Metabolic conversion of 24-methyl-Delta25-cholesterol to 24-methylcholesterol in higher plants

Bioorg Med Chem. 2006 Feb 1;14(3):732-8. doi: 10.1016/j.bmc.2005.08.061. Epub 2005 Oct 6.

Abstract

Feeding of chemically synthesized [27-13C]codisterol ([27-13C]2), [27-13C]24-epicodisterol ([27-13C]3), [23,24-2H2]codisterol ([23,24-2H2]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-Delta25-cholesterol (2/3) were converted to 9 and 10 via the common intermediate 24-methyldesmosterol (8).

MeSH terms

  • Cells, Cultured
  • Cholesterol / analogs & derivatives*
  • Cholesterol / biosynthesis
  • Cholesterol / chemistry
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Oryza / metabolism
  • Phytosterols / biosynthesis*
  • Phytosterols / chemistry
  • Plants / metabolism*

Substances

  • Phytosterols
  • campesterol
  • Cholesterol