Vitamin E chemistry. studies into initial oxidation intermediates of α-tocopherol: disproving the involvement of 5a-C-Centered “chromanol methide” radicals

T Rosenau, E Kloser, L Gille, F Mazzini…

Index: Rosenau, Thomas; Kloser, Elisabeth; Gille, Lars; Mazzini, Francesco; Netscher, Thomas Journal of Organic Chemistry, 2007 , vol. 72, # 9 p. 3268 - 3281

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Citation Number: 29

Abstract

Contrary to concepts handed down in the literature from the early days of vitamin E research, one-electron oxidation of vitamin E does not involve 5a-C-centered radicals. A combined approach of analytical techniques, in particular electron paramagnetic resonance spectroscopy (EPR), organic synthesis of special derivatives, isotopic labeling, kinetic studies, and computational chemistry was used to re-evaluate the one-electron and two- ...