苯胲在水溶液中的氧化：一种研究伯芳香胺致癌作用的模型。
Oxidation of phenylhydroxylamine in aqueous solution: a model for study of the carcinogenic effect of primary aromatic amines.
作者信息
Becker A R, Sternson L A
出版信息
Proc Natl Acad Sci U S A. 1981 Apr;78(4):2003-7. doi: 10.1073/pnas.78.4.2003.
Abstract
Phenylhydroxylamine is degraded in aqueous phosphate buffers at physiological pH values (6.8-7.4) to give nitrosobenzene, nitrobenzene, and azoxybenzene. The reaction is O2 dependent and subject to general acid and general base catalysis. At pH less than or equal to 5.8 in cacodylate buffer, it is converted to p-nitrosophenol in addition to nitrosobenzene, nitrobenzene, and azoxybenzene. Nitrobenzene and p-nitrosophenol appear to form directly from phenylhydroxylamine. A common intermediate generated from phenylhydroxylamine and O2 is suggested to account for the formation of nitrobenzene, nitrosobenzene, and p-nitrosophenol and is consistent with kinetic studies and 18O-labeling experiments. The results suggest that neither hydrogen peroxide nor superoxide (O-2) are involved in the oxidation sequence.
摘要
苯胲在生理pH值（6.8 - 7.4）的磷酸盐水溶液缓冲液中降解，生成亚硝基苯、硝基苯和氧化偶氮苯。该反应依赖于氧气，并受到广义酸和广义碱的催化。在二甲胂酸盐缓冲液中pH小于或等于5.8时，除了亚硝基苯、硝基苯和氧化偶氮苯外，它还会转化为对亚硝基苯酚。硝基苯和对亚硝基苯酚似乎直接由苯胲形成。有人提出由苯胲和氧气生成的一种常见中间体可以解释硝基苯、亚硝基苯和对亚硝基苯酚的形成，这与动力学研究和18O标记实验结果一致。结果表明，氧化过程中既不涉及过氧化氢也不涉及超氧阴离子（O₂⁻）。
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