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Stereochemistry of reduction of the C-24,25 double bond in the conversion of desmosterol into cholesterol
Authors:Kyoko TakahashiKenichiro Hashimoto  Ayako FujiyamaJunko Yamada  Noriko KobayashiMasuo Morisaki  Sayaka NakanoNoriyuki Hara  Yoshinori Fujimoto
Institution:a Kyoritsu College of Pharmacy, Shibakoen, Minato-ku, Tokyo 105-8512, Japan
b Department of Chemistry and Materials Science, Tokyo Institute of Technology, Meguro-ku, Tokyo 152-8551, Japan
Abstract:Feeding of the chemically prepared 24-13C, 24-2H]desmosterol to cell-free systems derived from rat liver and silkworm gut and to cultured cells of Oryza sativa followed by deuterium-decoupled 1H, 13C shift correlation NMR analysis of the biosynthesized cholesterol revealed the stereospecific incorporation of hydrogen atoms from the re-face of the C-24 position of desmosterol.
Keywords:steroids and sterols  cholesterol biosynthesis  desmosterol  stereochemistry  3β-hydroxysterol Δ24-reductase
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