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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
 
 

The metabolism of N,N-dimethylaniline by isolated rat hepatocytes: identification of a novel N-conjugate.

1. Incubation of N,N-dimethylaniline (DMA) with isolated rat hepatocytes resulted in the production of N-methylaniline, aniline, N,N-dimethylaniline N-oxide (DMA N-Oxide) and a highly water-soluble metabolic tentatively identified as N-methylaniline N-glucuronide. 2. After the removal of aniline, N-methylaniline and DMA, treatment of the media with either strong acid or beta-glucuronidase, resulted in the release of N-methylaniline, identified by chromatography and mass spectrometry. 3. Pre-incubation of rat hepatocytes with 2 mM D-galactosamine, which decreased 7-hydroxycoumarin conjugate formation by 40%, selectively decreased the formation of this highly water-soluble metabolite from DMA by 70%. DMA N-demethylase and N-oxidase activities remained unchanged. 4. Incubation of rat hepatocytes with N-methylaniline resulted in the production of the novel metabolite, the formation of which was proportional to cell number, incubation time, and N-methylaniline (substrate) concentration. 5. The N-glucuronidation of the secondary N-alkylarylamine, N-methylaniline, by rat hepatocytes represents a quantitatively important and previously uncharacterized route of metabolism in these cells. Further studies are, however, required to identify this metabolite unequivocally as the N-glucuronide of N-methylaniline.[1]

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