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Synthesis and biological evaluation of potential new inhibitors of the bacterial transferase MraY with a β-ketophosphonate structure.
- Source :
-
Organic & biomolecular chemistry [Org Biomol Chem] 2011 Dec 21; Vol. 9 (24), pp. 8301-12. Date of Electronic Publication: 2011 Nov 01. - Publication Year :
- 2011
-
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.
- Subjects :
- Bacterial Proteins metabolism
Biocatalysis
Enzyme Inhibitors chemical synthesis
Enzyme Inhibitors chemistry
Molecular Conformation
Organophosphonates chemical synthesis
Organophosphonates chemistry
Stereoisomerism
Structure-Activity Relationship
Transferases metabolism
Transferases (Other Substituted Phosphate Groups)
Bacillus subtilis enzymology
Bacterial Proteins antagonists & inhibitors
Enzyme Inhibitors pharmacology
Organophosphonates pharmacology
Transferases antagonists & inhibitors
Subjects
Details
- Language :
- English
- ISSN :
- 1477-0539
- Volume :
- 9
- Issue :
- 24
- Database :
- MEDLINE
- Journal :
- Organic & biomolecular chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 22042341
- Full Text :
- https://doi.org/10.1039/c1ob06124k