Synthesis of P1-Citronellyl-P2-α-D-pyranosyl pyrophosphates as potential substrates for the E-coli Undecaprenyl-pyrophosphoryl-N-acetylglucoseaminyl transferase MurG

被引：21

作者：

Cudic, P

Behenna, DC

Yu, MK

Kruger, RG

Szewczuk, LM

McCafferty, DG ^{[1
]}

机构：

[1] Univ Penn, Sch Med, Johnson Res Fdn, Philadelphia, PA 19104 USA

[2] Univ Penn, Sch Med, Dept Biochem & Biophys, Philadelphia, PA 19104 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 24期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0960-894X(01)00653-9

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

P-1-Citronellyl-P-2-alpha -D-pyranosyl pyrophosphates containing alpha -D-N-acetylglucoseaminyi. alpha -D-glucosyl, and alpha -D-N-acetylmuramyl carbohydrates were synthesized and used in substrate specificity studies of the Escherichia coli MurG enzyme. Oxalyl chloride activation or citronellyl phosphate for coupling to alpha -D-pyranose-1-phosphates resulted in markedly improved yields over traditional Khorana-Moffatt and diphenyl chlorophosphate activation strategies. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3107 / 3110

页数：4

共 23 条

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[2]

Auger G, 1997, LETT PEPT SCI, V4, P371, DOI 10.1023/A:1008821510662

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