SYNTHESIS AND EVALUATION OF INHIBITORS FOR ESCHERICHIA-COLI GLUCOSAMINE-6-PHOSPHATE SYNTHASE

被引：17

作者：

AUVIN, S ^{[1
]}

COCHET, O ^{[1
]}

KUCHARCZYK, N ^{[1
]}

LEGOFFIC, F ^{[1
]}

BADET, B ^{[1
]}

机构：

[1] ECOLE NATL SUPER CHIM,BIOORGAN & BIOTECHNOL LAB,CNRS,UA 1389,11 RUE PIERRE & MARIE CURIE,F-75231 PARIS 05,FRANCE

来源：

BIOORGANIC CHEMISTRY | 1991年 / 19卷 / 02期

关键词：

D O I：

10.1016/0045-2068(91)90030-S

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：

The design, synthesis and evaluation of potential affinity labels of Escherichia coli glucosamine-6-phosphate synthase (glmS) are described. Among the inhibitors described, 2-amino-3-((N-halomethyl)amino)propanoates 1a and 2a and 2-amino-3-(N-maleimidyl)propanoate 4a exhibited time-dependent inhibition parameters similar to those previously obtained for N3-(4-methoxyfumaroyl)diaminopropanoate 5, the most efficient synthetic inhibitor of glmS reported to date. From the recently elucidated mechanism of glmS inactivation by 5, the alkylation of cysteine-1-thiol by 1a, 2a and 4a seems very likely. © 1991.

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页码：143 / 151

页数：9

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