Improvement of the biocatalytic properties of one phenylacetone monooxygenase mutant in hydrophilic organic solvents

Enzyme Microb Technol. 2012 Jan 5;50(1):43-9. doi: 10.1016/j.enzmictec.2011.09.006. Epub 2011 Sep 21.

Abstract

The presence of different hydrophilic organic solvents or a water soluble polymer such as PEG 4000 led to an enhancement in the enzymatic activity of the M446G mutant of phenylacetone monooxygenase when it is employed in enantioselective sulfoxidations and Baeyer-Villiger reactions. By solvent engineering new substrates were found to be effectively converted by this Baeyer-Villiger monooxygenase. The use of 5% methanol together with the weak anion exchange resin Lewatit MP62 also allows the dynamic kinetic resolution of a set of racemic benzylketones. By this approach (S)-benzylesters could be obtained with high yields and optical purities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetone / analogs & derivatives*
  • Acetone / metabolism
  • Actinomycetales / enzymology
  • Actinomycetales / genetics
  • Bacterial Proteins / genetics
  • Bacterial Proteins / metabolism
  • Biocatalysis
  • Enzyme Stability
  • Hydrophobic and Hydrophilic Interactions
  • Ion Exchange Resins
  • Isomerism
  • Ketones / chemistry
  • Ketones / metabolism
  • Kinetics
  • Mixed Function Oxygenases / genetics*
  • Mixed Function Oxygenases / metabolism*
  • Mutagenesis, Site-Directed
  • Mutant Proteins / genetics
  • Mutant Proteins / metabolism
  • Protein Engineering
  • Recombinant Proteins / genetics
  • Recombinant Proteins / metabolism
  • Solvents
  • Substrate Specificity

Substances

  • Bacterial Proteins
  • Ion Exchange Resins
  • Ketones
  • Mutant Proteins
  • Recombinant Proteins
  • Solvents
  • Acetone
  • Mixed Function Oxygenases
  • 1-phenyl-2-propanone