Catabolism and Accumulation of Dietary <i>cis</i>- and <i>trans</i>-Epoxy Octadecanoic Acids in Mice

<i>In vivo</i> metabolism of epoxy fatty acids, the unsaturated fatty acid oxidation products formed upon heating of edible oils, remains unclear. Here, we compared the catabolic rates and accumulation of dietary <i>cis-</i> and <i>trans-</i>epoxy octadecanoic acids (epoxy-C18:0) with those of oleic acid (<i>cis-</i>C18:1) in mice using stable isotope-labeled compounds. Both epoxy isomers were catabolized more rapidly than <i>cis-</i>C18:1, with <i>trans-</i>epoxy-C18:0 exhibiting a slightly faster rate than <i>cis-</i>epoxy-C18:0. The concentrations of <i>cis-</i> and <i>trans-</i>epoxy-C18:0 were significantly lower than those of <i>cis-</i>C18:1 in the plasma, small intestine, and liver, with <i>trans-</i>epoxy-C18:0 accumulation being lower than <i>cis-</i>epoxy-C18:0 accumulation. These results indicate that epoxy-C18:0 isomers are preferentially catabolized and accumulate less in the body than <i>cis-</i>C18:1. The structural differences between <i>cis-</i> and <i>trans-</i>epoxy-C18:0 isomers may influence their metabolic fate. This is the first comprehensive elucidation of the catabolism and body accumulation of dietary epoxy fatty acids, providing insights for food safety assessment.

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Journal
Journal of Agricultural and Food Chemistry
Published
2025-08-12
DOI
https://doi.org/10.1021/acs.jafc.5c06725
Primary Topic
Eicosanoids and Hypertension Pharmacology
Type
article
Field-Weighted Citation Impact
0.00

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article

Catabolism and Accumulation of Dietary cis- and trans-Epoxy Octadecanoic Acids in Mice

Naohiro Gotoh, Xiannan Huang, Aya Yoshinaga-Kiriake, Seiya Tanaka et al.
Journal of Agricultural and Food Chemistry
Eicosanoids and Hypertension Pharmacology
article

Catabolism and Accumulation of Dietary cis- and trans-Epoxy Octadecanoic Acids in Mice

Naohiro Gotoh, Xiannan Huang, Aya Yoshinaga-Kiriake, Seiya Tanaka, Kazuaki Yoshinaga
article en

Abstract

<i>In vivo</i> metabolism of epoxy fatty acids, the unsaturated fatty acid oxidation products formed upon heating of edible oils, remains unclear. Here, we compared the catabolic rates and accumulation of dietary <i>cis-</i> and <i>trans-</i>epoxy octadecanoic acids (epoxy-C18:0) with those of oleic acid (<i>cis-</i>C18:1) in mice using stable isotope-labeled compounds. Both epoxy isomers were catabolized more rapidly than <i>cis-</i>C18:1, with <i>trans-</i>epoxy-C18:0 exhibiting a slightly faster rate than <i>cis-</i>epoxy-C18:0. The concentrations of <i>cis-</i> and <i>trans-</i>epoxy-C18:0 were significantly lower than those of <i>cis-</i>C18:1 in the plasma, small intestine, and liver, with <i>trans-</i>epoxy-C18:0 accumulation being lower than <i>cis-</i>epoxy-C18:0 accumulation. These results indicate that epoxy-C18:0 isomers are preferentially catabolized and accumulate less in the body than <i>cis-</i>C18:1. The structural differences between <i>cis-</i> and <i>trans-</i>epoxy-C18:0 isomers may influence their metabolic fate. This is the first comprehensive elucidation of the catabolism and body accumulation of dietary epoxy fatty acids, providing insights for food safety assessment.

Journal of Agricultural and Food ChemistryVol. 73(34)
Tokyo University of Marine Science and Technology (JP), Fukushima University (JP)
Ministry of Education, Culture, Sports, Science and Technology
Zero hunger
Openalex Percentile: Top 80%
Eicosanoids and Hypertension Pharmacology
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Catabolism and Accumulation of Dietary <i>cis</i>- and <i>trans</i>-Epoxy Octadecanoic Acids in Mice — Naohiro Gotoh, Xiannan Huang, et al. · Journal of Agricultural and Food Chemistry (2025) | TGRS Research Map | TGRS