A Novel Approach for Microbial Synthesis of Enantiomerically Pure Whisky Lactones Based on Solid-State Fermentation

Molecules. 2018 Mar 14;23(3):659. doi: 10.3390/molecules23030659.

Abstract

In this study, solid-state fermentation (SSF) was proposed as an alternative approach to obtain optically pure forms of one of the most common aroma compounds, whisky lactone. Filamentous fungi were used for enantioselective hydrolysis of a racemate of trans and cis whisky lactones, utilizing rapeseed cake as a growth medium. Among the tested fungi, Fusarium oxysporum AM13 and Papularia rosea AM17 were chosen for further studies. Various process parameters, including temperature, moisture content of solid media, and substrate concentration were optimized to maximize the efficiency of the kinetic resolution process. After optimization of the culture conditions (33 °C temperature, 60% moisture content, and substrate concentration of 3 mg/g oilseed cake), F. oxysporum AM13 resolved a mixture of trans-(+)-(4S,5R) and cis-(+)-(4R,5R) whisky lactones with enantiomeric excess (ee), ee > 99% and ee = 98%, respectively. This study presents an inexpensive and environmentally friendly method for the production of enantiomerically pure aroma lactones via the solid-state fermentation of oilseed cake. The results revealed that SSF is an effective method for acquiring highly valued and industrially demanded compounds with negligible economic cost.

Keywords: agroindustrial side stream; aroma compounds; kinetic resolution; rapeseed cake; solid-state fermentation; whisky lactone.

MeSH terms

  • Alcoholic Beverages
  • Brassica rapa / chemistry*
  • Fermentation
  • Fungi / growth & development*
  • Fungi / metabolism
  • Hydrolysis
  • Lactones / chemistry
  • Lactones / metabolism*
  • Stereoisomerism

Substances

  • Lactones