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A rapid method for enzymatic synthesis and purification of the structured triacylglycerol, 1,3‐dilauroyl‐2‐oleoyl‐glycerol
Author(s) -
Miura Susumu,
Ogawa Asuka,
Konishi Hiroaki
Publication year - 1999
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-999-0108-1
Subject(s) - chromatography , chemistry , transesterification , triolein , fraction (chemistry) , glycerol , lauric acid , lipase , candida antarctica , elution , column chromatography , fatty acid , organic chemistry , methanol , enzyme
A rapid method for synthesis and purification of the structured triacylglycerol (TAG), 1,3‐dilauroyl‐2‐oleoylglycerol (LaOLa), has been developed. A fraction containing 70% LaOLa was obtained by enzymatic transesterification between triolein and lauric acid using Lipozyme IM, which has 1,3‐regioselectivity on the glycerol moiety of TAG. The fraction was passed through a Bond Elut SI Column to remove mono‐and diacylglycerols produced during the transesterification. The TAG fraction thus obtained was applied to a reversed‐phase column, eluted with acetonitrile/tetrahydrofuran (8:2, vol/vol) to separate different TAG species. The LaOLa fraction obtained by this method was of greater than 99% purity. The concentrations of total fatty acids and fatty acids bound to the sn ‐2 position of this LaOLa fraction were determined by gas‐liquid chromatography after hydrolysis by pancreatic lipase, to confirm the purity of stereospecific isomers in this fraction. The final purity of LaOLa was found to be greater than 95%, which was in good agreement with the result obtained by high‐performance liquid chromatography using a Lichrosorb Si60 argentated column.