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Formation of 12-[18-O]oxo-cis-10, Cis-15-phytodienoic Acid from 13[18-O]hydroperoxylinolenic Acid by Hydroperoxide Cyclase

Overview
Journal Lipids
Specialty Biochemistry
Date 1980 Jun 1
PMID 6772912
Citations 11
Authors
B A Vick
P Feng
D C Zimmerman
Affiliations
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Abstract

13-[18-O]Hydroperoxylinolenic acid was permitted to react with an extract of flaxseed acetone powder containing hydroperoxide cyclase activity. The resulting product, 12-oxo-cis-10,cis-15-phytodienoic acid (12-oxo-PDA), contained 18O in the carbonyl oxygen at carbon 12, suggesting that an epoxide was an intermediate in the hyderoperoxide cyclase reaction. A substrate specificity study showed that a cis double bond beta, gamma to the conjugated hydroperoxide group was essential for the substrate to be converted to a cyclic product by hydroperoxide cyclase.

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References
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