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An earlier study using increasing supplementation levels of stearidonic acid (18:4n\u20103), revealed that the rumen microbial population extensively biohydrogenates 18:4n\u20103 after 72 h of in vitro incubation, though several intermediates formed were not completely characterized. Therefore, in the present study, samples were reanalyzed in order to identify the 18:2, 18:3 and 18:4 biohydrogenation intermediates of 18:4n\u20103. Gas\u2013liquid chromatography coupled to mass spectrometry was used to characterize these intermediates. The acetonitrile chemical ionization mass spectrometry of the fatty acid methyl esters derivatives enabled the discrimination of fatty acids as non\u2010conjugated or conjugated biohydrogenation intermediates. In addition, the acetonitrile covalent adduct chemical ionization tandem mass spectrometry yielded prominent ions indicative of the double bond position of the major 18:3 isomers, i.e. \u03945,11,15 18:3. Furthermore, the 4,4\u2010dimethyloxazoline derivatives prepared from the fatty acid methyl esters enabled the structure of novel 18:2, 18:3 and 18:4 biohydrogenation intermediates to be elucidated. The intermediates accumulated in the fermentation media after 72 h of incubation of 18:4n\u20103 suggest that similar to the biohydrogenation pathways of linoleic (18:2n\u20106) and \u03b1\u2010linolenic (18:3n\u20103) acids, the pathway of the 18:4n\u20103 also proceeds with the formation of conjugated fatty acids followed by hydrogenation, although no conjugated dienes were found. The formation of the novel biohydrogenation intermediates of 18:4n\u20103 seems to follow an uncommon isomerization pattern with distinct double bond migrations.<\/jats:p>","DOI":"10.1007\/s11745-011-3621-6","type":"journal-article","created":{"date-parts":[[2011,10,29]],"date-time":"2011-10-29T06:16:02Z","timestamp":1319868962000},"page":"171-183","source":"Crossref","is-referenced-by-count":8,"title":["Identification of C18 Intermediates Formed During Stearidonic Acid Biohydrogenation by Rumen Microorganisms In Vitro"],"prefix":"10.1002","volume":"47","author":[{"given":"S. P.","family":"Alves","sequence":"first","affiliation":[{"name":"INRB, Instituto Nacional dos Recursos Biol\u00f3gicos, Unidade de Produ\u00e7\u00e3o Animal Fonte\u2010Boa Vale de Santar\u00e9m 2005\u2010048 Portugal"},{"name":"REQUIMTE, ICBAS, Instituto de Ci\u00eancias Biom\u00e9dicas de Abel Salazar Universidade do Porto Rua Padre Armando Quintas Vair\u00e3o 4485\u2010661 Portugal"}]},{"given":"M. R. G.","family":"Maia","sequence":"additional","affiliation":[{"name":"REQUIMTE, ICBAS, Instituto de Ci\u00eancias Biom\u00e9dicas de Abel Salazar Universidade do Porto Rua Padre Armando Quintas Vair\u00e3o 4485\u2010661 Portugal"}]},{"given":"R. J. B.","family":"Bessa","sequence":"additional","affiliation":[{"name":"INRB, Instituto Nacional dos Recursos Biol\u00f3gicos, Unidade de Produ\u00e7\u00e3o Animal Fonte\u2010Boa Vale de Santar\u00e9m 2005\u2010048 Portugal"},{"name":"Faculdade de Medicina Veterin\u00e1ria Universidade T\u00e9cnica de Lisboa, CIISA, P\u00f3lo Universit\u00e1rio do Alto da Ajuda, Av. da Universidade T\u00e9cnica Lisbon 1300\u2010477 Portugal"}]},{"given":"A. J. M.","family":"Fonseca","sequence":"additional","affiliation":[{"name":"REQUIMTE, ICBAS, Instituto de Ci\u00eancias Biom\u00e9dicas de Abel Salazar Universidade do Porto Rua Padre Armando Quintas Vair\u00e3o 4485\u2010661 Portugal"}]},{"given":"A. R. 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