Small molecule colorimetric probes for specific detection of human arylamine N-acetyltransferase 1, a potential breast cancer biomarker

J Am Chem Soc. 2010 Mar 17;132(10):3238-9. doi: 10.1021/ja909165u.

Abstract

The identification, synthesis, and evaluation of a series of naphthoquinone derivatives as selective inhibitors of human arylamine N-acetyltransferase 1 and mouse arylamine N-acetyltransferase 2 are described. The compounds undergo a distinctive color change (red --> blue) upon binding to these human and mouse NAT isoenzymes driven by a proton transfer event. No color change is observed in the presence of functionally distinct but highly similar isoenzymes which are >70% identical. These molecules may be used as sensors to detect the presence of human NAT1 in cell lysates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Arylamine N-Acetyltransferase / analysis*
  • Arylamine N-Acetyltransferase / antagonists & inhibitors
  • Biomarkers, Tumor / analysis*
  • Breast Neoplasms / enzymology*
  • Colorimetry / methods*
  • Female
  • Humans
  • Isoenzymes / analysis*
  • Isoenzymes / antagonists & inhibitors
  • Mice
  • Models, Molecular

Substances

  • Biomarkers, Tumor
  • Isoenzymes
  • Arylamine N-Acetyltransferase
  • N-acetyltransferase 1
  • Nat2 enzyme, mouse