A Tailor‐Made Chimeric Thiamine Diphosphate Dependent Enzyme for the Direct Asymmetric Synthesis of (S)‐Benzoins1. Issue 35 (15th July 2014)

• Record Type: Journal Article
• Authors: Westphal, Robert; Vogel, Constantin; Schmitz, Carlo; Pleiss, Jürgen; Müller, Michael; Pohl, Martina; Rother, Dörte
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 35(2014)
• Page Start: 9376
• Page End: 9379
• Publication Date: 2014-07-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201405069
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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 (<italic>S</italic>)‐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 (<italic>S</italic>)‐benzoins with excellent enantiomeric excess (&gt;99 %) and very good conversion.</p> </abstract>