{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,26]],"date-time":"2026-09-26T05:51:34Z","timestamp":1790401894170,"version":"4.1.0"},"reference-count":29,"publisher":"Public Library of Science (PLoS)","issue":"11","license":[{"start":{"date-parts":[[2017,11,8]],"date-time":"2017-11-08T00:00:00Z","timestamp":1510099200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/publicdomain\/zero\/1.0\/"}],"funder":[{"DOI":"10.13039\/100000064","name":"National Center for Complementary and Alternative Medicine","doi-asserted-by":"publisher","award":["R21 AT008457"],"award-info":[{"award-number":["R21 AT008457"]}],"id":[{"id":"10.13039\/100000064","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100000738","name":"U.S. Department of Veterans Affairs","doi-asserted-by":"publisher","award":["IO1 BX001090"],"award-info":[{"award-number":["IO1 BX001090"]}],"id":[{"id":"10.13039\/100000738","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100000052","name":"NIH Office of the Director","doi-asserted-by":"publisher","award":["S10 OD010660"],"award-info":[{"award-number":["S10 OD010660"]}],"id":[{"id":"10.13039\/100000052","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["www.plosone.org"],"crossmark-restriction":false},"short-container-title":["PLoS ONE"],"DOI":"10.1371\/journal.pone.0187826","type":"journal-article","created":{"date-parts":[[2017,11,8]],"date-time":"2017-11-08T18:30:58Z","timestamp":1510165858000},"page":"e0187826","update-policy":"https:\/\/doi.org\/10.1371\/journal.pone.corrections_policy","source":"Crossref","is-referenced-by-count":37,"title":["Rate of acyl migration in lysophosphatidylcholine (LPC) is dependent upon the nature of the acyl group. Greater stability of sn-2 docosahexaenoyl LPC compared to the more saturated LPC species"],"prefix":"10.1371","volume":"12","author":[{"given":"Dhavamani","family":"Sugasini","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9376-8582","authenticated-orcid":true,"given":"Papasani V.","family":"Subbaiah","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"340","published-online":{"date-parts":[[2017,11,8]]},"reference":[{"key":"ref1","doi-asserted-by":"crossref","first-page":"18","DOI":"10.1016\/j.plipres.2013.10.001","article-title":"Acyltransferases and transacylases that determine the fatty acid composition of glycerolipids and the metabolism of bioactive lipid mediators in mammalian cells and model organisms","volume":"53","author":"A Yamashita","year":"2014","journal-title":"Prog Lipid Res"},{"key":"ref2","doi-asserted-by":"crossref","first-page":"1743","DOI":"10.1021\/bi00537a007","article-title":"Acyl and phosphoryl migration in lysophospholipids: importance in phospholipid synthesis and phospholipase specificity","volume":"21","author":"A Plueckthun","year":"1982","journal-title":"Biochemistry"},{"key":"ref3","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1016\/j.talanta.2012.01.018","article-title":"An LC method for the analysis of phosphatidylcholine hydrolysis products and its application to the monitoring of the acyl migration process","volume":"94","author":"G Kielbowicz","year":"2012","journal-title":"Talanta"},{"key":"ref4","doi-asserted-by":"crossref","first-page":"1007","DOI":"10.1007\/s11746-001-0379-8","article-title":"A simple HPLC method for the simultaneous analysis of phosphatidylcholine and its partial hydrolysis products 1- and 2-acyl lysophosphatidylcholine","volume":"78","author":"D Adlercreutz","year":"2001","journal-title":"J Amer Oil Chem Soc"},{"key":"ref5","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1042\/bj3450061","article-title":"Characterization of plasma unsaturated lysophosphatidylcholines in human and rat","volume":"345","author":"M Croset","year":"2000","journal-title":"Biochem J"},{"key":"ref6","doi-asserted-by":"crossref","first-page":"898","DOI":"10.1016\/S0021-9258(18)81234-0","article-title":"Metabolism of Glycerolipids: