Stereoisomeric inversion of (25R)- and (25S)-3α,7α,12α-trihydroxy-5β-cholestanoic acids in rat liver peroxisome

Shigeo Ikegawa, Takaaki Goto, Hiroo Watanabe, Junichi Goto

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

The stereoisomeric inversion of (25R)-and (25S)-3α, 7α, 12α-trihydroxy-5β-cholestanoic acid (THCA) in rat liver peroxisome was studied. After incubation of an isomer of THCA-CoA thioester with a peroxisomal fraction, 5β-cholestanoic acids were extracted and optical antipodes were separated and determined by LC/APCI-MS. The transformation of (24E)-3α, 7α, 12α-trihydroxy-5β-cholest-24-en-26-oic acid (Δ24-THCA) formed by acyl-CoA oxidase was also analyzed by GC/NICI-MS. Rapid enzymatic epimerization from either direction was observed prior to biotransformation into (24E)-Δ24-THCA.

Original languageEnglish
Pages (from-to)1027-1029
Number of pages3
JournalBiological and Pharmaceutical Bulletin
Volume18
Issue number7
DOIs
Publication statusPublished - 1995

Keywords

  • 5β-Cholestanoic acid
  • APCI-MS
  • GC/MS
  • LC/MS
  • NICI detection
  • epimerization
  • peroxisome

ASJC Scopus subject areas

  • Pharmacology
  • Pharmaceutical Science

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