Reversible α-helix formation controlled by a hydrogen bond surrogate

被引：29
|
作者：
Miller, Stephen E. [1 ]
Kallenbach, Neville R. [1 ]
Arora, Paramjit S. [1 ]
机构：
[1] NYU, Dept Chem, New York, NY 10003 USA
来源：
TETRAHEDRON | 2012年 / 68卷 / 23期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
Foldamer; Stabilized alpha-helix; Helix inducer; Hydrogen bond surrogate; Disulfide bridge; SOLID-PHASE SYNTHESIS; STABILITY; PEPTIDES; TRIFLUOROETHANOL; MECHANISM;
D O I：
10.1016/j.tet.2011.12.068
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Strategically placed covalent linkages have been shown to stabilize helical conformations in short peptide sequences. Here we report the synthesis of a stabilized alpha-helix that utilizes an internal disulfide linkage. Structural analysis indicates that the dynamic nature of the disulfide bridge allows for the reversible formation of an alpha-helix through oxidation and reduction reactions. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4434 / 4437
页数：4
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