III. Reactivity of various acyl esters of coenzyme A with the alpha&apos;-acylglycerophosphorylcholine, and positional specificities in lecithin synthesis","volume":"238","author":"WEM Lands","year":"1963","journal-title":"J Biol Chem"},{"key":"ref7","doi-asserted-by":"crossref","first-page":"315","DOI":"10.1016\/0005-2760(65)90040-8","article-title":"Structural identification of isomeric lysolecithins","volume":"106","author":"GH de Haas","year":"1965","journal-title":"Biochim Biophys Acta"},{"key":"ref8","doi-asserted-by":"crossref","first-page":"922","DOI":"10.1007\/BF02534778","article-title":"Separation of isomeric lysophospholipids by reverse phase HPLC","volume":"20","author":"MH Creer","year":"1985","journal-title":"Lipids"},{"key":"ref9","doi-asserted-by":"crossref","first-page":"2178","DOI":"10.1194\/jlr.D048439","article-title":"Separation and quantification of 2-acyl-1-lysophospholipids and 1-acyl-2-lysophospholipids in biological samples by LC-MS\/MS","volume":"55","author":"M Okudaira","year":"2014","journal-title":"J Lipid Res"},{"key":"ref10","doi-asserted-by":"crossref","first-page":"245","DOI":"10.1093\/jb\/mvp171","article-title":"Separation and quantification of sn-1 and sn-2 fatty acid positional isomers in phosphatidylcholine by RPLC-ESIMS\/MS","volume":"147","author":"H Nakanishi","year":"2010","journal-title":"J Biochem (Tokyo)"},{"key":"ref11","doi-asserted-by":"crossref","first-page":"63","DOI":"10.1016\/j.plefa.2014.01.005","article-title":"Biological properties of a DHA-containing structured phospholipid (AceDoPC) to target the brain","volume":"92","author":"M Lagarde","year":"2015","journal-title":"Prostaglandins, Leukotrienes and Essential Fatty Acids (PLEFA)"},{"key":"ref12","doi-asserted-by":"crossref","first-page":"147","DOI":"10.1007\/s10753-010-9218-z","article-title":"Oral administration of 2-docosahexaenoyl lysophosphatidylcholine displayed anti-inflammatory effects on zymosan A-induced peritonitis","volume":"34","author":"ND Hung","year":"2011","journal-title":"Inflammation"},{"key":"ref13","doi-asserted-by":"crossref","first-page":"11263","DOI":"10.1038\/s41598-017-11766-0","article-title":"Dietary docosahexaenoic acid (DHA) as lysophosphatidylcholine, but not as free acid, enriches brain DHA and improves memory in adult mice","volume":"7","author":"D Sugasini","year":"2017","journal-title":"Scientific Reports"},{"key":"ref14","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1007\/BF02541478","article-title":"Lipase-catalyzed synthesis of lysophospholipids in a continuous bioreactor","volume":"71","author":"D Sarney","year":"1994","journal-title":"J Am Oil Chem Soc"},{"key":"ref15","doi-asserted-by":"crossref","first-page":"911","DOI":"10.1139\/y59-099","article-title":"A rapid method of total lipid extraction and purification","volume":"37","author":"EG Bligh","year":"1959","journal-title":"Can J Biochem Physiol"},{"key":"ref16","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/S0022-2275(20)40442-0","article-title":"Chromatographic separation, identification, and analysis of phosphatides","volume":"3","author":"GV Marinetti","year":"1962","journal-title":"J Lipid Res"},{"key":"ref17","doi-asserted-by":"crossref","first-page":"5091","DOI":"10.1007\/s00216-014-8453-9","article-title":"Quantitative lysophospholipidomics in human plasma and skin by LC-MS\/MS","volume":"407","author":"KM Koistinen","year":"2015","journal-title":"Anal Bioanal Chem"},{"key":"ref18","doi-asserted-by":"crossref","first-page":"478","DOI":"10.1007\/s11306-010-0215-x","article-title":"Lysophosphatidylcholine profiling of plasma: Discrimination of isomers and discovery of lung cancer biomarkers","volume":"6","author":"J Dong","year":"2010","journal-title":"Metabolomics"},{"key":"ref19","doi-asserted-by":"crossref","first-page":"987","DOI":"10.1007\/s11745-014-3944-1","article-title":"Inhibition of endothelial lipase activity by sphingomyelin