Process development for the electroenzymatic synthesis of (R)-methylphenylsulfoxide by use of a 3-dimensional electrode.
The electrogeneration of hydrogen peroxide via reduction of dissolved oxygen was carried out in a three-dimensional electrochemical cell using graphite grains as cathode material and combined with the enantioselective oxidation of thioanisole to (R)-methylphenylsulfoxide catalyzed by Chloroperoxidase from Caldariomyces fumago. The relevant parameters for process development (e.g., conductivity of the biotransformation medium) were identified and optimized, leading to an efficient electroenzymatic process with a space-time yield of 104 g x L(-1) x d(-1). The isolated product was produced on gram scale (1.2 g, purity >98%, ee > 98.5%).
Lütz
S
S
Institute of Biotechnology 2, Research Centre Jülich GmbH, D-52425 Jülich, Germany. s.luetz@fz-juelich.de
Vuorilehto
K
K
Liese
A
A
D002384:Catalysis; D002711:Chloride Peroxidase / Q000737:chemistry*; D004563:Electrochemistry / Q000295:instrumentation* / Q000379:methods*; D004867:Equipment Design; D019544:Equipment Failure Analysis; D006861:Hydrogen Peroxide / Q000737:chemistry*; D008839:Microelectrodes; D010100:Oxygen / Q000737:chemistry*; D013454:Sulfoxides / Q000138:chemical synthesis*
D013454:Sulfoxides; D006861:Hydrogen Peroxide; D002711:Chloride Peroxidase; D010100:Oxygen