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Updated: May 29, 2025
Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
Efficient method of synthesizing sn-2 eicosapentaenoic acid (EPA) monoacylglycerols using circular ethanolysis and
Minjie Cao1, Fangwei Yang2, Yu Zhang3
1State Key Laboratory of Food Science and Resources, School of Food Science and Technology, Jiangnan University, Wuxi, China; Department of Food Science, University of Massachusetts Amherst, Amherst, MA 01003, USA.
Abstract:
The sn-2 monoacylglycerol (MAG) of eicosapentaenoic acid (EPA) can be used as a health-promoting ingredient in functional foods. However, the lack of a good recovery method to prepare high-purity 2-EPA MAGs has limited their application. In this study, circular ethanolysis and glycerolysis were repeated three times to synthesize 2-EPA MAGs and obtain a high recovery of EPA in them. Ethanolysis was carried out using 12 % of Lipozyme 435 and an ethanol-to-triacylglycerol (TAG) ratio of 60, which led to a TAG conversion rate of 97.3 %. Glycerolysis was then carried out using 16 % of CL "Amano" IM and a substrate-to-glycerol ratio of 9 (under vacuum), which led to a conversion rate of ethyl ester to TAGs of 96.8 %. After three ethanolysis-glycerolysis cycles, a relatively high recovery of EPA in the 2-MAG (72.1 %) was obtained. After purification, a high purity 2-EPA MAG product (EPA: 92.2 ± 1.8 %; 2-MAG: 91.50 ± 0.14 %) was obtained.
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