Optimization of High EPA Structured Phospholipids Synthesis from ω-3 Fatty Acid Enriched Oil and Soy Lecithin

The molecular structure of phospholipids can be changed enzymatically to obtain different tailor-made phospholipids. Incorporation of -3 fatty acids into phospholipids structure increased their oxidative stability, suggesting more health beneficial phospholipids. This study aimed to optimize eicosapentaenoic acid (EPA) incorporation into phospholipids structure by acidolysis reaction using free lipase (EC 3.1.1.3) from Rhizomucor miehei. Deoiled soy lecithin from anjasmoro variety was used as phospholipids source, while -3 fatty acid enriched oil was used as acyl source. Oil enriched with -3 fatty acids was obtained from low temperature solvent crystallization of lemuru (Sardinella longiceps) by-product. Response surface methodology (RSM) was used in this study to determine the relationship between the three factors (enzyme concentration, reaction time and substrate ratio) and their effects on EPA incorporation into soy lecithin structure. The results showed that the relation between EPA content with three factors (reaction time, enzyme concentration and substrate ratio) was quadratic. The significant factors were substrate ratio and reaction time. Optimum conditions at a ratio of 3.77:1 between -3 fatty acids enriched oil and soy lecithin, 30% lipase concentration, and 24.08 h reaction time, gave 22.81% of EPA content of structured phospholipids.

[1]  Tong Wang,et al.  Oxidative stability of egg and soy lecithin as affected by transition metal ions and pH in emulsion. , 2008, Journal of agricultural and food chemistry.

[2]  M. Tomás,et al.  Update on vegetable lecithin and phospholipid technologies , 2008 .

[3]  M. Bernards,et al.  Acetylation of soybean lecithin and identification of components for solubility in supercritical carbon dioxide. , 2007, Journal of agricultural and food chemistry.

[4]  D. Bhattacharyya,et al.  Preparation and surface-active properties of hydroxy and epoxy fatty acid-containing soy phospholipids , 2006 .

[5]  Xuebing Xu,et al.  Comparative evaluation of the emulsifying properties of phosphatidylcholine after enzymatic acyl modification. , 2006, Journal of agricultural and food chemistry.

[6]  R. Prasad,et al.  Lipase-catalyzed preparation of palmitic and stearic acid-rich phosphatidylcholine , 2005 .

[7]  P. Adlercreutz,et al.  Monitoring the oxidation of docosahexaenoic acid in lipids , 2005, Lipids.

[8]  Xiaohua He,et al.  Incorporation of laurate and hydroxylaurate into phosphatidylcholines and acylglycerols in castor microsomes , 2005 .

[9]  Xuebing Xu,et al.  Monitoring of monooctanoylphosphatidylcholine synthesis by enzymatic acidolysis between soybean phosphatidylcholine and caprylic acid by thin-layer chromatography with a flame ionization detector. , 2005, Journal of agricultural and food chemistry.

[10]  Xuebing Xu,et al.  Continuous production of structured phospholipids in a packed bed reactor with lipase from Thermomyces lanuginosa , 2005 .

[11]  J. mancini‐filho,et al.  Frying oil and fat quality measured by chemical, physical, and test kit analyses , 2004 .

[12]  Tong Wang,et al.  Fractionation of crude soybean lecithin with aqueous ethanol , 2004 .

[13]  Dietlind Adlercreutz,et al.  An enzymatic method for the synthesis of mixed-acid phosphatidylcholine , 2004 .

[14]  W. Bryden,et al.  Tuna fishmeal as a source of DHA for n−3 PUFA enrichment of pork, chicken, and eggs , 2002, Lipids.

[15]  H. F. Castro,et al.  Influence of substrate partition coefficient on the performance of lipase catalyzed synthesis of citronellyl acetate by alcoholysis , 2000 .

[16]  A. Thorarensen,et al.  Preparation of phospholipids highly enriched with n-3 polyunsaturated fatty acids by lipase , 1999 .

[17]  M. Murray,et al.  Effect of enteral feeding with eicosapentaenoic acid, gamma-linolenic acid, and antioxidants in patients with acute respiratory distress syndrome. Enteral Nutrition in ARDS Study Group. , 1999, Critical care medicine.

[18]  A. Proctor,et al.  Phospholipids determination in vegetable oil by thin-layer chromatography and imaging densitometry , 1998 .

[19]  J. Whelan,et al.  Effects of eicosapentaenoic and gamma-linolenic acid on lung permeability and alveolar macrophage eicosanoid synthesis in endotoxic rats. , 1997, Critical care medicine.

[20]  J. Nettleton Omega-3 Fatty Acids and Health , 1995 .

[21]  A. Aura,et al.  Transesterification of soy lecithin by lipase and phospholipase , 1995 .

[22]  Koretarō Takahashi,et al.  Application of water mimics on preparation of eicosapentaenoic and docosahexaenoic acids containing glycerolipids , 1995 .

[23]  J. Jumpsen,et al.  Brain Development: Relationship to Dietary Lipid and Lipid Metabolism , 1995 .

[24]  K. Poutanen,et al.  Transesterification of phospholipids in different reaction conditions , 1994 .

[25]  P. Park,et al.  In situ preparation of fatty acid methyl esters for analysis of fatty acid composition in foods , 1994 .

[26]  J. Bausch,et al.  Lipid analysis. , 1993, Current opinion in biotechnology.

[27]  D. Firestone,et al.  Official methods and recommended practices of the American Oil Chemists' Society , 1990 .

[28]  M. Stansby Nutritional properties of fish oils. , 1969, World review of nutrition and dietetics.