Oxygenation mechanism in conversion of aldehyde to carboxylic acid catalyzed by a cytochrome P-450 isozyme

Kazuhito Watanabe, Shizuo Narimatsu, Ikuo Yamamoto, Hidetoshi Yoshimura

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Abstract

The oxygenation of an aldehyde, 11-oxo-Δ8-tetrahydrocannabinol to a carboxylic acid, Δ8-tetrahydrocannabinol-11-oic acid was catalyzed by cytochrome P-450 MUT-2 purified from hepatic microsomes of male ddN mice. The oxygenation mechanism was confirmed by the incorporation of oxygen-18 from molecular oxygen into the carboxylic acid formed. An aldehyde form but not a hydrated form of 11-oxo-Δ8-tetrahydrocannabinol may be a substrate for the cytochrome P-450. The oxygenation of aldehyde catalyzed by cytochrome P-450 might be a common metabolic reaction in biological systems, and should be considered as an additional role of cytochrome P-450 in biotransformation of endogenous compounds and xenobiotics.

Original languageEnglish
Pages (from-to)2709-2711
Number of pages3
JournalJournal of Biological Chemistry
Volume266
Issue number5
Publication statusPublished - Feb 15 1991
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry

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