Metabolism of m-tert.-butylphenyl N-methylcarbamate in insects and mice.
The metabolism of m-tert.-butylphenyl N-methylcarbamate was studied in mice and five species of insects. Both the tert.-butyl group and the N-methyl group were hydroxylated. The major phenolic metabolite was m-(beta-hydroxy-tert.-butyl)phenol, which was identified by mass spectroscopy. Significant amounts of dihydroxy compounds were formed at a constant rate from the start of the enzymic oxidation process. The considerable species variation in the yields of the different types of oxidation products suggests that N-demethylation and oxidation of the tert.-butyl groups were catalysed by different enzymes. A microsomal NADPH-dependent enzyme also catalysed the splitting of the ester link in the insecticide.
D000818:Animals; D001516:Bees / Q000201:enzymology; D002219:Carbamates / Q000378:metabolism*; D001517:Coleoptera / Q000201:enzymology; D004175:Diptera / Q000201:enzymology; D006793:Houseflies / Q000201:enzymology; D006900:Hydroxylation; D007306:Insecticides / Q000378:metabolism*; D008099:Liver / Q000201:enzymology; D008297:Male; D013058:Mass Spectrometry; D008745:Methylation; D051379:Mice; D008861:Microsomes / Q000201:enzymology; D009249:NADP / Q000378:metabolism; D010084:Oxidation-Reduction; D010636:Phenols / Q000378:metabolism; D013045:Species Specificity; D014316:Tritium
D002219:Carbamates; D007306:Insecticides; D010636:Phenols; D014316:Tritium; D009249:NADP