in the lipoproteins","volume":"49","author":"P Yang","year":"2014","journal-title":"Lipids"},{"key":"ref20","doi-asserted-by":"crossref","first-page":"1327","DOI":"10.1016\/j.bbalip.2015.07.003","article-title":"Regulation of hepatic lipase activity by sphingomyelin in plasma lipoproteins","volume":"1851","author":"P Yang","year":"2015","journal-title":"Biochim Biophys Acta"},{"key":"ref21","doi-asserted-by":"crossref","first-page":"2245","DOI":"10.1194\/jlr.M400197-JLR200","article-title":"Evidence for altered positional specificity of LCAT in vivo: studies with docosahexaenoic acid feeding in humans","volume":"45","author":"PV Subbaiah","year":"2004","journal-title":"J Lipid Res"},{"key":"ref22","doi-asserted-by":"crossref","first-page":"9216","DOI":"10.1074\/jbc.M607307200","article-title":"Dramatic Accumulation of Triglycerides and Precipitation of Cardiac Hemodynamic Dysfunction during Brief Caloric Restriction in Transgenic Myocardium Expressing Human Calcium-independent Phospholipase A2 gamma","volume":"282","author":"DJ Mancuso","year":"2007","journal-title":"J Biol Chem"},{"key":"ref23","doi-asserted-by":"crossref","first-page":"442","DOI":"10.1016\/0955-2863(93)90061-Z","article-title":"Hepatic secretion of lysophosphatidylcholine: A novel transport system for polyunsaturated fatty acids and choline","volume":"4","author":"DN Brindley","year":"1993","journal-title":"J Nutr Biochem"},{"key":"ref24","first-page":"190","article-title":"Origin of plasma lysophosphatidylcholine: evidence for direct hepatic secretion in the rat","volume":"105","author":"G Sekas","year":"1985","journal-title":"J Lab Clin Med"},{"key":"ref25","doi-asserted-by":"crossref","first-page":"707","DOI":"10.1007\/BF02517944","article-title":"Kinetics of acyl migration in monoglycerides and dependence on acyl chainlength","volume":"73","author":"G Boswinkel","year":"1996","journal-title":"Journal of the American Oil Chemists Society"},{"key":"ref26","doi-asserted-by":"crossref","first-page":"1110","DOI":"10.1111\/j.1471-4159.1992.tb08353.x","article-title":"Unsaturated fatty acids esterified in 2-acyl-1- lysophosphatidylcholine bound to albumin are more efficiently taken up by the young rat brain than the unesterified form","volume":"59","author":"F Thies","year":"1992","journal-title":"J Neurochem"},{"key":"ref27","doi-asserted-by":"crossref","first-page":"201","DOI":"10.1385\/JMN:16:2-3:201","article-title":"Lysophosphatidylcholine as a preferred carrier form of docosahexaenoic acid to the brain","volume":"16","author":"M Lagarde","year":"2001","journal-title":"J Mol Neurosci"},{"key":"ref28","first-page":"1","article-title":"Efficient Docosahexaenoic Acid Uptake by the Brain from a Structured Phospholipid","author":"M Hachem","year":"2015","journal-title":"Mol Neurobiol"},{"key":"ref29","doi-asserted-by":"crossref","first-page":"723","DOI":"10.1016\/j.bbalip.2016.05.002","article-title":"Enhanced incorporation of dietary DHA into lymph phospholipids by altering its molecular carrier","volume":"1861","author":"PV Subbaiah","year":"2016","journal-title":"Biochim Biophys Acta"}],"container-title":["PLOS ONE"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/dx.plos.org\/10.1371\/journal.pone.0187826","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,8,6]],"date-time":"2022-08-06T20:50:01Z","timestamp":1659819001000},"score":1,"resource":{"primary":{"URL":"https:\/\/dx.plos.org\/10.1371\/journal.pone.0187826"}},"subtitle":[],"editor":[{"given":"Sayuri","family":"Miyamoto","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"editor"}]}],"short-title":[],"issued":{"date-parts":[[2017,11,8]]},"references-count":29,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2017,11,8]]}},"URL":"https:\/\/doi.org\/10.1371\/journal.pone.0187826","relation":{},"ISSN":["1932-6203"],"issn-type":[{"value":"1932-6203","type":"electronic"}],"subject":[],"published":{"date-parts":[[2017,11,8]]}}}