Design and synthesis of dipeptidyl alpha',beta'-epoxy ketones, potent irreversible inhibitors of the cysteine protease cruzain

Bioorg Med Chem Lett. 1998 Oct 6;8(19):2809-12. doi: 10.1016/s0960-894x(98)00494-6.

Abstract

The dipeptidyl epoxy ketone 4 is a potent, irreversible inhibitor of cruzain, a cysteine protease isolated from Trypanosoma cruzi, with an apparent second order inhibition rate constant of 330,000 sec-1M-1.

Publication types

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

MeSH terms

  • Cysteine Endopeptidases / drug effects*
  • Cysteine Proteinase Inhibitors / chemical synthesis*
  • Cysteine Proteinase Inhibitors / pharmacology*
  • Dipeptides / chemical synthesis*
  • Dipeptides / pharmacology*
  • Drug Design
  • Ketones / chemical synthesis*
  • Ketones / pharmacology*
  • Kinetics
  • Protozoan Proteins / drug effects*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Cysteine Proteinase Inhibitors
  • Dipeptides
  • Ketones
  • Protozoan Proteins
  • Cysteine Endopeptidases
  • cruzain, Trypanosoma cruzi