Synthesis and biological evaluation of potential new inhibitors of the bacterial transferase MraY with a β-ketophosphonate structure

被引：10

作者：

Auberger, Nicolas ^{[1
]}

Frlan, Rok ^{[1
]}

Al-Dabbagh, Bayan ^{[2
]}

Bouhss, Ahmed ^{[2
]}

Crouvoisier, Muriel ^{[2
]}

Gravier-Pelletier, Christine ^{[1
]}

Le Merrer, Yves ^{[1
]}

机构：

[1] Univ Paris 05, UMR CNRS 8601, Lab Chim & Biochim Pharmacol & Toxicol, F-75006 Paris, France

[2] Univ Paris 11, Lab Enveloppes Bacteriennes & Antibiot, Inst Biochim & Biophys Mol & Cellulaire, UMR 8619, F-91405 Orsay, France

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 24期

关键词：

1ST MEMBRANE STEP; UDP-GALF MIMICS; PENTAPEPTIDE TRANSLOCASE; ESCHERICHIA-COLI; ACTIVE-SITE; PEPTIDOGLYCAN; ANALOGS; BIOSYNTHESIS; LIPOSIDOMYCINS; PYROPHOSPHATE;

D O I：

10.1039/c1ob06124k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stable analogs of bacterial transferase MraY substrate or product with a pyrophosphate surrogate in their structure are described. beta-ketophosphonates were designed as pyrophosphate bioisosteres and were investigated as UDP-GlcNAc mimics. The developed strategy allows introduction of structural diversity at a late stage of the synthesis. The biological activity of the synthesized compounds was evaluated on the MraY enzyme.

引用

页码：8301 / 8312

页数：12

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