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Expanding the Imine Reductase Toolbox by Exploring the Bacterial Protein-Sequence Space. | LitMetric

Expanding the Imine Reductase Toolbox by Exploring the Bacterial Protein-Sequence Space.

Chembiochem

Process Research and Development, F. Hoffmann-La Roche Ltd. Grenzacherstrasse 124, 4070 Basel (Switzerland).

Published: August 2015

AI Article Synopsis

Article Abstract

Recent investigations on imine reductases (IREDs) have enriched the toolbox of potential catalysts for accessing chiral amines, which are important building blocks for the pharmaceutical industry. Herein, we describe the characterization of 20 new IREDs. A C-terminal domain clustering of the bacterial protein-sequence space was performed to identify the novel IRED candidates. Each of the identified enzymes was characterized against a set of nine cyclic imine model substrates. A refined clustering towards putative active-site residues was performed and was consistent both with our screening and previously reported results. Finally, preparative scale experiments on a 100 mg scale with two purified IREDs, IR_20 from Streptomyces tsukubaensis and IR_23 from Streptomyces vidiochromogenes, were carried out to provide (R)-2-methylpiperidine in 98% ee (71% yield) and (R)-1-methyl-1,2,3,4-tetrahydroisoquinoline in >98% ee (82% yield).

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Source
http://dx.doi.org/10.1002/cbic.201500218DOI Listing

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