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.
Publication
, Journal Article
Kudryavtsev, KV; Bentley, ML; McCafferty, DG
Published in: Bioorganic & medicinal chemistry
April 2009
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.
Duke Scholars
Published In
Bioorganic & medicinal chemistry
DOI
EISSN
1464-3391
ISSN
0968-0896
Publication Date
April 2009
Volume
17
Issue
7
Start / End Page
2886 / 2893
Related Subject Headings
- Sulfones
- Staphylococcus aureus
- Protein Isoforms
- Proline
- Medicinal & Biomolecular Chemistry
- Enzyme Inhibitors
- Cysteine Endopeptidases
- Bacterial Proteins
- Anti-Bacterial Agents
- Aminoacyltransferases
Citation
APA
Chicago
ICMJE
MLA
NLM
Kudryavtsev, K. V., Bentley, M. L., & McCafferty, D. G. (2009). 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, 17(7), 2886–2893. https://doi.org/10.1016/j.bmc.2009.02.008
Kudryavtsev, Konstantin V., Matthew L. Bentley, and Dewey G. McCafferty. “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 17, no. 7 (April 2009): 2886–93. https://doi.org/10.1016/j.bmc.2009.02.008.
Kudryavtsev KV, Bentley ML, McCafferty DG. 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 Apr;17(7):2886–93.
Kudryavtsev, Konstantin V., et al. “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, vol. 17, no. 7, Apr. 2009, pp. 2886–93. Epmc, doi:10.1016/j.bmc.2009.02.008.
Kudryavtsev KV, Bentley ML, McCafferty DG. 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 Apr;17(7):2886–2893.
Published In
Bioorganic & medicinal chemistry
DOI
EISSN
1464-3391
ISSN
0968-0896
Publication Date
April 2009
Volume
17
Issue
7
Start / End Page
2886 / 2893
Related Subject Headings
- Sulfones
- Staphylococcus aureus
- Protein Isoforms
- Proline
- Medicinal & Biomolecular Chemistry
- Enzyme Inhibitors
- Cysteine Endopeptidases
- Bacterial Proteins
- Anti-Bacterial Agents
- Aminoacyltransferases