Laccase-mediator system for alcohol oxidation to carbonyls or carboxylic acids: toward a sustainable synthesis of profens

ChemSusChem. 2014 Sep;7(9):2684-9. doi: 10.1002/cssc.201402136. Epub 2014 Jul 13.


By combining two green and efficient catalysts, such as the commercially available enzyme laccase from Trametes versicolor and the stable free radical 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO), the oxidation in water of some primary alcohols to the corresponding carboxylic acids or aldehydes and of selected secondary alcohols to ketones can be accomplished. The range of applicability of bio-oxidation is widened by applying the optimized protocol to the oxidation of enantiomerically pure 2-arylpropanols (profenols) into the corresponding 2-arylpropionic acids (profens), in high yields and with complete retention of configuration.

Keywords: alcohols; drug design; enzyme catalysis; oxidation; selectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Aldehydes / chemistry*
  • Carboxylic Acids / chemistry*
  • Chemistry Techniques, Synthetic
  • Green Chemistry Technology*
  • Ketones / chemistry*
  • Laccase / metabolism*
  • Oxidation-Reduction
  • Propionates / chemical synthesis*
  • Propionates / chemistry
  • Stereoisomerism
  • Substrate Specificity
  • Trametes / enzymology


  • Alcohols
  • Aldehydes
  • Carboxylic Acids
  • Ketones
  • Propionates
  • Laccase
  • propionic acid