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Linoleic acid isomers in heat treated sunflower oils
Author(s) -
Sebedio J. L.,
Grandgirard A.,
Prevost J.
Publication year - 1988
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/bf02663077
Subject(s) - cis–trans isomerism , chemistry , column chromatography , linoleic acid , structural isomer , ozonolysis , thin layer chromatography , high performance liquid chromatography , sunflower oil , urea , double bond , conjugated system , silver nitrate , conjugated linoleic acid , chromatography , organic chemistry , fatty acid , biochemistry , polymer
Heat treatment of sunflower oil resulted in the formation of linoleic geometrical and positional isomers. These isomers were isolated using a combination of column chromatography, urea fractionation, high performance liquid chromatography (HPLC) on a C18 reverse phase column and silver nitrate thin layer chromatography (TLC). Each component was submitted to hydrazine reduction and the resulting monoenes to AgNO 3 ‐TLC. The resulting cis and trans fractions were submitted to ozonolysis in BF 3 ‐MeOH in order to determine the position of the ethylenic bonds. The major isomers were the cis, trans and trans, cis 18∶2 Δ9, 12, the trans, trans 18∶2 Δ9, 12 and some cis, trans, trans, cis and trans, trans 18∶2 conjugated dienes. The cis, trans and trans, cis conjugated dienes were the Δ9, 11, Δ10, 12, Δ11, 13 and Δ12, 14 while the trans, trans isomers were the Δ9, 11, Δ10, 12 and Δ11, 13. These C18∶2 isomers also were detected in oils collected from restaurants and market vendors.