Stereochemistry of Hydrogen Addition to C-25 of Desmosterol by Sterol-Δ24-Reductase of Rat Liver Homogenate

Tomoko Yagi; Noriko Kobayashi; Masuo Morisaki; Noriyuki Hara; Yoshinori Fujimoto

doi:10.1248/cpb.42.680

Stereochemistry of Hydrogen Addition to C-25 of Desmosterol by Sterol-Δ²⁴-Reductase of Rat Liver Homogenate

Tomoko Yagi, Noriko Kobayashi, Masuo Morisaki, Noriyuki Hara, Yoshinori Fujimoto

School of Pharmacy

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

Chemically synthesized (26)- and (27)-methyl-¹³C-labeled desmosterol (3, 5) were separately incubated with rat liver homogenate. ¹³C-NMR analysis of the incubation products indicated that the C-25 hydrogen of cholesterol was introduced from the si-face of 3 and the re-face of 5.

Original language	English
Pages (from-to)	680-682
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	42
Issue number	3
DOIs	https://doi.org/10.1248/cpb.42.680
Publication status	Published - 1994

Keywords

[2-C][l-(methoxycarbonyl)ethyl]triphenylphosphonium iodide
[26-C]desmosterol
[27-C]desmosterol
sterol-Δ24-reductase cholesterol biosynthesis

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

Access to Document

10.1248/cpb.42.680

Cite this

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title = "Stereochemistry of Hydrogen Addition to C-25 of Desmosterol by Sterol-Δ24-Reductase of Rat Liver Homogenate",

abstract = "Chemically synthesized (26)- and (27)-methyl-13C-labeled desmosterol (3, 5) were separately incubated with rat liver homogenate. 13C-NMR analysis of the incubation products indicated that the C-25 hydrogen of cholesterol was introduced from the si-face of 3 and the re-face of 5.",

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AU - Yagi, Tomoko

AU - Kobayashi, Noriko

AU - Morisaki, Masuo

AU - Hara, Noriyuki

AU - Fujimoto, Yoshinori

PY - 1994

Y1 - 1994

N2 - Chemically synthesized (26)- and (27)-methyl-13C-labeled desmosterol (3, 5) were separately incubated with rat liver homogenate. 13C-NMR analysis of the incubation products indicated that the C-25 hydrogen of cholesterol was introduced from the si-face of 3 and the re-face of 5.

AB - Chemically synthesized (26)- and (27)-methyl-13C-labeled desmosterol (3, 5) were separately incubated with rat liver homogenate. 13C-NMR analysis of the incubation products indicated that the C-25 hydrogen of cholesterol was introduced from the si-face of 3 and the re-face of 5.

KW - [2-C][l-(methoxycarbonyl)ethyl]triphenylphosphonium iodide

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KW - [27-C]desmosterol

KW - sterol-Δ24-reductase cholesterol biosynthesis

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