In:
Journal of the American Oil Chemists' Society, Wiley, Vol. 75, No. 6 ( 1998-06), p. 703-710
Abstract:
Structured triacylglycerides with medium‐chain fatty acids (caprylic acid) in sn 1‐ and sn 3‐positions and a long‐chain unsaturated fatty acid (oleic or linoleic acid) in the sn 2‐position of glycerol (MLM) were synthesized by lipase catalysis in a two‐step process. First, pure 2‐monoacylglycerides (2‐MG) were synthesized by alcoholysis of triacylglycerides (triolein, trilinolein, or peanut oil) in organic solvents with 1,3‐regiospecific lipases (from Rhizomucor miehei, Rhizopus delemar , and Rhizopus javanicus ). The 2‐MG were purified by crystallization and obtained in up to 71.8% yield. These 2‐MG were esterified in a second reaction with caprylic acid in n ‐hexane to form almost pure MLM. For 2‐MG obtained from peanut oil, the final product contained more than 90% caprylic acid in the sn 1‐ and sn 3‐positions, whereas the sn 2‐position was composed of 98.5% unsaturated long‐chain fatty acids. Reaction conditions for both steps were optimized with respect to source and immobilization of lipase, water activity, and solvent.
Type of Medium:
Online Resource
ISSN:
0003-021X
,
1558-9331
DOI:
10.1007/s11746-998-0209-2
Language:
English
Publisher:
Wiley
Publication Date:
1998
detail.hit.zdb_id:
2041388-9
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