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

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 diver...

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Veröffentlicht in:Organic & biomolecular chemistry 2011-12, Vol.9 (24), p.8301
Hauptverfasser: Auberger, Nicolas, Frlan, Rok, Al-Dabbagh, Bayan, Bouhss, Ahmed, Crouvoisier, Muriel, Gravier-Pelletier, Christine, Le Merrer, Yves
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Sprache:eng
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Zusammenfassung: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c1ob06124k