Rocío Rivera Sánchez, Siva Bandi, Marie-Désirée Scheidt, Hanna Laaroussi, Bennett William Fox, Yojiro Ishida, Gaétan Glauser, Sylvain Sutour, Stephan H. von Reuss
{"title":"秀丽隐杆线虫神经酰胺生物合成中的异脂肪酸代谢","authors":"Rocío Rivera Sánchez, Siva Bandi, Marie-Désirée Scheidt, Hanna Laaroussi, Bennett William Fox, Yojiro Ishida, Gaétan Glauser, Sylvain Sutour, Stephan H. von Reuss","doi":"10.1002/hlca.202300131","DOIUrl":null,"url":null,"abstract":"<p>Ceramide biosynthesis and its connection to iso-fatty acid metabolism in the model organism <i>Caenorhabditis elegans</i> was investigated using a combination of reverse genetics and comparative ESI-(+)-HR-MS<sup>e</sup> ceramide profiling along with incorporation experiments with bacterial mutants specifically enriched with isotopically labeled branched-chain amino acids or branched-chain fatty acids. Incorporation of a <span>l</span>-leucine-derived isovalerate unit into the conserved d17 : 1iso sphingosine building block proceeds through <i>elo-5</i> dependent chain elongation and depends on peroxisomal β-oxidation by the 3-ketoacyl-CoA thiolase <i>daf-22</i>, although ceramide profiles of N2 wildtype and <i>daf-22(ok693)</i> are indistinguishable. Biosynthesis of the homologous <i>N</i>-iso-acyl moieties also depends on <span>l</span>-leucine and isovalerate chain elongation but proceeds independently of <i>elo-5</i> and <i>daf-22</i>. Biosynthesis of the dominating <i>N</i>-docosanoyl moiety depends on <i>elo-3-</i>catalyzed chain elongation of bacteria-derived palmitic acid, whereas the <i>N</i>-tetracosanoyl moiety is derived from <i>de novo</i> lipogenesis.</p>","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2023-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/hlca.202300131","citationCount":"0","resultStr":"{\"title\":\"iso-Fatty Acid Metabolism in Caenorhabditis elegans’ Ceramide Biosynthesis\",\"authors\":\"Rocío Rivera Sánchez, Siva Bandi, Marie-Désirée Scheidt, Hanna Laaroussi, Bennett William Fox, Yojiro Ishida, Gaétan Glauser, Sylvain Sutour, Stephan H. von Reuss\",\"doi\":\"10.1002/hlca.202300131\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>Ceramide biosynthesis and its connection to iso-fatty acid metabolism in the model organism <i>Caenorhabditis elegans</i> was investigated using a combination of reverse genetics and comparative ESI-(+)-HR-MS<sup>e</sup> ceramide profiling along with incorporation experiments with bacterial mutants specifically enriched with isotopically labeled branched-chain amino acids or branched-chain fatty acids. Incorporation of a <span>l</span>-leucine-derived isovalerate unit into the conserved d17 : 1iso sphingosine building block proceeds through <i>elo-5</i> dependent chain elongation and depends on peroxisomal β-oxidation by the 3-ketoacyl-CoA thiolase <i>daf-22</i>, although ceramide profiles of N2 wildtype and <i>daf-22(ok693)</i> are indistinguishable. Biosynthesis of the homologous <i>N</i>-iso-acyl moieties also depends on <span>l</span>-leucine and isovalerate chain elongation but proceeds independently of <i>elo-5</i> and <i>daf-22</i>. Biosynthesis of the dominating <i>N</i>-docosanoyl moiety depends on <i>elo-3-</i>catalyzed chain elongation of bacteria-derived palmitic acid, whereas the <i>N</i>-tetracosanoyl moiety is derived from <i>de novo</i> lipogenesis.</p>\",\"PeriodicalId\":12842,\"journal\":{\"name\":\"Helvetica Chimica Acta\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2023-10-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://onlinelibrary.wiley.com/doi/epdf/10.1002/hlca.202300131\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Helvetica Chimica Acta\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/hlca.202300131\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Helvetica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/hlca.202300131","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
iso-Fatty Acid Metabolism in Caenorhabditis elegans’ Ceramide Biosynthesis
Ceramide biosynthesis and its connection to iso-fatty acid metabolism in the model organism Caenorhabditis elegans was investigated using a combination of reverse genetics and comparative ESI-(+)-HR-MSe ceramide profiling along with incorporation experiments with bacterial mutants specifically enriched with isotopically labeled branched-chain amino acids or branched-chain fatty acids. Incorporation of a l-leucine-derived isovalerate unit into the conserved d17 : 1iso sphingosine building block proceeds through elo-5 dependent chain elongation and depends on peroxisomal β-oxidation by the 3-ketoacyl-CoA thiolase daf-22, although ceramide profiles of N2 wildtype and daf-22(ok693) are indistinguishable. Biosynthesis of the homologous N-iso-acyl moieties also depends on l-leucine and isovalerate chain elongation but proceeds independently of elo-5 and daf-22. Biosynthesis of the dominating N-docosanoyl moiety depends on elo-3-catalyzed chain elongation of bacteria-derived palmitic acid, whereas the N-tetracosanoyl moiety is derived from de novo lipogenesis.
期刊介绍:
Helvetica Chimica Acta, founded by the Swiss Chemical Society in 1917, is a monthly multidisciplinary journal dedicated to the dissemination of knowledge in all disciplines of chemistry (organic, inorganic, physical, technical, theoretical and analytical chemistry) as well as research at the interface with other sciences, where molecular aspects are key to the findings. Helvetica Chimica Acta is committed to the publication of original, high quality papers at the frontier of scientific research. All contributions will be peer reviewed with the highest possible standards and published within 3 months of receipt, with no restriction on the length of the papers and in full color.