A general solid phase method for the preparation of diverse azapeptide probes directed against cysteine proteases

Org Lett. 2005 Dec 8;7(25):5649-52. doi: 10.1021/ol052275v.

Abstract

[chemical reaction: see text]. A solid phase approach is presented for the synthesis of azapeptide inhibitors and activity based probes (ABPs) for cysteine proteases. This synthetic method allows the incorporation of diverse reactive warheads linked to different peptide recognition elements. Application of this method to the synthesis of a series of caspase probes is described.

Publication types

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

MeSH terms

  • Amines / chemical synthesis*
  • Amines / chemistry
  • Amines / pharmacology
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / chemistry
  • Aza Compounds / pharmacology
  • Combinatorial Chemistry Techniques*
  • Cysteine Proteinase Inhibitors / chemical synthesis*
  • Cysteine Proteinase Inhibitors / chemistry
  • Cysteine Proteinase Inhibitors / pharmacology
  • Microwaves
  • Molecular Probes / chemical synthesis*
  • Molecular Probes / chemistry
  • Molecular Probes / pharmacology
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Peptides / pharmacology

Substances

  • Amines
  • Aza Compounds
  • Cysteine Proteinase Inhibitors
  • Molecular Probes
  • Peptides