Autoxidation of tissue lipids. II. Monocarbonyl compounds formed by the autoxidation of methyl eicosapentaenoate,methyl docosahexaenoate,and cod-liver oil |
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Authors: | Mary P Fisher Lawrence A Wishner |
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Affiliation: | (1) Department of Chemistry, Mary Washington College of the University of Virginia, Fredericksburg, Virginia |
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Abstract: | Fatty acid analysis of autoxidized cod-liver oil with a peroxide value of 192 showed significant degradation of only eicosapentaenoic,
docosapentaenoic, and docosahexaenoic acids of the linolenate family. Purified, mildly autoxidized cod-liver oil with a peroxide
value of 28, methyl eicosapentaenoate, and methyl docosahexaenoate produced carbonyl patterns in agreement with the accepted
mechanism for olefinic autoxidation. In all cases the major products were propanal andn-pent-2-enal as predicted, andn-hex-2-enal andn-hept-2-enal as reported in the literature for linolenate. In addition, the same cod-liver oil, which had been heated to 188C
in vacuum for 1 hr to decompose completely the hydroperoxides before carbonyl analysis, showed the presence ofn-hepta-2,4-dienal as predicted. |
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