Hepatic microsomal oxygenation of aldehydes to carboxylic acids

Kazuhito Watanabe; Shizuo Narimatsu; Ikuo Yamamoto; Hidetoshi Yoshimura

doi:10.1016/0006-291X(90)91008-G

Hepatic microsomal oxygenation of aldehydes to carboxylic acids

Kazuhito Watanabe, Shizuo Narimatsu, Ikuo Yamamoto, Hidetoshi Yoshimura

Faculty of Pharmaceutical Sciences

Research output: Contribution to journal › Article

28 Citations (Scopus)

Abstract

Hepatic microsomal oxygenation of aldehydes to carboxylic acids was investigated. Aldehydes (veratrum aldehyde, cinnamic aldehyde, myrtenal, cuminaldehyde, 3-phenylpropionaldehyde, perillaldehyde and 9-anthraldehyde) were incubated with hepatic microsomes of mice in the presence of an NADPH-generating system under ¹⁸O₂ (97 atom%). The incorporation of oxygen-18 into carboxylic acids formed was determined by gas chromatography-mass spectrometry. Oxygen-18 was incorporated into the carboxylic acids formed from all aldehyde substrates examined. Hepatic microsomal formation of 3,4-dimethoxybenzoic acid and cumic acid from veratrum aldehyde and cuminaldehyde, respectively, was inhibited by CO and SKF 525-A. These results indicate that the oxygenation of aldehydes which may be catalyzed by cytochrome P450 is a common reaction in the biotransformation of xenobiotic aldehydes.

Original language	English
Pages (from-to)	1308-1312
Number of pages	5
Journal	Biochemical and Biophysical Research Communications
Volume	166
Issue number	3
DOIs	https://doi.org/10.1016/0006-291X(90)91008-G
Publication status	Published - Feb 14 1990

ASJC Scopus subject areas

Biophysics
Biochemistry
Molecular Biology
Cell Biology

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Watanabe, K., Narimatsu, S., Yamamoto, I., & Yoshimura, H. (1990). Hepatic microsomal oxygenation of aldehydes to carboxylic acids. Biochemical and Biophysical Research Communications, 166(3), 1308-1312. https://doi.org/10.1016/0006-291X(90)91008-G

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abstract = "Hepatic microsomal oxygenation of aldehydes to carboxylic acids was investigated. Aldehydes (veratrum aldehyde, cinnamic aldehyde, myrtenal, cuminaldehyde, 3-phenylpropionaldehyde, perillaldehyde and 9-anthraldehyde) were incubated with hepatic microsomes of mice in the presence of an NADPH-generating system under 18O2 (97 atom%). The incorporation of oxygen-18 into carboxylic acids formed was determined by gas chromatography-mass spectrometry. Oxygen-18 was incorporated into the carboxylic acids formed from all aldehyde substrates examined. Hepatic microsomal formation of 3,4-dimethoxybenzoic acid and cumic acid from veratrum aldehyde and cuminaldehyde, respectively, was inhibited by CO and SKF 525-A. These results indicate that the oxygenation of aldehydes which may be catalyzed by cytochrome P450 is a common reaction in the biotransformation of xenobiotic aldehydes.",

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