γ4-aminoxy peptides as new peptidomimetic foldamers

被引:23
作者
Chen, F
Zhu, NY
Yang, D
机构
[1] Univ Hong Kong, Dept Chem, Pokfulam, Hong Kong, Peoples R China
[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
关键词
D O I
10.1021/ja044493+
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The conformational properties of peptides 1-3 of γ-aminoxy acids have been investigated by using FT-IR, NMR spectroscopy, and X-ray crystallography. Diamide 1 consisting of unsubstituted γ-aminoxy acid cannot form intramolecular hydrogen bond. A novel γ N-O turn involving a 10-membered-ring intramolecular hydrogen bond between NHi+2 and COi is formed in γ4-aminoxy peptides 2 and 3. Triamides 3 prefers a new helical structure featuring two consecutive γ N-O turns. Therefore, γ4-aminoxy peptides represent new peptidomimetic foldamers. Copyright © 2004 American Chemical Society.
引用
收藏
页码:15980 / 15981
页数:2
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