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

N-methylation of nicotine enantiomers by human liver cytosol.

Incubation of human liver cytosol with either R-(+)-[3H-N'CH3]nicotine or S-(-)-[3H-N'CH3]nicotine results in the formation of the corresponding N-methyl quaternary ammonium metabolite. A substrate stereoselectivity was observed in that the turnover number for the methylation of the S-(-)-isomer was 0.25 pmol mg-1 protein h-1, whereas that for the R-(+)-isomer was 2.11. The latter substrate exhibited an apparent Km value of 20.1 microM. Nicotine N-methylation appears to be species-dependent, since rat liver homogenates contained no 'nicotine N-methyltransferase' activity, whereas with guinea-pig liver homogenates, a substrate specificity for only R-(+)-nicotine was observed.[1]


  1. N-methylation of nicotine enantiomers by human liver cytosol. Crooks, P.A., Godin, C.S. J. Pharm. Pharmacol. (1988) [Pubmed]
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