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J.Health Sci., 46(1), 66-69, 2000
Nonenzymatic Reduction of N-Hydroxy-2- acetylaminofluorene to 2-Acetylaminofluorene by Heme in the Presence of Hydroquinones
Shigeyuki Kitamura,*,a Koji Takekawa,b Kazumi Sugihara,a and Shigeru Ohtaa
aInstitute of Pharmaceutical Science, Hiroshima University School of Medicine, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8551, Japan and bSafety Research Laboratory, Tanabe Seiyaku Co., Ltd., Yodogawa-ku, Osaka 532 -8505, Japan
This study demonstrates the reduction of N-hydroxy-2-acetylaminofluorene (N-OH-AAF) to 2-acetylaminofluorene by heme in the presence of hydroquinones. N-OH-AAF was reduced by hemoglobin and hematin in the presence of menadiol or 1,4-dihydroxynaphthalene under anaerobic conditions. However, protoporphyrin, ferric chloride and ferrous chloride did not catalyze the reduction of N-OH-AAF, even in the presence of hydroquinones. N-OH-AAF was also reduced by liver microsomes and cytosol, and by rat blood in the presence of 1,4-dihydroxynaphthalene. When liver preparations and blood were boiled, these activities were not diminished. The reduction is considered to occur nonenzymatically at the heme group of catalytic hemoproteins in the presence of hydroquinones as an electron donor.
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