Aya Yoshinaga-Kiriake, Xiannan Huang, Seiya Tanaka, Naohiro Gotoh and Kazuaki Yoshinaga*,
{"title":"小鼠饮食中顺式和反式环氧十八烷酸的分解代谢和积累。","authors":"Aya Yoshinaga-Kiriake, Xiannan Huang, Seiya Tanaka, Naohiro Gotoh and Kazuaki Yoshinaga*, ","doi":"10.1021/acs.jafc.5c06725","DOIUrl":null,"url":null,"abstract":"<p ><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.</p>","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"73 34","pages":"21592–21597"},"PeriodicalIF":6.2000,"publicationDate":"2025-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Catabolism and Accumulation of Dietary cis- and trans-Epoxy Octadecanoic Acids in Mice\",\"authors\":\"Aya Yoshinaga-Kiriake, Xiannan Huang, Seiya Tanaka, Naohiro Gotoh and Kazuaki Yoshinaga*, \",\"doi\":\"10.1021/acs.jafc.5c06725\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p ><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.</p>\",\"PeriodicalId\":41,\"journal\":{\"name\":\"Journal of Agricultural and Food Chemistry\",\"volume\":\"73 34\",\"pages\":\"21592–21597\"},\"PeriodicalIF\":6.2000,\"publicationDate\":\"2025-08-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Agricultural and Food Chemistry\",\"FirstCategoryId\":\"97\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.jafc.5c06725\",\"RegionNum\":1,\"RegionCategory\":\"农林科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"AGRICULTURE, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Agricultural and Food Chemistry","FirstCategoryId":"97","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jafc.5c06725","RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"AGRICULTURE, MULTIDISCIPLINARY","Score":null,"Total":0}
Catabolism and Accumulation of Dietary cis- and trans-Epoxy Octadecanoic Acids in Mice
In vivo 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 cis- and trans-epoxy octadecanoic acids (epoxy-C18:0) with those of oleic acid (cis-C18:1) in mice using stable isotope-labeled compounds. Both epoxy isomers were catabolized more rapidly than cis-C18:1, with trans-epoxy-C18:0 exhibiting a slightly faster rate than cis-epoxy-C18:0. The concentrations of cis- and trans-epoxy-C18:0 were significantly lower than those of cis-C18:1 in the plasma, small intestine, and liver, with trans-epoxy-C18:0 accumulation being lower than cis-epoxy-C18:0 accumulation. These results indicate that epoxy-C18:0 isomers are preferentially catabolized and accumulate less in the body than cis-C18:1. The structural differences between cis- and trans-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.
期刊介绍:
The Journal of Agricultural and Food Chemistry publishes high-quality, cutting edge original research representing complete studies and research advances dealing with the chemistry and biochemistry of agriculture and food. The Journal also encourages papers with chemistry and/or biochemistry as a major component combined with biological/sensory/nutritional/toxicological evaluation related to agriculture and/or food.