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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.

Original publication

DOI

10.1021/ja909165u

Type

Journal

J Am Chem Soc

Publication Date

17/03/2010

Volume

132

Pages

3238 - 3239

Keywords

Animals, Arylamine N-Acetyltransferase, Biomarkers, Tumor, Breast Neoplasms, Colorimetry, Female, Humans, Isoenzymes, Mice, Models, Molecular