TY - JOUR
AU1 - Chen, Kuan-I.
AU2 - Challinor, Victoria
AU3 - Kielmann, Linda
AU4 - Sharpe, Philip
AU5 - Voss, James
AU6 - Kappler, Ulrike
AU7 - McEwan, Alastair
AU8 - Bernhardt, Paul
AB - J Biol Inorg Chem (2015) 20:395–402 DOI 10.1007/s00775-014-1215-5 ORIGINAL PAPER Electrochemically mediated enantioselective reduction of chiral sulfoxides Kuan‑I. Chen · Victoria L. Challinor · Linda Kielmann · Philip C. Sharpe · James J. De Voss · Ulrike Kappler · Alastair G. McEwan · Paul V. Bernhardt Received: 13 October 2014 / Accepted: 2 November 2014 / Published online: 20 November 2014 © SBIC 2014 Abstract The respiratory DMSO reductase from Rhodo‑ approach is through asymmetric sulfoxidation of the par- bacter capsulatus catalyzes the reduction of dimethyl sul- ent (achiral) thioether [8, 9] employing a chiral auxiliary to foxide to dimethyl sulfide. Herein, we have utilized this Mo favor one enantiomeric sulfoxide over the other; typically a enzyme as an enantioselective catalyst to generate optically kinetically controlled process. pure sulfoxides (methyl p-tolyl sulfoxide, methyl phenyl Enantioselective sulfoxide reduction (effectively the sulfoxide and phenyl vinyl sulfoxide) from racemic start- reverse process) is an alternative method whereby selec- ing materials. A hexaaminecobalt coordination compound tive reduction of one enantiomer from a racemic mix- in its divalent oxidation state was employed as the media- ture is achieved (deracemization). This again requires tor of electron transfer between the working electrode and a chiral auxiliary 
TI - Electrochemically mediated enantioselective reduction of chiral sulfoxides
JF - JBIC Journal of Biological Inorganic Chemistry
DO - 10.1007/s00775-014-1215-5
DA - 2014-11-20
UR - https://www.deepdyve.com/lp/springer-journals/electrochemically-mediated-enantioselective-reduction-of-chiral-CoAJtxyKW0
SP - 395
EP - 402
VL - 20
IS - 2
DP - DeepDyve
ER -