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- W4249848110 abstract "N-Nitrosamines require metabolic activation to generate the reactive species which result in tumor induction. The most commonly accepted hypothesis for this activation is the α-hydroxylation hypothesis. Nitrosamines which have hydrogens on the alpha carbons are hydroxylated in that position by a mixed function oxygenase. The resultant α-hydroxyalkyl nitrosamine breaks down to an alkyldiazonium ion and the corresponding carbonyl compound. The diazonium ion alkylates a variety of nucleophiles and releases molecular nitrogen. The determination of the amount of molecular nitrogen provides a measure of the extent of β-hydroxylation. This concept was applied to the in vitro metabolism of doubly [15N]-labeled dimethylnitrosamine (DMN) and N-nitrosomethylaniline (NMA) by uninduced rat liver S-9 (the postmitochondrial fraction). The amount of total metabolism was determined by the measurement of nitrosamine loss. It was found that measurement of formaldehyde formation gave an artificially low value of nitrosamine metabolism. The in vitro results indicated that about 34% of the DMN metabolism proceeded by a α-hydroxylation, while only 19% of the theoretical nitrogen was released by NMA. A similar experiment in vivo, using [15N]-labeled DMN showed that about 66% of the metabolism proceeded by α-hydroxylation." @default.
- W4249848110 created "2022-05-12" @default.
- W4249848110 date "1981-12-09" @default.
- W4249848110 modified "2023-10-14" @default.
- W4249848110 title "<i>N</i>-Nitroso Compounds" @default.
- W4249848110 doi "https://doi.org/10.1021/bk-1981-0174" @default.
- W4249848110 hasPublicationYear "1981" @default.
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