ALBERT

Beschreibung:    The fatty acid moiety of 2-monoacyl- sn -glycerol (2-MAG) undergoes spontaneous acyl migration to the sn -1(3) position, resulting in a thermodynamic equilibrium of approximately 1:9 of 2-MAG to 1(3)-monoacyl- sn -glycerol (1-MAG). Spontaneous acyl migration is an impediment to synthesizing and isolating specific 2-MAG for use as intermediates in the synthesis of structured triacylglycerols. 2-Monooleoyl- sn -glycerol was synthesized by the enzymatic ethanolysis of triolein and isolated by liquid CO 2 extraction. The resultant MAG, diacylglycerol, and fatty acid ethyl esters were quantified by 1 H NMR and supercritical fluid chromatography. The low polarity of the CO 2 and mild extraction temperature (25 °C) resulted in very low spontaneous acyl migration rates, allowing the MAG to be isolated in 80% yield and in a very high 2-MAG:1-MAG ratios of ≥93 mol%. Content Type Journal Article Category Original Paper Pages 1-8 DOI 10.1007/s11746-012-2035-9 Authors David L. Compton, Renewable Product Technology Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL 61604, USA Fred J. Eller, Functional Foods Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL 61604, USA Joseph A. Laszlo, Renewable Product Technology Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL 61604, USA Kervin O. Evans, Renewable Product Technology Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL 61604, USA Journal Journal of the American Oil Chemists' Society Online ISSN 1558-9331 Print ISSN 0003-021X