Non-stereoselective formation of 3α,7α,12α,24-tetrahydroxy-5β- cholestan-26-oic acid during cholic acid biosynthesis

Noriko Kobayashi, C. Hagiwara, M. Morisaki, M. Yuri, I. Oya, Y. Fujimoto

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Incubation of (25RS)-, (25R)- and (25S)-3α,7α,12α-trihydroxy-5β- cholestan-26-oic acid (THCA, 6, 6a, 6b) and (24E)-3α,7α,12α-trihydroxy- 5β-cholest-24-en-26-oic acid (7) with rat liver mitochondria gave all four stereoisomers (9a, 9b, 9c, 9d) of 3α,7α,12α,24-Tetrahydroxy-5β-cholestan- 26-oic acid (TeHCA). The corresponding 27-nor analogs (10, 11) were also converted non-stereoselectively to a 1:1 mixture of the epimeric 24-hydroxy compounds (12).

Original languageEnglish
Pages (from-to)1028-1035
Number of pages8
JournalChemical and Pharmaceutical Bulletin
Volume42
Issue number5
Publication statusPublished - 1994

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Cholic Acid
Biosynthesis
Acids
Mitochondria
Stereoisomerism
Liver Mitochondrion
Liver
Rats

ASJC Scopus subject areas

  • Chemistry(all)
  • Organic Chemistry
  • Drug Discovery
  • Pharmacology

Cite this

Non-stereoselective formation of 3α,7α,12α,24-tetrahydroxy-5β- cholestan-26-oic acid during cholic acid biosynthesis. / Kobayashi, Noriko; Hagiwara, C.; Morisaki, M.; Yuri, M.; Oya, I.; Fujimoto, Y.

In: Chemical and Pharmaceutical Bulletin, Vol. 42, No. 5, 1994, p. 1028-1035.

Research output: Contribution to journalArticle

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