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A Tailor‐Made Chimeric Thiamine Diphosphate Dependent Enzyme for the Direct Asymmetric Synthesis of (S)‐Benzoins |
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| Authors: | Dr. Robert Westphal Dipl.‐Biol. Constantin Vogel Carlo Schmitz Prof. Dr. Jürgen Pleiss Prof. Dr. Michael Müller Prof. Dr. Martina Pohl Dr. Dörte Rother |
| Affiliation: | 1. IBG‐1: Biotechnology, Forschungszentrum Jülich GmbH, Wilhelm‐Johnen‐Strasse, 52425 Jülich (Germany);2. Institute of Technical Biochemistry, University of Stuttgart, Allmandring 31, 70569 Stuttgart (Germany);3. Institute of Pharmaceutical Sciences, Albert‐Ludwigs‐University Freiburg, Albertstrasse 25, 79104 Freiburg (Germany) |
| Abstract: | Thiamine diphosphate dependent enzymes are well known for catalyzing the asymmetric synthesis of chiral α‐hydroxy ketones from simple prochiral substrates. The steric and chemical properties of the enzyme active site define the product spectrum. Enzymes catalyzing the carboligation of aromatic aldehydes to (S)‐benzoins have not so far been identified. We were able to close this gap by constructing a chimeric enzyme, which catalyzes the synthesis of various (S)‐benzoins with excellent enantiomeric excess (>99 %) and very good conversion. |
| Keywords: | asymmetric catalysis biocatalysis C– C coupling enantioselectivity protein engineering |