Abstract

α-Tocopherol influences product formation during the autoxidation of unsaturated lipids and, if present in sufficient quantity (5%; 0.1M), only cis,trans-conjugated diene monohydroperoxides are formed: the formation of trans,trans-isomers and secondary oxidation products (e.g. hydroperoxyepidioxides) is suppressed. At this high concentration α-tocopherol does not exert its recognised antioxidant effect but allows autoxidation to proceed smoothly and quite rapidly to produce good yields of monohydroperoxides. This property, coupled with preparative high performance liquid chromatography, has been utilised to prepare and isolate the isomeric monohydroperoxides of methyl arachidonate and 2-linoleoyl-1,3-dipalmitoylglycerol.

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