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Autoxidation of tissue lipids. II. Monocarbonyl compounds formed by the autoxidation of methyl eicosapentaenoate, methyl docosahexaenoate, and cod‐liver oil
Author(s) -
Fisher Mary P.,
Wishner Lawrence A.
Publication year - 1968
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02530975
Subject(s) - autoxidation , chemistry , peroxide value , docosahexaenoic acid , linolenate , eicosapentaenoic acid , docosapentaenoic acid , peroxide , cod liver oil , lipidology , organic chemistry , food science , fatty acid methyl ester , clinical chemistry , biochemistry , polyunsaturated fatty acid , fatty acid , catalysis , biodiesel
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 and n ‐pent‐2‐enal as predicted, and n ‐hex‐2‐enal and n ‐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 of n ‐hepta‐2,4‐dienal as predicted.