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Analysis of hydroxylated fatty acids from plant oils
Author(s) -
Weber Nikolaus,
Vosmann Klaus,
Fehling Eberhard,
Mukherjee Kumar D.,
Bergenthal Dieter
Publication year - 1995
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/bf02541097
Subject(s) - chemistry , gas chromatography , organic chemistry , linoleic acid , chromatography , fatty acid , thin layer chromatography , oleic acid , rapeseed , hydrolysis , sunflower oil , erucic acid , epoxy , biochemistry , food science
A novel process has been described recently for the preparation of hydroxylated fatty acids (HOFA) and HOFA methyl esters from plant oils. HOFA methyl esters prepared from conventional and alternative plant oils were characterized by various chromatographic methods (thin‐layer chromatography, high‐performance liquid chromatography, and gas chromatography) and gas chromatography‐mass spectrometry as well as 1 H and 13 C nuclear magnetic resonance spectroscopy. HOFA methyl esters obtained from Euphorbia lathyris seed oil, low‐erucic acid rapeseed oil, and sunflower oil contain as major constituents methyl threo ‐9,10‐dihydroxy octadecanoate (derived from oleic acid) and methyl dihydroxy tetrahydrofuran octadecanoates, e.g., methyl 9,12‐dihydroxy‐10,13‐epoxy octadecanoates and methyl 10,13‐dihydroxy‐9,12‐epoxy octadecanoates (derived from linoleic acid). Other constituents detected in the products include methyl esters of saturated fatty acids (not epoxidized/derivatized) and traces of methyl esters of epoxy fatty acids (not hydrolyzed). The products that contain high levels of monomeric HOFA may find wide application in a variety of technical products.