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Identification of the saturated oxo fatty acids in cheese

Published online by Cambridge University Press:  01 June 2009

Elizabeth Y. Brechany  and
William W. Christie
Elizabeth Y. Brechany
Affiliation:
Hannah Research Institute, Ayr KA6 5HL, UK
William W. Christie
Affiliation:
Hannah Research Institute, Ayr KA6 5HL, UK
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Summary

The nature and composition of the saturated oxo fatty acids in Cheddar cheese have been re-evaluated following isolation by moern chromatographic procedures, including low-pressure column chromatography and HPLC (adsorption and silver ion modes). The oxo fatty acids were identified and quantified (for the first time) by gas chromatography–mass spectrometry in the form of the methyl ester derivatives and many of the structures were confirmed similarly by preparing picolinyl ester derivatives. Thirty-six saturated oxo fatty acids were identified, ranging in chain length from 9 to 22 with an oxo group on carbons 4–17 (except for 12), of which twenty-one had been identified in a previous study and fifteen were new. Fifteen fatty acids tentatively identified by others did not in fact appear to be present.

Type
Original Articles
Information
Journal of Dairy Research , Volume 59 , Issue 1 , February 1992 , pp. 57 - 64
Copyright
Copyright © Proprietors of Journal of Dairy Research 1992

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References

REFERENCES

Balazy, M. & Nies, A. S. 1980 Characterization of epoxides of polyunsaturated fatty acids by mass spectrometry via 3-pyridinylmethyl esters. Biomedical & Environmental Mass Spectrometry 18 328–336CrossRefGoogle Scholar
Christie, W. W. 1987 a High-Performance Liquid Chromatography and Lipids. Oxford: Pergamon PressGoogle Scholar
Christie, W. W. 1987 b A stable silver-loaded column for the separation of lipids by high performance liquid chromatography. Journal of High Resolution Chromatography & Chromatography Communications 10 148–150CrossRefGoogle Scholar
Christie, W. W. 1989 Gas Chromatography and Lipids. Ayr: Oily PressGoogle Scholar
Christie, W. W., Brechany, E. Y. & Stefanov, K. 1988 Silver ion high-performance liquid chromatography and gas chromatography-mass spectrometry in the analysis of complex fatty acid mixtures: application to marine invertebrates. Chemistry & Physics of Lipids 46, 127–135CrossRefGoogle Scholar
Evans, E. W. & Mabbitt, L. A. 1974 The flavour of Cheddar cheese. National Instituts for Research in Dairying Biennial Reviews 59–72Google Scholar
Foda, E. A., Hammond, E. G., Reinbold, G. W. & Hotchkiss, D. K. 1974 Role of fat in flavor of Cheddar cheese. Journal of Dairy Science 57 1137–1142CrossRefGoogle Scholar
Folch, J., Lees, M. & Sloane Stanley, G. H. 1957 A simple method for the isolation and purification of total lipides from animal tissues. Journal of Biological Chemistry 226 497–509CrossRefGoogle ScholarPubMed
Kühn, H., Belkner, J., Wiesner, R. & Alder, L. 1990 Occurrence of 9- and 13-keto-octadecadienoic acid in biological membranes oxygenated by the reticulocyte lipoxygenase. Archives of Biochemistry & Biophysics 279 218–224CrossRefGoogle ScholarPubMed
Parks, O. W., Keeney, M., Katz, I. & Schwartz, D. P. 1964 Isolation and characterization of the methyl ketone precursor in butter fat. Journal of Lipid Research 5 232–235CrossRefGoogle ScholarPubMed
Patton, S. & Jensen, R. G. 1975 Lipid metabolism and membrane functions of the mammary gland. Progress in the Chemistry of Fats and Other Lipids 14 163–277CrossRefGoogle ScholarPubMed
Ryhage, R. & Stenhagen, E. 1960 Mass spectrometric studies. VI. Methyl esters of normal chain oxo-hydroxy-, methoxy- and epoxy-acids. Arkiv for Kemi 15 545–573Google Scholar
Schwartz, D. P. & Rady, A. H. 1990 Determination and occurrence of oxofatty acids in fats and oils. Journal of the American Oil Chemists' Society 67 635–641CrossRefGoogle Scholar
Seth, R. J. & Robinson, R. K. 1988 Factors contributing to the flavour characteristics of mould-ripened cheese. In Developments in Food Microbiology – 4 pp. 23–46 (Ed. Robinson, R. K.). London: Elsevier Applied ScienceCrossRefGoogle Scholar
Tulloch, A. P. 1985 Mass spectra of pyrrolidides of oxo, hydroxy and trimethylsilyloxy octadecanoic acids. Lipids 20 652–663CrossRefGoogle Scholar
Van Der Ven, B., Haverkamp Begemann, P. & Schogt, J. C. M. 1963 Precursors of methyl ketones in butter. Journal of Lipid Research 4 91–95CrossRefGoogle ScholarPubMed
Weihrauch, J. L., Brewington, C. R. & Schwahtz, D. P. 1974 Trace constituents in milk fat: isolation and identification of oxofatty acids. Lipids 9 883–890CrossRefGoogle ScholarPubMed