Nitrite converts 2-amino-alpha-carboline, an indirect mutagen, into 2-hydroxy-alpha-carboline, a non-mutagen, and 2-hydroxy-3-nitroso-alpha-carboline, a direct mutagen |
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| Authors: | M Tsuda M Nagao T Hirayama T Sugimura |
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| Affiliation: | 1. Epidemiology Division, National Cancer Center Reasearch Institute, 5-1-1, Chuo-ku, Tokyo 104, Japan;2. Biochemistry Division, National Cancer Center Research Institute, 5-1-1, Chuo-ku, Tokyo, 104, Japan |
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| Abstract: | 2-Amino-alpha-carboline [26148-68-5] which was isolated from a pyrolysate of soybean globulin and which was mutagenic to Salmonella typhimurium in the presence of a rat-liver microsomal fraction (S9 mix), was converted into non-mutagenic 2-hydroxy-alpha-carboline by treatment with nitrite in acidic conditions. However, on prolonged treatment with nitrite and acid, 2-hydroxy-alpha-carboline was further converted into a new mutagen which did not require S9 mix for exhibition of the mutagenicity. This direct-acting mutagen was found to be 2-hydroxy-3-nitroso-alpha-carboline by mass and proton magnetic resonance spectroscopies. |
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