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β-折叠诱导寡肽聚合的手性生成。

β-Sheet-induced chirogenesis in polymerization of oligopeptides.

机构信息

Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel.

出版信息

Chemphyschem. 2011 Oct 24;12(15):2771-80. doi: 10.1002/cphc.201100292. Epub 2011 Sep 2.

Abstract

The origin of long homochiral biopolymers in living systems has recently been the focus of intense research. In one particular research line, scientists studied, experimentally and theoretically, chiral amplification obtained during peptide formation by polymerization of amino acid building blocks. It was suggested that processes leading to temporal or spatial separation, and thus, to the growth of homochiral polymers at the expense of their heterochiral counterparts, can explain the chirality observed in larger molecules. We introduce a simple model and stochastic simulation for the polymerization of amino acids and β-sheet formation, showing the crucial effects of the β sheets on the distributions of peptide lengths. When chiral affinities are included, racemic β sheets of alternating homochiral strands lead to the formation of chiral peptides, the isotacticity of which increases with length, consistent with previous experimental results in aqueous solutions. The tendency to form isotactic peptides is shown for both initially racemic and initially nonracemic systems, as well as for closed and open systems. We suggest that these or similar mechanisms may explain the origin of chiroselectivity in prebiotic environments.

摘要

在生命系统中长手性生物聚合物的起源最近成为了研究的热点。在一条特定的研究线上,科学家们从实验和理论两个方面研究了在聚合氨基酸构建块形成肽的过程中获得的手性放大。有人提出,导致时间或空间分离的过程,从而导致手性聚合物在其异手性对应物的生长,可以解释在较大分子中观察到的手性。我们引入了一个简单的模型和氨基酸聚合及β-折叠形成的随机模拟,展示了β-折叠对肽长度分布的关键影响。当包括手性亲和力时,交替手性链的外消旋β-片层导致手性肽的形成,其等规度随长度增加而增加,与水溶液中的先前实验结果一致。最初外消旋和最初非外消旋系统以及封闭和开放系统都表现出形成等规肽的趋势。我们认为这些或类似的机制可能解释了前生物环境中手性选择性的起源。

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