Abstract

In order to investigate the isotope effect on the microsomal oxidative deamination of cyclohexylamine, alpha-deuterium(D)-labelled cyclohexylamine was synthesized. The deuterium labelling was found exclusively at the alpha-position with a purity of greater than 99 atom percent. Metabolic studies in vitro indicate that a significant deuterium isotope effect operates in the oxidative deamination of alpha-D-labelled cyclohexylamine. On incubation with rabbit liver microsomes in the presence of reduced nicotinamide adenine dinucleotide phosphate (NADPH) and oxygen, the ratio of apparent deamination rate constants (kH/kD) was 2.0 +/- 0.2 (mean +/- S.D.).

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