Aryl hydrazides as linkers for solid phase synthesis which are cleavable under mild oxidative conditions

被引:82
作者
Millington, CR [1 ]
Quarrell, R [1 ]
Lowe, G [1 ]
机构
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
基金
英国生物技术与生命科学研究理事会;
关键词
linkers; oxidative cleavage; peptide synthesis; solid phase synthesis;
D O I
10.1016/S0040-4039(98)01543-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have developed an acid/base stable aryl hydrazide linker which is readily coupled to solid phase resins. Cleavage is specific and facile, requiring a copper (II) catalyst, base and a nucleophile to proceed. The conditions are compatible with all 20 proteinogenic amino acids and quantitative cleavage is achieved within 2 hours at 20 degrees C to give peptides with C-terminal acid, amide or ester functionalities. Aryl hydrazides also offer scope as simple "traceless" linkers. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7201 / 7204
页数:4
相关论文
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