Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
The Mechanism of Synergism between Tocopherols and Trimethylamine Oxide in the Inhibition of the Autoxidation of Methyl Linoleate
Yukihiro ISHIKAWA, Etsuji YUKI, Hiromichi KATO, Masao FUJIMAKI
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1978 年 42 巻 4 号 p. 711-716

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The synergistic effect of trimethylamine oxide (TMAO) on the antioxidant activity of γ-tocopherol (γ-Toc) to inhibit the autoxidation of methyl linoleate was investigated.
Formation of the reducing dimers of γ-Toc was found to be closely related to the synergism of TMAO with γ-Toc. γ-Toc diphenyl ether dimer and two γ-Toc biphenyl dimers were identified, and the tatters were considered to be atropisomers with each other.
From the reaction of the hydroperoxide (LOON) of methyl linoleate with TMAO, TMAO was found to act as a peroxide decomposer. TMAO produced methyl keto-octadecadienoate, which was formed only in the presence of γ-Toc and TMAO, from LOOH, and markedly decreased the POV of LOOH.
A possible mechanism of synergism between Toc and TMAO in the inhibition of the autoxidation of methyl linoleate was proposed.
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