Abstract

Radicals generated in autoxidized linoleic acid; 11,11-dideuterio-9- cis,12- cis-linoleic acid ( 2H 2); 9,10,12,13-tetradeuterio-9- cis,12- cis-linoleic acid ( 2H 4) and 9,10,11,11,12,13-hexadeuterio-9- cis,12- cis-linoleic acid ( 2H 6), have been detected by ESR and ENDOR using the spin trap 2-methyl-2-nitrosopropane. The coupling constants obtained from the ENDOR spectrum of the linoleic acid systems have been unambiguously assigned by comparison with spectra obtained from deuterated derivatives. The radicals identified confirm the accepted mechanism for autoxidation of unsaturated fatty acids. Autoxidation of the 2H 2-compound identified the presence of an alternative, but kinetically less favourable route for the autoxidation of linoleic acid.

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