，酯键总是采用反式。2. 在右旋肽环上，酰基化D残基的羰基朝向主环的上部。3. 使d -脯氨酸或n -甲基- d -氨基酸残基酰化的羰基指向环的较低一侧，形成顺式键。4. LDDL结构序列采用<C_i>对称的顺-反-顺-反骨架结构。5. 甘氨酸残基在l -肽中表现为D残基。几乎所有环四肽的构象都可以用这些规则来预测。描述了规则的能量合理化和可能的新构象的预测。

项目成果

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)

T. Ueda：“具有 L-L-L-L 和 L-D-L-D 序列的环（-Pro-Val-Pro-Val-）的构象和生物活性”Int。

T.Kato: Int.J.Peptide Protein Res.26. (1986)

T.Kato：Int.J.肽蛋白研究26。

H. Mizuno: "Conformational and Energy Analyses of cyclo <(-L-Pro-L or D-Val-)_2> " Peptide Chemistry 1984. 113-116 (1985)

H. Mizuno：“环 <(-L-Pro-L 或 D-Val-)_2> 的构象和能量分析” 肽化学 1984. 113-116 (1985)

T.Kato: Chem.Lett.1209-1212 (1985)

加藤：化学快报 1209-1212 (1985)

T. Kato: "Relationship between Sequence and Conformation of Cyclic Tetrapeptides and Cyclic Tetradepsipeptides" Peptide Chemistry 1984. 109-112 (1985)

T. Kato：“环状四肽和环状四缩肽的序列和构象之间的关系”肽化学 1984. 109-112 (1985)