Dynamic covalent chemistry on self-templating peptides:: Formation of a disulfide-linked β-hairpin mimic

被引：63

作者：

Krishnan-Ghosh, Y ^{[1
]}

Balasubramanian, S ^{[1
]}

机构：

[1] Univ Cambridge, Chem Labs, Cambridge CB2 1EW, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 19期

基金：

英国生物技术与生命科学研究理事会;

关键词：

hydrogen bonding; peptides; self-assembly; template synthesis;

D O I：

10.1002/anie.200250551

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Driving peptides round the bend: Thiol-containing linear peptides (ASH and BSH) are dimerized (see scheme) using dynamic covalent chemistry to preferentially form an energetically stabilized disulfide by a self-templating mechanism. NMR spectroscopy experiments on this disulfide show that the stabilization is a result of β-sheet formation with the disulfide bond acting as a turn scaffold yielding a peptide with a hairpin-type conformation.

引用

页码：2171 / 2173

页数：3

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