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.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Bacillus subtilis / enzymology*
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Bacterial Proteins / antagonists & inhibitors*
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Bacterial Proteins / metabolism
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Biocatalysis
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology*
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Molecular Conformation
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Organophosphonates / chemical synthesis
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Organophosphonates / chemistry
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Organophosphonates / pharmacology*
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Stereoisomerism
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Structure-Activity Relationship
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Transferases (Other Substituted Phosphate Groups)
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Transferases / antagonists & inhibitors*
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Transferases / metabolism
Substances
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Bacterial Proteins
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Enzyme Inhibitors
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Organophosphonates
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Transferases
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Transferases (Other Substituted Phosphate Groups)
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mraY protein, Bacteria