Preparation and characterization of sn-2 polyunsaturated fatty acids-rich monoacylglycerols from menhaden oil and DHA-single cell oil

Monoacylglycerols (MAGs) with polyunsaturated fatty acids (PUFAs) at the sn-2 position exhibit excellent health benefits, especially in the development of brain functions, and are suggested materials for the production of functional foods. sn-2 PUFA-MAGs, therefore, were prepared from menhaden oil rich in eicosapentaenoic acid and single cell oil rich in docosahexaenoic acid in the present study. The optimal alcoholysis reaction was catalyzed by mixed lipases of Lipozyme TL IM and Lipozyme 435 in the ratio of 60:40 at 45 degrees C and 4 h, followed by purification through a liquid-liquid extraction using 85% ethanol and hexane, and further concentrated by acetonitrile fractionation. A systematic method for the identification and confirmation of the purified products using electrospray ionization high-resolution accurate-mass tandem mass spectroscopy and 1D and 2D nuclear magnetic resonance were then established in the present study. The final products, i.e., sn-2 PUFA-MAGs, contained 69.3-71.5 g/100g of 2-MAGs, of which, PUFAs varied from 60.2 to 61.6 g/100g. This MAGs can potentially be used as precursors in the production of functional lipids for health purposes.

Automated summary

Monoacylglycerols (MAGs) containing polyunsaturated fatty acids (PUFAs) at the sn-2 position were prepared from menhaden oil and single cell oil in this study. The optimal alcoholysis reaction was catalyzed by mixed lipases, followed by purification through liquid-liquid extraction and further concentration. A systematic method for product identification using Electrospray Ionization High-Resolution Accurate-Mass Tandem Mass Spectrometry and Nuclear Magnetic Resonance was established. The final products contained 69.3-71.5 g/100g of 2-MAGs, with PUFAs ranging from 60.2 to 61.6 g/100g, and can potentially be used for the production of functional lipids for health purposes.