title: Laccase-mediator system for alcohol oxidation to carbonyls or carboxylic acids: toward a sustainable synthesis of profens.
abstract: 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.
authors.affiliation: Department of Chemistry "G. Ciamician", University of Bologna, Via Selmi 2, 40126 Bologna (Italy). paola.galletti@unibo.it.
authors.forename: Paola
authors.initials: P
authors.lastname: Galletti
authors.forename: Matteo
authors.initials: M
authors.lastname: Pori
authors.forename: Federica
authors.initials: F
authors.lastname: Funiciello
authors.forename: Roberto
authors.initials: R
authors.lastname: Soldati
authors.forename: Alberto
authors.initials: A
authors.lastname: Ballardini
authors.forename: Daria
authors.initials: D
authors.lastname: Giacomini
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D055772:Green Chemistry Technology; D007659:Ketones / Q000737:chemistry*; D042845:Laccase / Q000378:metabolism*; D010084:Oxidation-Reduction; D011422:Propionates / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity; D055454:Trametes / Q000201:enzymology
chemical_list: D000438:Alcohols; D000447:Aldehydes; D002264:Carboxylic Acids; D007659:Ketones; D011422:Propionates; D042845:Laccase; C029658:propionic acid
keywords: alcohols; drug design; enzyme catalysis; oxidation; selectivity