Stereochemistry of reduction of the C-24,25 double bond in the conversion of desmosterol into cholesterol |
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Authors: | Kyoko TakahashiKenichiro Hashimoto Ayako FujiyamaJunko Yamada Noriko KobayashiMasuo Morisaki Sayaka NakanoNoriyuki Hara Yoshinori Fujimoto |
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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 |
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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. |
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Keywords: | steroids and sterols cholesterol biosynthesis desmosterol stereochemistry 3β-hydroxysterol Δ24-reductase |
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