Production of flavours and fragrances via bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by non-conventional yeast whole-cells

Molecules. 2013 May 16;18(5):5736-48. doi: 10.3390/molecules18055736.

Abstract

As part of a program aiming at the selection of yeast strains which might be of interest as sources of natural flavours and fragrances, the bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by whole-cells of non-conventional yeasts (NCYs) belonging to the genera Candida, Cryptococcus, Debaryomyces, Hanseniaspora, Kazachstania, Kluyveromyces, Lindnera, Nakaseomyces, Vanderwaltozyma and Wickerhamomyces was studied. Volatiles produced were sampled by means of headspace solid-phase microextraction (SPME) and the compounds were analysed and identified by gas chromatography-mass spectroscopy (GC-MS). Yields (expressed as % of biotransformation) varied in dependence of the strain. The reduction of both (4R)-(-)-carvone and (1R)-(-)-myrtenal were catalyzed by some ene-reductases (ERs) and/or carbonyl reductases (CRs), which determined the formation of (1R,4R)-dihydrocarvone and (1R)-myrtenol respectively, as main flavouring products. The potential of NCYs as novel whole-cell biocatalysts for selective biotransformation of electron-poor alkenes for producing flavours and fragrances of industrial interest is discussed.

MeSH terms

  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / metabolism
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Bicyclic Monoterpenes
  • Biotransformation
  • Cyclohexane Monoterpenes
  • Flavoring Agents* / chemistry
  • Flavoring Agents* / metabolism
  • Monoterpenes* / chemistry
  • Monoterpenes* / metabolism
  • Monoterpenes* / pharmacology
  • Terpenes* / chemistry
  • Terpenes* / metabolism
  • Terpenes* / pharmacology
  • Yeasts / metabolism*

Substances

  • Antineoplastic Agents, Phytogenic
  • Bicyclic Monoterpenes
  • Cyclohexane Monoterpenes
  • Flavoring Agents
  • Monoterpenes
  • Terpenes
  • carvone
  • myrtenal
  • myrtenol
  • dihydrocarvone