Probing of the cis-5-phenyl proline scaffold as a platform for the synthesis of mechanism-based inhibitors of the Staphylococcus aureus sortase SrtA isoform.
Journal Article (Journal Article)
cis-5-Phenyl prolinates with electrophilic substituents at the fourth position of a pyrrolidine ring were synthesized by 1,3-dipolar cycloaddition of arylimino esters with divinyl sulfone and acrylonitrile. 4-Vinylsulfonyl 5-phenyl prolinates inhibit Staphylococcus aureus sortase SrtA irreversibly by modification of the enzyme Cys184 and could be used as hits for the development of antibacterials and antivirulence agents.
Full Text
Duke Authors
Cited Authors
- Kudryavtsev, KV; Bentley, ML; McCafferty, DG
Published Date
- April 2009
Published In
Volume / Issue
- 17 / 7
Start / End Page
- 2886 - 2893
PubMed ID
- 19269184
Pubmed Central ID
- 19269184
Electronic International Standard Serial Number (EISSN)
- 1464-3391
International Standard Serial Number (ISSN)
- 0968-0896
Digital Object Identifier (DOI)
- 10.1016/j.bmc.2009.02.008
Language
- eng