Synthesis of omega-3 ethyl esters from chia oil catalyzed by polyethylene glycol-modified lipases with improved stability

被引:17
作者
Castejon, Natalia [1 ]
Moreno-Perez, Sonia [2 ]
Abreu Silveira, Erick [3 ]
Fernandez Lorente, Gloria [3 ]
Guisan, Jose M. [3 ]
Senorans, Francisco J. [1 ]
机构
[1] Univ Autonoma Madrid, Fac Sci, Secc Dept Ciencias Alimentac, Hlth Lipids Grp, E-28049 Madrid, Spain
[2] Univ Europea Madrid, Sch Biomed Sci, Pharm & Biotechnol Dept, Madrid, Spain
[3] CSIC, Inst Catalysis, Dept Biocatalysis, Madrid 28049, Spain
关键词
Chia; Omega-3; Lipases; Ethyl esters; Polyethylene glycol (PEG); Salvia hispanica L; POLYUNSATURATED FATTY-ACIDS; SALVIA-HISPANICA L; ENZYMATIC CONCENTRATION; SELECTIVE ETHANOLYSIS; CHEMICAL AMINATION; RICH OIL; IMMOBILIZATION; FISH; PEGYLATION; OMEGA-3-FATTY-ACIDS;
D O I
10.1016/j.foodchem.2018.07.215
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Enzymatic synthesis of fatty acid ethyl esters (FAEE) from chia (Salvia hispanica L.) oil has been performed with different modified derivatives and compared with commercial immobilized lipases to produce omega-3 rich FAEE. Therefore, the main objective was to synthesize omega-3 esters from chia oil catalysed by polyethylene glycol-modified lipases using a biocatalyst with higher stability than commercial derivatives. Lipase from Thermomyces lanuginosus (TLL) was immobilized by hydrophobic adsorption on Sepabeads C-18 followed by a physicochemical coating of lipase surface with a dense layer of PEG. Ethanolysis reactions were carried out using pressurized liquid extracted chia seed oil and with different lipase derivatives to compare the omega-3 FAEE yield and ratio of reaction products, which were analysed by HPLC-ELSD. Furthermore, reutilization of lipase derivatives was studied to evaluate the stability after several reaction cycles to minimize decreasing of catalytic activity and develop a feasible enzymatic process for food industrial applications.
引用
收藏
页码:433 / 439
页数:7
相关论文
共 29 条
[1]   Towards sustainable sources for omega-3 fatty acids production [J].
Adarme-Vega, T. Catalina ;
Thomas-Hall, Skye R. ;
Schenk, Peer M. .
CURRENT OPINION IN BIOTECHNOLOGY, 2014, 26 :14-18
[2]   Immobilisation and application of lipases in organic media [J].
Adlercreutz, Patrick .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (15) :6406-6436
[3]   Metabolism and functional effects of plant-derived omega-3 fatty acids in humans [J].
Baker, Ella J. ;
Miles, Elizabeth A. ;
Burdge, Graham C. ;
Yaqoob, Parveen ;
Calder, Philip C. .
PROGRESS IN LIPID RESEARCH, 2016, 64 :30-56
[4]   Advances in enzyme immobilisation [J].
Brady, Dean ;
Jordaan, Justin .
BIOTECHNOLOGY LETTERS, 2009, 31 (11) :1639-1650
[5]   REACTION OF TYROSINE RESIDUES IN PROTEINS WITH CARBODIIMIDE REAGENTS [J].
CARRAWAY, KL ;
KOSHLAND, DE .
BIOCHIMICA ET BIOPHYSICA ACTA, 1968, 160 (02) :272-&
[6]   Alternative oil extraction methods from Echium plantagineum L. seeds using advanced techniques and green solvents [J].
Castejon, Natalia ;
Luna, Pilar ;
Senorans, Francisco J. .
FOOD CHEMISTRY, 2018, 244 :75-82
[7]   Ultrasonic Removal of Mucilage for Pressurized Liquid Extraction of Omega-3 Rich Oil from Chia Seeds (Salvia hispanica L.) [J].
Castejon, Natalia ;
Luna, Pilar ;
Senorans, Francisco J. .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2017, 65 (12) :2572-2579
[8]   Synthesis of structured lipids by two enzymatic steps: Ethanolysis of fish oils and esterification of 2-monoacylglycerols [J].
del Mar Munio, Maria ;
Robles, Alfonso ;
Esteban, Luis ;
Gonzalez, Pedro A. ;
Molina, Emilio .
PROCESS BIOCHEMISTRY, 2009, 44 (07) :723-730
[9]   Solid-phase chemical amination of a lipase from Bacillus thermocatenulatus to improve its stabilization via covalent immobilization on highly activated glyoxyl-agarose [J].
Fernandez-Lorente, Gloria ;
Godoy, Cesar A. ;
Mendes, Adriano A. ;
Lopez-Gallego, Fernando ;
Grazu, Valeria ;
de las Rivas, Blanca ;
Palomo, Jose M. ;
Hermoso, Juan ;
Fernandez-Lafuente, Roberto ;
Guisan, Jose M. .
BIOMACROMOLECULES, 2008, 9 (09) :2553-2561
[10]   Release of Omega-3 Fatty Acids by the Hydrolysis of Fish Oil Catalyzed by Lipases Immobilized on Hydrophobic Supports [J].
Fernandez-Lorente, Gloria ;
Betancor, Lorena ;
Carrascosa, Alfonso V. ;
Guisan, Jose M. .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 2011, 88 (08) :1173-1178