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Occurrence of Conjugated Linolenic Acids in Purified Soybean Oil
Author(s) -
Kinami Tomohisa,
Horii Naoto,
Narayan Bhaskar,
Arato Shingo,
Hosokawa Masashi,
Miyashita Kazuo,
Negishi Hironori,
Ikuina Junichi,
Noda Ryuji,
Shirasawa Seiichi
Publication year - 2007
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/s11746-006-1005-5
Subject(s) - chromatography , chemistry , high performance liquid chromatography , soybean oil , conjugated linoleic acid , linolenic acid , conjugated system , linoleic acid , gas chromatography , fatty acid , organic chemistry , food science , polymer
A high‐performance liquid chromatographic (HPLC) method is described for the determination of conjugated linoleic acids (CLA) and conjugated linolenic acids (CLN). Methyl esters prepared from purified lipid fractions of soybean oil were analyzed using an HPLC system equipped with photodiode‐array detector to detect peaks having maximum absorption around 233 and 275 nm. These peaks were concentrated by AgNO 3 ‐silicic acid column chromatography and reversed‐phase HPLC. The structural analysis, of dimethyloxazoline (DMOX) derivatized methyl esters, using gas chromatography–mass spectrometry (GC–MS) showed the occurrence of 9,11‐ and 10,12‐CLA and 8,10,13‐, 8,10,12‐, and 9,11,13‐CLN. The comparison of these conjugated fatty acids with authentic isomers by HPLC revealed the presence of isomeric mixtures of CLA [ cis (c), trans (t) or t,c and t,t] and CLN (c,t,t or t,t,c and t,t,t). Traces of 9,11‐ and 10,12‐CLA (c,t or t,c) were found in crude oil. CLN isomers (8,10,12‐18:3 and 9,11,13‐18:3) were found to be forming during the bleaching phase of soybean oil processing. 8,10,13‐CLN and 9,11‐ and 10,12‐CLA (t,t) were only found in soybean oil after the deodorization step. CLN contents in commercial soybean oil varied from 387 to 1,316 mg/kg oil. A decreased level of bleaching earth and temperature resulted in a reduced CLN content. It is possible that CLN would be derived from the linoleate hydroperoxides formed during the processing and storage of soybean oil.

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