MilliporeSigma
  • Home
  • Search Results
  • 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.

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.

Bioorganic & medicinal chemistry (2009-03-10)
Konstantin V Kudryavtsev, Matthew L Bentley, Dewey G McCafferty
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Phenyl vinyl sulfone, 99%
Sigma-Aldrich
Berberine chloride form