PRODUCTS AND RELATIVE REACTION RATES OF THE OXIDATION OF TOCOPHEROLS WITH SINGLET MOLECULAR OXYGEN |
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| Authors: | W C NEELY J M MARTIN † S A BARKER † |
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| Institution: | Department of Chemistry, Auburn University, AL 36849, USA;Mass Spectrometry Center, University of Alabama at Birmingham, Birmingham, AL 36294, USA |
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| Abstract: | Abstract— The relative reactivity of singlet molecular oxygen, 02(1Δg), α-,β-,Γ-and δ with -tocopherol (vitamin E) was investigated using microwave discharge generation as a uniquely clean source of singlet oxygen and using a hydrocarbon solvent to approximate the membrane environment. The relative efficiencies of the tocopherols for O2(1Δg) were found to decrease in the order: D-α-tocopherol > D-β-tocopheroI > D–Γ-tocopherol > D-δ-tocopherol. The reaction products in all cases were found to be mixtures of quinone and quinone epoxides apparently resulting from decomposition of the primary product, the hydroperoxydienone. |
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