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Chemoenzymatic epoxidation of unsaturated fatty acid esters and plant oils
Author(s) -
Klaas M. Rüsch gen,
Warwel S.
Publication year - 1996
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/bf02523509
Subject(s) - chemistry , organic chemistry , linseed oil , rapeseed , hydrolysis , fatty acid , substrate (aquarium) , lipase , sunflower oil , candida antarctica , double bond , peroxide , food science , enzyme , oceanography , geology
In the presence of an immobilized lipase from Candida antacrtica (Novozym 435 R ) fatty acids are converted to peroxy acids by the reaction with hydrogen peroxide. In a similar reaction, fatty acid esters are perhydrolyzed to peroxy acids. Unsaturated fatty acid esters subsequently epoxidize themselves, and in this way epoxidized plant oils can be prepared with good yields (rapeseed oil 91%, sunflower oil 88%, linseed oil 80%). The hydrolysis of the plant oil to mono‐ and diglycerides can be suppressed by the addition of a small amount of free fatty acids. Rapeseed oil methyl ester can also be epoxidized; the conversion of C=C‐bonds is 95%, and the composition of the epoxy fatty acid methyl esters corresponds to the composition of the unsaturated methyl esters in the substrate.