Solid phase synthesis of a biased mini tetrapeptoid-library for the discovery of monodentate ITAM mimics as ZAP-70 inhibitors

Bioorg Med Chem Lett. 1998 Mar 3;8(5):405-8. doi: 10.1016/s0960-894x(98)00043-2.

Abstract

The biased library was composed of a novel phosphotyrosine mimic fixed in the P1 position of a tetrapeptoid and combined with three lipophilic N-substituents at the remaining positions giving a total of 27 single compounds. Screening for ZAP-70 antagonism identified 8 as a novel selective monodentate ZAP-70 antagonist and lead in the search for new immunosuppressive drugs.

MeSH terms

  • Humans
  • Molecular Mimicry
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / chemistry
  • Peptide Library*
  • Protein-Tyrosine Kinases / antagonists & inhibitors*
  • Receptors, Immunologic / chemistry*
  • Tyrosine / chemistry
  • ZAP-70 Protein-Tyrosine Kinase
  • src Homology Domains

Substances

  • Oligopeptides
  • Peptide Library
  • Receptors, Immunologic
  • Tyrosine
  • Protein-Tyrosine Kinases
  • ZAP-70 Protein-Tyrosine Kinase
  • ZAP70 protein, human