title: Regiospecific Distribution of trans-Octadecenoic Acid Positional Isomers in Triacylglycerols of Partially Hydrogenated Vegetable Oil and Ruminant Fat.
abstract: It is revealed that binding position of fatty acid in triacylglycerol (TAG) deeply relates to the expression of its function. Therefore, we investigated the binding positions of individual trans-octadecenoic acid (trans-C18:1) positional isomers, known as unhealthy fatty acids, on TAG in partially hydrogenated canola oil (PHCO), milk fat (MF), and beef tallow (BT). The analysis was carried out by the sn-1(3)-selective transesterification of Candida antarctica Lipase B and by using a highly polar ionic liquid capillary column for gas chromatography-flame ionization detection. Trans-9-C18:1, the major trans-C18:1 positional isomer, was selectively located at the sn-2 position of TAG in PHCO, although considerable amounts of trans-9-C18:1 were also esterified at the sn-1(3) position. Meanwhile, trans-11-C18:1, the major isomer in MF and BT, was preferentially located at the sn-1(3) position. These results revealed that the binding position of trans-C18:1 positional isomer varies between various fats and oils.
authors.affiliation: Tsukishima Foods Industry Co. Ltd.
authors.forename: Kazuaki
authors.initials: K
authors.lastname: Yoshinaga
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Kawamura
authors.forename: Takashi
authors.initials: T
authors.lastname: Kitayama
authors.forename: Toshiharu
authors.initials: T
authors.lastname: Nagai
authors.forename: Hoyo
authors.initials: H
authors.lastname: Mizobe
authors.forename: Koichi
authors.initials: K
authors.lastname: Kojima
authors.forename: Yomi
authors.initials: Y
authors.lastname: Watanabe
authors.forename: Shinichi
authors.initials: S
authors.lastname: Sato
authors.forename: Fumiaki
authors.initials: F
authors.lastname: Beppu
authors.forename: Naohiro
authors.initials: N
authors.lastname: Gotoh
mesh_terms: D000818:Animals; D001665:Binding Sites; D002417:Cattle; D002849:Chromatography, Gas / Q000379:methods; D005223:Fats / Q000737:chemistry*; D005229:Fatty Acids, Monounsaturated / Q000737:chemistry*; D005410:Flame Ionization; D006865:Hydrogenation; D007536:Isomerism; D008892:Milk / Q000737:chemistry; D000074262:Rapeseed Oil; D013229:Stearic Acids / Q000737:chemistry*; D044242:Trans Fatty Acids / Q000737:chemistry; D014280:Triglycerides / Q000737:chemistry*
chemical_list: C114874:5-octadecenoic acid; D005223:Fats; D005229:Fatty Acids, Monounsaturated; D000074262:Rapeseed Oil; D013229:Stearic Acids; D044242:Trans Fatty Acids; D014280:Triglycerides