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  • Title: Primary deuterium isotope effect in the oxidation of an iminium ion by aldehyde oxidase.
    Author: Ruenitz PC, Thomas HG.
    Journal: Arch Biochem Biophys; 1985 May 15; 239(1):270-2. PubMed ID: 4004259.
    Abstract:
    Studies of the rates of aldehyde oxidase-mediated oxidation of iminium ion (I) and its specifically labeled counterpart containing deuterium at the methine and methylene carbons of its seven-membered ring (I-d3), are reported. In separate incubations, the isotope effect (kH/kD) on Vmax was 3.3 and that on Km was 1.5. Co-incubation of equimolar amounts of I and I-d3 with aldehyde oxidase resulted in an isotope effect of 2.2 on product ratio. These results support hydrogen transfer from the methine carbon of the seven-membered ring to the molybdenum center of the enzyme as the rate-determining step in the conversion of I to its lactam metabolite (II).
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