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

Org Biomol Chem

Université Paris Descartes, UMR 8601 CNRS, Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, 45 rue des Saints Pères, 75006 Paris, France.

Published: December 2011

AI Article Synopsis

  • The study introduces stable analogs of the bacterial transferase MraY's substrate or product, incorporating a pyrophosphate surrogate.
  • Researchers designed β-ketophosphonates to serve as bioisosteres for pyrophosphate and tested them as mimics of UDP-GlcNAc.
  • The approach enables the addition of structural diversity later in the synthesis process, and the synthesized compounds were tested for their activity on the MraY enzyme.

Article Abstract

Stable analogs of bacterial transferase MraY substrate or product with a pyrophosphate surrogate in their structure are described. β-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.

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Source
http://dx.doi.org/10.1039/c1ob06124kDOI Listing

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