CYP83B1 is the oxime-metabolizing enzyme in the glucosinolate pathway in Arabidopsis

Hansen, C., Du, L., Naur, P., Olsen, C., Axelsen, K., Hick, A., Pickett, J. ORCID: https://orcid.org/0000-0002-8386-3770 and Halkier, B. 2001. CYP83B1 is the oxime-metabolizing enzyme in the glucosinolate pathway in Arabidopsis. Journal of Biological Chemistry 276 (27) , pp. 24790-24796. 10.1074/jbc.M102637200

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Abstract

CYP83B1 from Arabidopsis thaliana has been identified as the oxime-metabolizing enzyme in the biosynthetic pathway of glucosinolates. Biosynthetically active microsomes isolated from Sinapis alba convertedp-hydroxyphenylacetaldoxime and cysteine intoS-alkylatedp-hydroxyphenylacetothiohydroximate,S-(p-hydroxyphenylacetohydroximoyl)-l-cysteine, the next proposed intermediate in the glucosinolate pathway. The production was shown to be dependent on a cytochrome P450 monooxygenase. We searched the genome of A. thaliana for homologues of CYP71E1 (P450ox), the only known oxime-metabolizing enzyme in the biosynthetic pathway of the evolutionarily related cyanogenic glucosides. By a combined use of bioinformatics, published expression data, and knock-out phenotypes, we identified the cytochrome P450 CYP83B1 as the oxime-metabolizing enzyme in the glucosinolate pathway as evidenced by characterization of the recombinant protein expressed in Escherichia coli. The data are consistent with the hypothesis that the oxime-metabolizing enzyme in the cyanogenic pathway (P450ox) was mutated into a “P450mox” that converted oximes into toxic compounds that the plant detoxified into glucosinolates.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Schools > Chemistry
Publisher:	Elsevier
ISSN:	1083-351X
Date of First Compliant Deposit:	5 March 2026
Last Modified:	05 Mar 2026 12:30
URI:	https://orca.cardiff.ac.uk/id/eprint/185520

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