Elevated conformational rigidity in dipeptides incorporating piperazic acid derivatives

被引：40

作者：

Xi, N ^{[1
]}

Alemany, LB ^{[1
]}

Ciufolini, MA ^{[1
]}

机构：

[1] Rice Univ, Dept Chem, Houston, TX 77005 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1998年 / 120卷 / 01期

关键词：

D O I：

10.1021/ja9729903

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Acyl derivatives of piperazic acids display an unusual degree of conformational rigidity. As a consequence, alpha-N-coupling of a piperazic acid of given configuration (D or L) with an alpha-aminoacyl unit of opposite configuration (L or D) produces a "heterochiral" dipeptide that exists in a conformation conducive to the formation of a peptide turn. Piperazic acids and related compounds may thus be regarded as conformationally rigid analogues of proline, and because they are readily available in either antipodal form by synthesis, they should become of great interest in the study of peptide turns.

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页码：80 / 86

页数：7

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