Biotransformation of (1S)-2-carene and (1S)-3-carene by Picea abies suspension culture

Molecules. 2011 Dec 19;16(12):10541-55. doi: 10.3390/molecules161210541.

Abstract

Biotransformation of (1S)-2-carene and (1S)-3-carene by Picea abies suspension culture led to the formation of oxygenated products. (1S)-2-Carene was transformed slowly and the final product was identified as (1S)-2-caren-4-one. On the other hand, the transformation of (1S)-3-carene was rapid and finally led to the formation of (1S)-3-caren-5-one and (1S)-2-caren-4-one as equally abundant major products. The time-course of the reaction indicates that some products abundant at the beginning of the reaction (e.g. (1S, 3S, 4R)-3,4-epoxycarane and (1R)-p-mentha-1(7),2-dien-8-ol) were consumed by a subsequent transformations. Thus, a precise selection of the biotransformation time may be used for a production of specific compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bicyclic Monoterpenes
  • Biotransformation
  • Cell Culture Techniques / methods*
  • Monoterpenes / chemistry
  • Monoterpenes / metabolism*
  • Oxidation-Reduction
  • Picea / cytology*
  • Picea / metabolism*
  • Suspensions
  • Time Factors

Substances

  • Bicyclic Monoterpenes
  • Monoterpenes
  • Suspensions
  • 2-carene
  • 3-carene