Molecular Pharmacology, Vol 1, 145-148, Copyright © 1965 by the American Society for Pharmacology and Experimental Therapeutics

On the Mechanism of Oxidative Cleavage of Aryl-Alkyl Ethers by Liver Microsomes

¹ Laboratory of Clinical Biochemistry, National Heart Institute, National Institutes of Health, Bethesda, Maryland

Studies with ¹⁸O₂ and H₂¹⁸O have shown that oxidative O-demethylation of p-methoxyacetanilide by liver microsomes involves the cleavage of the oxygen methyl bond with no incorporation of oxygen into the phenolic product. They indicate that the intact methoxy group is not displaced by a hydroxyl group. Furthermore, p-methoxyphenylalanine was not converted to tyrosine by liver phenylalanine hydroxylase. These findings indicate that the microsomal cleavage of aryl-alkyl ethers is not catalyzed by an aromatic hydroxylase.

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