Pseudo-A(1,3) strain as a key conformational control element in the design of poly-L-proline type II peptide mimics

被引:47
作者
Zhang, R [1 ]
Brownewell, F [1 ]
Madalengoitia, JS [1 ]
机构
[1] Univ Vermont, Dept Chem, Burlington, VT 05405 USA
关键词
D O I
10.1021/ja972494e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A strategy for the synthesis of peptide mimics of the poly-L-proline type II secondary structure from 4-substituted prolines is presented. Dimeric and trimeric oligomers composed of 3-substituted prolines are shown by NMR to preferentially populate the poly-L-proline type II secondary structure in both CDCl3 and D2O. Oligomers composed of 4-substituted prolines thus imitate the desired backbone conformation and are able to incorporate non-prolyl side chains on the proline backbone.
引用
收藏
页码:3894 / 3902
页数:9
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