Biosynthesis of baccharis oxide, a triterpene with a 3,10-oxide bridge in the A-ring

Org Lett. 2008 Nov 6;10(21):5071-4. doi: 10.1021/ol802072y. Epub 2008 Oct 14.

Abstract

A new oxidosqualene cyclase (OSC) cDNA was cloned from the roots of Stevia rebaudiana. Functional expression in yeast and spectral analyses of the products established that the obtained OSC yields baccharis oxide as the major product. This is the first identification of an OSC yielding baccharis oxide. This result clearly demonstrated that baccharis oxide, a baccharane triterpene with a unique 3,10-oxide bridge in the A-ring, is a direct product from oxidosqualene by an OSC.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Epoxy Compounds / chemistry*
  • Epoxy Compounds / metabolism*
  • Molecular Sequence Data
  • Molecular Structure
  • Sequence Alignment
  • Sequence Homology, Amino Acid
  • Triterpenes / chemistry*
  • Triterpenes / metabolism

Substances

  • Epoxy Compounds
  • Triterpenes
  • baccharis oxide