An unnatural amino acid that mimics phosphotyrosine

Chem Commun (Camb). 2010 May 7;46(17):2980-2. doi: 10.1039/c000283f. Epub 2010 Mar 5.

Abstract

By replacing the phosphate group in pTyr with an isoxazole carboxylic acid, a novel unnatural amino acid has been successfully synthesized. Subsequently, its incorporation into a known PPI (protein-protein interaction) inhibitor of STAT3 protein (ISS 610) generated I2 which showed reasonable anti-STAT3 activity in both fluorescence polarization and cell-proliferation experiments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Animals
  • Carboxylic Acids / chemical synthesis
  • Carboxylic Acids / chemistry
  • Cell Line
  • Cell Proliferation
  • Fluorescence Polarization
  • Humans
  • Isoxazoles / chemistry
  • Mice
  • Phosphotyrosine / chemistry*
  • Protein Binding
  • STAT3 Transcription Factor / antagonists & inhibitors
  • STAT3 Transcription Factor / metabolism

Substances

  • Amino Acids
  • Carboxylic Acids
  • Isoxazoles
  • STAT3 Transcription Factor
  • Phosphotyrosine