Lipase‐catalyzed esterification of glycerol and n‐3 polyunsaturated fatty acid concentrate in organic solvent

Abstract

Enzymatic synthesis of glycerides from glycerol and n‐3 polyunsaturated fatty acid in organic solvent was studied. Optimal conditions for glyceride synthesis by lipases were established. Of the commercially available lipases that were investigated, lipase PS‐30 fromPseudomonas sp. and lipase IM‐60 fromMucor miehei resulted in the highest extent of esterification. Isooctane and hexane were particularly useful organic solvents in glyceride synthesis. The water content in the reaction mixture was of primary importance. For lipase PS‐30 and lipase IM‐60, optimal water contents were 5 and 1%, respectively. Lipases PS‐30 and IM‐60 manifested contrasting positional specificities in glyceride synthesis. Glycerides containing predominantly eicosapentaenoic acid and docosahexaenoic acid can be easily synthesized.

Preparation of Highly Purified Stearidonic Acid from Echium Oil via an Enzymatic Method Combined with Preparative High Performance Liquid Chromatography

“…The reaction temperature has a significant impact on the reaction, and the effect differs depending on the reaction conditions, substrate, and enzyme 3,16 . Therefore, selecting the optimum temperature is crucial for enzymatic reactions.…”

Synthesis of Either Mono-or Diacylglycerol from High-Oleic Sunflower Oil by Lipase-Catalyzed Glycerolysis.

“…To prevent the generation of dark-colored by-products with undesirable fiavors, Iow-temperature MAG synthesis using lipase has been attempted by many researchers. There are two main enzymatic pathways to yield MAG; ester synthesis from free fatty acid and glycerol (Tsujisaka et al, 1977;Hoq et al, 1984;Schuch & Mukherjee, 1989;Akoh et al, 1992;van der Padt et al, 1992;Berger & Schneider, 1992b;Li & Ward, 1993), and glycerolysis ofedible fats and oils (Yamane et al, 1986~, b;Holmberg et al, 1989;Yang et al, 1994a, b).…”

Enzymes as biocatalysts in the modification of natural lipids

“…77 This dif®culty does not exist when the starting point for triacylglycerol synthesis is 2-monoacylglycerol though care must be taken that reaction is con®ned to acylation and that both acyl-migration and transesteri®cation are kept to a minimum. This is illustrated in the synthesis of caprucin from 2-monoerucin and caprylic acid (Geotrichum candidum, 50°C, 75% yield 78 ) and in the two-step synthesis of triacylglycerols described by Soumanou et al 79,80 (Section 8(i)).…”