title: Enzymatic synthesis of triacylglycerols of docosahexaenoic acid: Transesterification of its ethyl esters with glycerol.
abstract: The synthesis of docosahexaenoyl triacylglycerides at low temperature (e.g., 50°C) using biocatalysts of 6 commercial lipases adsorbed on hydrophobic supports was studied. In general, the triacylglyceride yields were very low with the exceptions of those produced with the enzymes from Candida antarctica fraction B, CALB (82%), and those produced with the enzyme from Pseudomonas fluorescens, PFL (57%). The reactions were performed under vacuum to remove the released ethanol. The yields varied widely when different derivatives of CALB were used, and they were higher when CALB adsorbed on hydrophobic supports was used (82%). One interesting by-product (18% of sn-2 monoacylglyceride of DHA) remained at the end of the synthetic process. CALB adsorbed on Sepabeads exhibited better activity and stability than did the commercial derivative Novozym 435. The best CALB biocatalyst preserved 90% of the activity after 30days under the reaction conditions.
authors.affiliation: Instituto de Catálisis, CSIC, 28049 Madrid, Spain; Instituto de Investigación en Ciencias de la Alimentación (CIAL) CSIC-UAM, 28049 Madrid, Spain.
authors.forename: S
authors.initials: S
authors.lastname: Moreno-Perez
authors.affiliation: Departamento de Química Física Aplicada, Universidad Autónoma, 28049 Madrid, Spain.
authors.forename: P
authors.initials: P
authors.lastname: Luna
authors.affiliation: Departamento de Química Física Aplicada, Universidad Autónoma, 28049 Madrid, Spain.
authors.forename: F J
authors.initials: FJ
authors.lastname: Señorans
authors.affiliation: Instituto de Catálisis, CSIC, 28049 Madrid, Spain.
authors.forename: J M
authors.initials: JM
authors.lastname: Guisan
authors.affiliation: Instituto de Investigación en Ciencias de la Alimentación (CIAL) CSIC-UAM, 28049 Madrid, Spain. Electronic address: g.f.lorente@csic.es.
authors.forename: G
authors.initials: G
authors.lastname: Fernandez-Lorente
mesh_terms: D000421:Alcaligenes / Q000201:enzymology; D002175:Candida / Q000201:enzymology; D004281:Docosahexaenoic Acids / Q000138:chemical synthesis*; D004800:Enzymes, Immobilized; D004951:Esterification; D005656:Fungal Proteins; D005990:Glycerol / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D008049:Lipase / Q000378:metabolism; D011551:Pseudomonas fluorescens / Q000201:enzymology; D020103:Rhizomucor / Q000201:enzymology; D013696:Temperature; D014280:Triglycerides / Q000138:chemical synthesis*
chemical_list: D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D014280:Triglycerides; D004281:Docosahexaenoic Acids; C093667:Novozyme 435; D008049:Lipase; D005990:Glycerol
keywords: Lipases adsorbed on hydrophobic supports; Synthesis of tri-DHA; Transesterification by immobilized lipases