BACKBONE CYCLIZATION - A NEW METHOD FOR CONFERRING CONFORMATIONAL CONSTRAINT ON PEPTIDES
BACKBONE CYCLIZATION - A NEW METHOD FOR CONFERRING CONFORMATIONAL CONSTRAINT ON PEPTIDES
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DOI：
10.1002/bip.360310619
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发表时间：
1991-05-01
期刊：
影响因子：
2.9
通讯作者：
BYK, G
中科院分区：
文献类型：
--
作者：
GILON, C;HALLE, D;BYK, G
This article describes a new concept of medium- and long-range cyclization of peptides through "backbone cyclization." In this approach, conformational constraints are conferred on a peptide by linking omega-substituted alkylidene chains replacing N-alpha or C-alpha hydrogens in a peptidic backbone. Backbone cyclization, which is divided into N-backbone and C-backbone cyclizations, allow for new modes of cyclization in addition to the classical ones that are limited to cyclization through the side chains and/or the amino or carboxyl terminal groups. The article also describes the application of the N-backbone cyclization to the active region of substance P. Conformational constraints of this peptide by the classical cyclization modes led to inactive analogues whereas N-backbone cyclization provided an active, selective, and metabolically stable analogue.
