β-转角的环化二肽模型

Cyclized dipeptide model for a beta-bend.

作者信息

Deslauriers R, Leach S J, Maxfield F R, Minasian E, McQuie J R, Meinwald Y C, Némethy G, Pottle M S, Rae I D, Scheraga H A, Stimson E R, Van Nispen J W

出版信息

Proc Natl Acad Sci U S A. 1979 Jun;76(6):2512-4. doi: 10.1073/pnas.76.6.2512.

DOI:10.1073/pnas.76.6.2512

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC383636/

Abstract

A cyclic dipeptide in which L-Ala-Gly was cyclized with epsilon-aminocaproic acid has been synthesized as a model for a beta-bend. Its conformational properties have been examined by means of conformational energy calculations and nuclear magnetic resonance, infrared, Raman, and circular dichroism spectroscopy in various solvents. These calculations and experiments suggest that a type II beta-bend exists in the Ala-Glymoiety, with an NH...O = C hydrogen bond in the epsilon-aminocaproic acid portion of the molecule, and that the molecule adopts a unique conformation in solution. In contrast, an open-chain analog of this compound exists in solution as an ensemble of conformations but with a significant amount of a type II beta-bend structure in the ensemble.

摘要

一种将L-丙氨酸-甘氨酸与ε-氨基己酸环化而成的环二肽已被合成出来，作为β-转角的模型。通过在各种溶剂中的构象能量计算以及核磁共振、红外、拉曼和圆二色光谱对其构象性质进行了研究。这些计算和实验表明，在丙氨酸-甘氨酸部分存在II型β-转角，在分子的ε-氨基己酸部分存在一个N-H...O = C氢键，并且该分子在溶液中呈现独特的构象。相比之下，该化合物的开链类似物在溶液中以构象集合体形式存在，但集合体中含有大量的II型β-转角结构。

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