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Synfacts 2011(4): 0435-0435  
DOI: 10.1055/s-0030-1259615
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Biocatalytic Formation of C-C Bonds

Contributor(s): Benjamin List, Lars Ratjen
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
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Publikationsdatum:
18. März 2011 (online)

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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.