Macrocyclic oxygen transfer in the conversion of fatty acid hydroperoxide to a single species of triol in physiological saline

Organic & Biomolecular Chemistry 2026 Open access

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Authors: Min Suk Choi, William E. Boeglin, Donald F. Stec, M. Wade Calcutt, Ned A. Porter, ALAN R. BRASH
DOI: 10.1039/d6ob00371k
Cited by: 1
References: 52

Abstract

H]-hydroperoxide demonstrated intramolecular oxygen transfer with the retention of both hydroperoxy oxygens on the 5- and 17-carbons. Direct involvement of the 17-hydroperoxide group in oxygen transfer with the participation of the C1 carboxyl in a mechanism with high "effective molarity" at the 4,5-double bond can account for the findings. Other fatty acid hydroperoxides with a similar spatial relationship between the peroxide and double bonds could also undergo this intramolecular oxygen transfer, a novel pathway in lipid peroxidation.

Fields of Study & Subjects

Fatty Acid Research and Health Lipid metabolism and biosynthesis Antioxidant Activity and Oxidative Stress

Publication details

Journal / source
Organic & Biomolecular Chemistry
Publisher
Royal Society of Chemistry (RSC)
Volume
24
Issue
18
Pages
3895–3904
Publication date
1 January 2026
Language
EN