Studies on ubiquinone. The isolation and identification of 5-demethoxyubiquinone-9 as an intermediate in biosynthesis of ubiquinone-9 in the rat.

作者: Bernard L. Trumpower , Anant S. Aiyar , Clyde E. Opliger , Robert E. Olson

DOI: 10.1016/S0021-9258(19)45456-2

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摘要: Abstract A previously unidentified nonsaponifiable metabolite of p-hydroxybenzoate in liver slices, postulated to be an intermediate the biosynthesis ubiquinone, has been isolated. This metabolite, like was labeled slices when incubated with [U-14C]benzoate, 4-hydroxy[G-3H]benzoate, [Me-14C]methionine, and [2-14C]mevalonate. The time course incorporation radioactivity from benzoate into unknown lipid ubiquinone consistent a precursor-product relationship between 4-hydroxybenzoate ubiquinone. purified lipids rat analyzed by spectrometry. On basis its mass spectrum, ultraviolet absorption chromatographic properties, compound identified as 5-demethoxyubiquinone-9 structure proven synthesis. 5-Demethoxyubiquinone-6 ubiquinone-6 were isolated crude sample obtained Saccharomyces cerevisae. Synthetic 5-demethoxyubiquinone-9, methoxyl group 3H, biosynthesized 14C both converted ubiquinone-9 isolated, perfused liver. It is concluded that synthesis occurs via 5-demethoxyubiquinone-9.

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