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J.Health Sci., 49(6), 501-508, 2003
Deacylation of N-Formylanilines and N-Acetylanilines by Rat Liver Formamidase
Shigeyuki Kitamura,* Osamu Ueda,
Kazumi Sugihara, and Shigeru Ohta
Graduate School of Biomedical Sciences, Hiroshima University, Kasumi 1-2-3, Minami-ku, Hiroshima 734-8551, Japan
The deacylation of N-formylanilines and N-acetylanilines to aniline derivatives was examined in rat liver preparations. When N4-formylsulfanilamide or N4-acetylsulfanilamide was incubated with rat liver cytosol, the deacylated metabolite, sulfanilamide, was formed. These deacylating activities were inhibited by paraoxone and diisopropyl fluorophosphate, inhibitors of formamidase. N4-Formylsulfanilamide and N4-acetylsulfanilamide were deacylated by formamidase purified from rat liver cytosol. N-Acetyl- or N-formylanilines bearing an electron-withdrawing group at the para position were deacylated to anilines by formamidase. In contrast, anilines bearing an electron-donating group at the para position were formylated to N-formylanilines in the presence of N-formyl-L-kynurenine. Formamidase catalyzed both N-formylation of aniline derivatives, and deacylation of N-formylanilines and N-acetylanilines.
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