Metabolic conversion of 24-methyl-Δ25-cholesterol to 24-methylcholesterol in higher plants

Kyoko Takahashi, Kozue Nasu, Tadahiko Mashino, Masuo Morisaki, Noriyuki Hara, Yoshinori Fujimoto

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Feeding of chemically synthesized [27-13C]codisterol ([27- 13C]2), [27-13C]24-epicodisterol ([27-13C]3), [23,24-2H2]codisterol ([23,24-2H 2]2), and [26,27-2H6]24-methyldesmosterol ([26,27-2H6]8) to Oryza sativa cell cultures, followed by MS and NMR analysis of the biosynthesized dihydrobrassicasterol (9)/campesterol (10), revealed that both (24R)- and (24S)-epimers of 24-methyl- Δ25-cholesterol (2/3) were converted to 9 and 10 via the common intermediate 24-methyldesmosterol (8).

Original languageEnglish
Pages (from-to)732-738
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume14
Issue number3
DOIs
Publication statusPublished - 2006 Feb 1

Fingerprint

Cholesterol
Cell culture
Cell Culture Techniques
Nuclear magnetic resonance
campesterol
24-methyldesmosterol
Oryza

Keywords

  • Biosynthesis
  • Campesterol
  • Codisterol
  • Dihydrobrassicasterol
  • Oryza sativa
  • Steroids and sterols

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Metabolic conversion of 24-methyl-Δ25-cholesterol to 24-methylcholesterol in higher plants. / Takahashi, Kyoko; Nasu, Kozue; Mashino, Tadahiko; Morisaki, Masuo; Hara, Noriyuki; Fujimoto, Yoshinori.

In: Bioorganic and Medicinal Chemistry, Vol. 14, No. 3, 01.02.2006, p. 732-738.

Research output: Contribution to journalArticle

Takahashi, Kyoko ; Nasu, Kozue ; Mashino, Tadahiko ; Morisaki, Masuo ; Hara, Noriyuki ; Fujimoto, Yoshinori. / Metabolic conversion of 24-methyl-Δ25-cholesterol to 24-methylcholesterol in higher plants. In: Bioorganic and Medicinal Chemistry. 2006 ; Vol. 14, No. 3. pp. 732-738.
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