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Synfacts 2011(4): 0435-0435
DOI: 10.1055/s-0030-1259615
DOI: 10.1055/s-0030-1259615
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Biocatalytic Formation of C-C Bonds
J. H. Schrittwieser, V. Resch, J. H. Sattler, W.-D. Lienhart, K. Durchschein, A. Winkler, K. Gruber, P. Macheroux, W. Kroutil*
University of Graz and Graz University of Technology, Austria
Further Information
Publication History
Publication Date:
18 March 2011 (online)
Significance
The biocatalytic formation of C-C bonds by means of a kinetic resolution of reticuline derivatives is reported. The involved biocatalytic system consists of an aerobic berberine bridge enzyme (BBE) from Eschscholzia californica. Additionally, catalase was incorporated to degrade hydrogen peroxide, which proved to inhibit the enzyme activity at elevated concentrations. The BBE exhibited high tolerance towards virtually any organic solvent and even showed full activity in mixtures of water and toluene. The regioselectivity of the C-H activation triggered ring closure represented only a minor problem; the concentrations of the OH group isomeric scoulerine-type products were below 10% in all cases.