Aza-peptide Michael acceptors: a new class of inhibitors specific for caspases and other clan CD cysteine proteases

J Med Chem. 2004 Apr 8;47(8):1889-92. doi: 10.1021/jm049938j.

Abstract

Aza-peptide Michael acceptors are a new class of irreversible inhibitors that are highly potent and specific for clan CD cysteine proteases. The aza-Asp derivatives were specific for caspases, while aza-Asn derivatives were effective legumain inhibitors. Aza-Lys and aza-Orn derivatives were potent inhibitors of gingipain K and clostripain. Aza-peptide Michael acceptors showed no cross reactivity toward papain, cathepsin B, and calpain.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Adhesins, Bacterial
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Caspase Inhibitors*
  • Caspases / chemistry
  • Cysteine Endopeptidases / chemistry
  • Cysteine Proteinase Inhibitors / chemical synthesis*
  • Cysteine Proteinase Inhibitors / chemistry
  • Gingipain Cysteine Endopeptidases
  • Hemagglutinins / chemistry
  • Kinetics
  • Peptides / chemical synthesis*
  • Peptides / chemistry

Substances

  • Adhesins, Bacterial
  • Aza Compounds
  • Caspase Inhibitors
  • Cysteine Proteinase Inhibitors
  • Gingipain Cysteine Endopeptidases
  • Hemagglutinins
  • Peptides
  • Caspases
  • Cysteine Endopeptidases
  • clostripain