Financial support from the German Research Foundation (DFG, SFB 706) is gratefully acknowledged.
An Enantiocomplementary Dirigent Protein for the Enantioselective Laccase-Catalyzed Oxidative Coupling of Phenols†
Article first published online: 27 NOV 2009
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 49, Issue 1, pages 202–204, January 4, 2010
How to Cite
Pickel, B., Constantin, M.-A., Pfannstiel, J., Conrad, J., Beifuss, U. and Schaller, A. (2010), An Enantiocomplementary Dirigent Protein for the Enantioselective Laccase-Catalyzed Oxidative Coupling of Phenols. Angew. Chem. Int. Ed., 49: 202–204. doi: 10.1002/anie.200904622
- Issue published online: 22 DEC 2009
- Article first published online: 27 NOV 2009
- Manuscript Received: 19 AUG 2009
- German Research Foundation (DFG
- dirigent proteins;
- phenol couplings
(+)- or (−)-pinoresinol: that is the question. Which of the two enantiomeric lignans is formed during laccase-catalyzed phenol coupling of (E)-coniferyl alcohol (1) depends on the dirigent protein. In the presence of the first enantiocomplementary dirigent protein AtDIR6, (−)-2 is formed (78 % ee). Preferential formation of (+)-2 is observed in the presence of the dirigent protein FiDIR1, whereas only racemic 2 is formed in the absence of dirigent proteins.