The synthesis of peptidomimetic combinatorial libraries through successive amide alkylations

被引：39

作者：

Dorner, B ^{[1
]}

Husar, GM ^{[1
]}

Ostresh, JM ^{[1
]}

Houghten, RA ^{[1
]}

机构：

[1] TORREY PINES INST MOL STUDIES,SAN DIEGO,CA 92121

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1996年 / 4卷 / 05期

关键词：

alkylation; combinatorial library; peptidomimetic; solid phase synthesis;

D O I：

10.1016/0968-0896(96)00067-3

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A soluble peptidomimetic combinatorial library of 57,500 compounds was prepared. This library has a dipeptide scaffold with each amide hydrogen replaced with five different alkyl groups (methyl, ethyl, allyl, benzyl, or naphthylmethyl). Solid-phase methodology in combination with N-alkylation were used to synthesize the library, which incorporated 50 different L-, D-, and unnatural amino acids. Repetitive amide alkylations were carried out on the solid support following each amino acid coupling step. Individual model compounds were synthesized in order to optimize the alkylation conditions, to study potential amino acid side chain modifications, to determine the extent of racemization, and to provide analytical controls during the library synthesis. Copyright (C) 1996 Elsevier Science Ltd.

引用

页码：709 / 715

页数：7

共 24 条

[1] IDENTIFICATION OF ANTIMICROBIAL PEPTIDES BY USING COMBINATORIAL LIBRARIES MADE UP OF UNNATURAL AMINO-ACIDS [J].