Design and synthesis of novel protease inhibitors. Tripeptide α′,ss′-epoxyketones as nanomolar inactivators of the proteasome

Article abstract of DOI:10.1016/0040-4039(96)00018-4

Tripeptide α′,β′-epoxyketones were prepared stereospecifically starting from Boc-[S]-phenylalanine. Diastereomer 5b inhibited the chymotrypsin-like activity of porcine endothelial cell derived proteasome at low nanomolar concentrations.