Fluoroalkenes as peptide isosteres: Ground state analog inhibitors of thermolysin

Article abstract of DOI:10.1021/jo00115a028

Tripeptide analogs of the form Cbz-GlyΨ[(Z/-CF=CH]LeuXaa (1, Xaa = Gly, Ala, Leu, Phe, and NH₂) were synthesized to assess the ability of the fluoroalkene moiety to mimic a peptide linkage. These compounds are modest inhibitors of the zinc endo