Detailed Study of Furan Fatty Acids in Total Lipids and the Cholesteryl Ester Fraction of Fish Liver
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Furan fatty acids (F-acids) are valuable, bioactive minor components in lipids which are characterized by a furan moiety in the acyl chain. Here, we present a gas chromatography/mass spectrometry method operated in the selected ion monitoring mode (GC/MS-SIM) for the thorough determination of F-acid as methyl esters in fish. The method takes advantage of the molecular ion and two characteristic fragment ions and enables the unequivocal detection of >350 saturated, mono- and dienoic F-acids in four GC/MS-SIM runs. This method was applied to the analysis of the methyl esters obtained from the triacylglyceride (TG) and the cholesteryl ester (CE) fraction of ten individual fish liver samples. Up to 23 F-acids, including several new or scarcely detected homologues, were detected in the samples. The concentrations of total F-acids ranged from 25 to 280 mg/100 g lipids in the TG fractions and <0.11 to 115 mg/100 g lipids in the CE fractions.
KeywordsFuran fatty acids Fish liver Gas chromatography Mass spectrometry Selected ion monitoring
Conflict of Interest
Simon Hammann has received a stipend grant from the Fonds der Chemischen Industry. Christine Wendlinger, Simon Hammann, and Walter Vetter declare that they have no conflict of interest. This article does not contain any studies with human or animal subjects.
- Gunstone FD, Wijesundera RC, Love RM, Ross D (1976) Relative enrichment of furan-containing fatty acids in the liver of starving cod. J Chem Soc Chem Commun 630–631Google Scholar
- Guth H, Grosch W (1991) Detection of furanoid fatty acids in soya-bean oil—cause for light-induced off-flavor. Fett Wiss Technol 93:249–255Google Scholar
- Hammann S, Wendlinger C, Vetter W (2015) Analysis of intact cholesteryl esters of furan fatty acids in cod liver. Lipids 50:611–620Google Scholar
- Ishii K, Okajima H, Okada Y, Watanabe H (1988b) Studies on furan fatty acids of salmon roe phospholipids. J Biochem 103:836–839Google Scholar
- Ota T, Takagi T (1983) Furan fatty acids in the lipids of kokanee, Oncorhynchus nerka f. adonis. Bull Fac Fish Hokkaido Univ 34:88–92Google Scholar
- Schoedel R, Spiteller G (1987) On the occurrence of F-acids in cattle liver and their enzymic degradation during tissue damage. Liebigs Ann Chem 459–462Google Scholar
- Vetter W, Laure S, Wendlinger C, Mattes A, Smith AWT, Knight DW (2012) Determination of furan fatty acids in food samples. J Am Oil Chem Soc 89:1501–1508Google Scholar
- Wakimoto T, Kondo H, Nii H, Kimura K, Egami Y, Oka Y, Yoshida M, Kida E, Ye Y, Akahoshi S, Asakawa T, Matsumura K, Ishida H, Nukaya H, Tsuji K, Kan T, Abe I (2011) Furan fatty acid as an anti-inflammatory component from the green-lipped mussel Perna canaliculus. Proc Natl Acad Sci USA, Early Ed 1–5:5Google Scholar