Racemization-free and scalable amidation of l-proline in organic media using ammonia and a biocatalyst only

Author:

Pitzer Julia1,Steiner Kerstin1,Schmid Christian1,Schein Viktor K.2,Prause Christoph2,Kniely Claudia3,Reif Michaela3,Geier Martina1,Pietrich Elena1,Reiter Tamara12,Selig Philipp4,Stückler Clemens4,Pöchlauer Peter4,Steinkellner Georg15,Gruber Karl5,Schwab Helmut3,Glieder Anton3,Kroutil Wolfgang2ORCID

Affiliation:

1. ACIB GmbH, Petersgasse 14, 8010 Graz, Austria

2. Department of Chemistry, Organic & Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz, Austria

3. Institute of Molecular Biotechnology, Graz University of Technology, Petersgasse 14, 8010 Graz, Austria

4. Thermo Fisher Scientific Linz, St-Peter-Straße 25, 4020 Linz, Austria

5. Institute of Molecular Biosciences, University of Graz, Humboldtstrasse 50, 8010 Graz, Austria

Abstract

This work describes the biocatalytic amidation of l-proline with ammonia, resulting in a process with optimized atom efficiency giving prolinamide in an optically pure form (ee >99%). Detailed enzyme and reaction engineering studies are provided.

Funder

Bundesministerium für Digitalisierung und Wirtschaftsstandort

Steirische Wirtschaftsförderungsgesellschaft

Standortagentur Tirol

Karl-Franzens-Universität Graz

Austrian Centre of Industrial Biotechnology

Österreichische Forschungsförderungsgesellschaft

Publisher

Royal Society of Chemistry (RSC)

Subject

Pollution,Environmental Chemistry

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