Thiazolidines to lock cis Xaa-Pro amide bond:: new synthetic approach

被引：6

作者：

Chierici, S

Figuet, M

Dettori, A

Dumy, P

机构：

[1] Univ Grenoble 1, LEDSS, UMR 5616, F-38041 Grenoble, France

[2] Univ Grenoble 1, FR2607, ICMG, F-38041 Grenoble, France

来源：

COMPTES RENDUS CHIMIE | 2005年 / 8卷 / 05期

关键词：

2,2-dimethylthiazolidine; Cis proline bond; N-allyloxycarbonyl group; peptide synthesis; tandem deprotection-coupling reaction;

D O I：

10.1016/j.crci.2005.02.005

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Thiazolidines, especially the 2,2-dimethylated residue Cys(Psi(Me,Me)pro), are efficient tools to lock Xaa-Pro amide bond to the cis conformation. We investigated herein a new synthetic approach to incorporate these proline mimics instead of the proline into a peptide sequence using N alpha-protected derivatives by a fluorenylmethyl or an allyl carbamate. (c) 2005 Academie des sciences. Published by Elsevier SAS. All rights reserved.

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页码：875 / 880

页数：6

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