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United States Department of Agriculture

Agricultural Research Service


item Hou, Ching
item Irimescu, Roxana
item Iwasaki, Yugo

Submitted to: World Conference and Exhibition on Oilseed and Edible, Industrial and Speci
Publication Type: Abstract Only
Publication Acceptance Date: 8/16/2002
Publication Date: N/A
Citation: N/A

Interpretive Summary:

Technical Abstract: 2-Monoacylglycerols (2-MG) are good emulsifiers and are essential molecules in lipid absorption. They are also convenient starting materials for synthesis of structured lipids. Previously, we found that immobilized Candida antarctica lipase (Novozym 435), which had been believed to be a non-regiospecific enzyme, showed stricter regiospecificity in excess amounts of ethanol. Therefore, the regiospecific ethanolysis of homogenous triacylglycerols (TGs) with Novozym 435 was studied using trioleoylglycerol (TO) as a model substrate. Process optimization and substrate specificity studies were performed. Under optimized conditions (ethanol/TO weight ratio = 4/1 and 25 degrees C), 2-monooleoylglycerol (2-MO) was the predominant (98%) glyceride in the reaction mixture and approximately 88 % yield in 4 h. The yields obtained with TO, tridocosahexaenoylglycerol, trisicosapentaenoylglycerol, triarachidonoylglycerol, trilinolenoylglycerol and trilinoleoylglycerol were from 71.9 to 93% in short reaction times (2.5 to 8 h). Purified 2-MO and 2-monodocosahexaenoylglycerol (2-MD) were re-esterified with caprylic acid by immobilized Rhizomucor miehei lipase (Lipozyme IM) to afford symmetrical structured TGs. The yields of the structured lipids among glycerides of the reaction mixture were greater than 95% with 100% regioisomeric purity.

Last Modified: 06/23/2017
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