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Article: Chemical and enzymatic preparation of acylglycerols containing C18 furanoid fatty acids

TitleChemical and enzymatic preparation of acylglycerols containing C18 furanoid fatty acids
Authors
Issue Date1995
PublisherA O C S Press. The Journal's web site is located at http://www.aocs.org/press/lipids.htm
Citation
Lipids, 1995, v. 30 n. 1, p. 79-84 How to Cite?
AbstractC18 furanoid triacylglycerol [glycerol tri-(9,12-epoxy-9,11-octadecadienoate)] was prepared by chemical transformation of triricinolein isolated from castor oil. The procedure involved oxidation, epoxidation and cyclization of the epoxy-keto intermediate with sodium azide and ammonium chloride in aqueous ethanol. The furanoid triacylglycerol was also obtained by esterification of C18 furanoid fatty acid with glycerol using Novozyme 435 (Novo Nordisk A.S., Bagsvaerd, Denmark) as biocatalyst. When Lipozyme (Novo Nordisk A.S.) was used, a mixture of the furanoid 1(3)-rac-monoacylglycerol and 1,3-diacylglycerol was obtained. In order to obtain the C18 furanoid 1,2(2,3)-diacylglycerol, selective hydrolysis of the furanoid triacylglycerol was achieved using porcine pancreatic lipase in tris(hydroxymethyl) methylamine buffer. Interesterification of triolein with methyl C18 furanoid ester in the presence of Lipozyme showed maximum incorporation of 34% of furanoid fatty acid. Extension of the interesterification to vegetable oils (olive, peanut, sunflower, corn and palm oil) allowed a maximum of 24% furanoid acid incorporation to be achieved.
Persistent Identifierhttp://hdl.handle.net/10722/209158
ISSN
2015 Impact Factor: 1.892
2015 SCImago Journal Rankings: 0.795

 

DC FieldValueLanguage
dc.contributor.authorLie Ken Jie, MS-
dc.contributor.authorSyed Rahmatullah, MSK-
dc.date.accessioned2015-04-01T06:49:13Z-
dc.date.available2015-04-01T06:49:13Z-
dc.date.issued1995-
dc.identifier.citationLipids, 1995, v. 30 n. 1, p. 79-84-
dc.identifier.issn0024-4201-
dc.identifier.urihttp://hdl.handle.net/10722/209158-
dc.description.abstractC18 furanoid triacylglycerol [glycerol tri-(9,12-epoxy-9,11-octadecadienoate)] was prepared by chemical transformation of triricinolein isolated from castor oil. The procedure involved oxidation, epoxidation and cyclization of the epoxy-keto intermediate with sodium azide and ammonium chloride in aqueous ethanol. The furanoid triacylglycerol was also obtained by esterification of C18 furanoid fatty acid with glycerol using Novozyme 435 (Novo Nordisk A.S., Bagsvaerd, Denmark) as biocatalyst. When Lipozyme (Novo Nordisk A.S.) was used, a mixture of the furanoid 1(3)-rac-monoacylglycerol and 1,3-diacylglycerol was obtained. In order to obtain the C18 furanoid 1,2(2,3)-diacylglycerol, selective hydrolysis of the furanoid triacylglycerol was achieved using porcine pancreatic lipase in tris(hydroxymethyl) methylamine buffer. Interesterification of triolein with methyl C18 furanoid ester in the presence of Lipozyme showed maximum incorporation of 34% of furanoid fatty acid. Extension of the interesterification to vegetable oils (olive, peanut, sunflower, corn and palm oil) allowed a maximum of 24% furanoid acid incorporation to be achieved.-
dc.languageeng-
dc.publisherA O C S Press. The Journal's web site is located at http://www.aocs.org/press/lipids.htm-
dc.relation.ispartofLipids-
dc.titleChemical and enzymatic preparation of acylglycerols containing C18 furanoid fatty acids-
dc.typeArticle-
dc.identifier.emailLie Ken Jie, MS: hrsclkj@hku.hk-
dc.identifier.pmid7760692-
dc.identifier.hkuros512-
dc.identifier.volume30-
dc.identifier.issue1-
dc.identifier.spage79-
dc.identifier.epage84-
dc.publisher.placeUnited States-

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