Molecular cloning and characterization of drimenol synthase from valerian plant (Valeriana officinalis)

FEBS Lett. 2014 Dec 20;588(24):4597-603. doi: 10.1016/j.febslet.2014.10.031. Epub 2014 Nov 4.

Abstract

Drimenol, a sesquiterpene alcohol, and its derivatives display diverse bio-activities in nature. However, a drimenol synthase gene has yet to be identified. We identified a new sesquiterpene synthase cDNA (VoTPS3) in valerian plant (Valeriana officinalis). Purification and NMR analyses of the VoTPS3-produced terpene, and characterization of the VoTPS3 enzyme confirmed that VoTPS3 synthesizes (-)-drimenol. In feeding assays, possible reaction intermediates, farnesol and drimenyl diphosphate, could not be converted to drimenol, suggesting that the intermediate remains tightly bound to VoTPS3 during catalysis. A mechanistic consideration of (-)-drimenol synthesis suggests that drimenol synthase is likely to use a protonation-initiated cyclization, which is rare for sesquiterpene synthases. VoTPS3 can be used to produce (-)-drimenol, from which useful drimane-type terpenes can be synthesized.

Keywords: (−)-Drimenol; Drimenol synthase; Terpene synthase; Valerian; Valeriana officinalis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cloning, Molecular
  • Ligases / genetics*
  • Ligases / isolation & purification
  • Ligases / metabolism*
  • Polycyclic Sesquiterpenes
  • Recombinant Proteins / genetics
  • Recombinant Proteins / isolation & purification
  • Recombinant Proteins / metabolism
  • Terpenes / metabolism*
  • Valerian / enzymology*
  • Valerian / genetics

Substances

  • Polycyclic Sesquiterpenes
  • Recombinant Proteins
  • Terpenes
  • drimenol
  • Ligases