Biotechnology Letters

, Volume 36, Issue 6, pp 1329–1333 | Cite as

Bioreduction and disproportionation of cyclohex-2-enone catalyzed by ene-reductase OYE-1 in ‘micro-aqueous’ organic solvents

  • Dorina Clay
  • Christoph K. Winkler
  • Gábor Tasnádi
  • Kurt Faber
Original Research Paper

Abstract:

The bioreduction and disproportionation of cyclohex-2-enone catalyzed by Old Yellow Enzyme 1 was investigated in presence of organic (co)solvents. Whereas the NADH-dependent bioreduction activity strongly decreased at elevated co-solvent concentrations due to the insolubility of the nicotinamide-cofactor, the NADH-free disproportionation was significantly improved in water-immiscible organic co-solvents at 90 % (v/v) with near-quantitative conversion. This positive effect was attributed to removal of the inhibiting co-product, phenol, from the enzyme’s active site. The best co-solvents show high lipophilicity (logP) and a high potential to solubilize phenol (Kphenol). As a predictive parameter, the ratio of logP/Kphenol should be preferably ≥100.

Keywords

Bioreduction Cyclohexanone Cyclohex-2-enone Disproportionation Ene-reductase Micro-aqueous systems Old yellow enzyme Phenol 

Supplementary material

10529_2014_1494_MOESM1_ESM.doc (94 kb)
Supplementary material 1 (DOC 94 kb)

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Copyright information

© Springer Science+Business Media Dordrecht 2014

Authors and Affiliations

  • Dorina Clay
    • 2
  • Christoph K. Winkler
    • 2
  • Gábor Tasnádi
    • 1
  • Kurt Faber
    • 2
  1. 1.ACIB GmbH c/oGrazAustria
  2. 2.Department of Chemistry, Organic & Bioorganic ChemistryUniversity of GrazGrazAustria

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