title: Lipase-catalyzed preparation of phospholipids containing n-3 polyunsaturated fatty acids from soy phospholipids.
abstract: To utilize n-3 polyunsaturated fatty acid (PUFA) for a wide range of applications, we prepared phospholipids (PLs) containing PUFAs as constituent fatty acids (PUFA-PLs) via commercially available lipase OF-mediated transacylation with PL from soy (Soy-PL) and ethyl ester of PUFA (PUFA-Et). In a preliminary study to evaluate PUFA-incorporation (wt%) on phosphatidylcholine (PC), we observed that dehydration of Soy-PL is critical. PUFA-incorporation in PLs increased with acyl ratio and time. Finally, maximum PUFA-incorporation (47.1 ± 2.1 wt%) was obtained using the following reaction conditions: 2.0 mmol of Soy-PL, a PUFA-Et/Soy-PL acyl ratio of 7, 13 mL of hexane, 2.2 × 10(5) U of lipase OF, 500 rpm of agitation, a temperature of 37°C, and 72 h of reaction time. The analysis of fatty acid composition at the sn-2 position of obtained PL revealed that PUFAs incorporated into Soy-PL localized to the sn-2 position of the PL molecule in spite of using lipase OF whose positional specificity is random for triacylglycerol.
authors.affiliation: Faculty of Science and Technology, Seikei University.
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Yamamoto
authors.forename: Eri
authors.initials: E
authors.lastname: Mizuta
authors.forename: Mizue
authors.initials: M
authors.lastname: Ito
authors.forename: Masataka
authors.initials: M
authors.lastname: Harata
authors.forename: Shigeru
authors.initials: S
authors.lastname: Hiramoto
authors.forename: Setsuko
authors.initials: S
authors.lastname: Hara
mesh_terms: D000215:Acylation; D055162:Biocatalysis; D003681:Dehydration; D004952:Esters / Q000737:chemistry; D015525:Fatty Acids, Omega-3 / Q000032:analysis*; D006586:Hexanes / Q000737:chemistry; D008049:Lipase / Q000737:chemistry*; D010713:Phosphatidylcholines / Q000737:chemistry; D010743:Phospholipids / Q000138:chemical synthesis* / Q000737:chemistry; D013025:Glycine max / Q000737:chemistry*; D013696:Temperature; D013997:Time Factors; D014280:Triglycerides
chemical_list: D004952:Esters; D015525:Fatty Acids, Omega-3; D006586:Hexanes; D010713:Phosphatidylcholines; D010743:Phospholipids; D014280:Triglycerides; D008049:Lipase