Transaminase‐Catalyzed Racemization with Potential for Dynamic Kinetic Resolutions

Abstract

Dynamic kinetic resolution (DKR) reactions in which a stereoselective enzyme and a racemization step are coupled in one pot would represent powerful tools for the production of enantiopure amines through enantioconvergence of racemates. The exploitation of DKR strategies is currently hampered by the lack of effective, enzyme‐compatible and scalable racemization strategies for amines. In the present work, the proof of concept of a fully biocatalytic method for amine racemization is presented. Both enantiomers of the model compound 1‐methyl‐3‐phenylpropylamine could be racemized in water and at room temperature using a couple of wild‐type, non‐proprietary, enantiocomplementary amine transaminases and a minimum amount of pyruvate/alanine as a co‐substrate couple. The biocatalytic simultaneous parallel cascade reaction presented here poses itself as a customizable amine racemization system with potential for the chemical industry in competition with traditional transition‐metal catalysis.

Palladium nanocatalyst assisted in situ regeneration of amino donor in a one-enzyme cascade

“…Here we mimic the actual reaction system to minimize the later-stage incompatibility when combining the ω-TA catalysed transamination and selectively reductive amination in a one reaction kit. A wealth of data has been reported whereby the solubility of acetophenone is about 5 mM in HEPES at room temperature, 26,27,[29][30][31] therefore, the prochiral ketone will be set at 5 mM in future investigations. Before evaluation, the concentration of benzaldehyde needs to be clear to facilitate all upcoming optimizations.…”

Role of fungal enzymes in the synthesis of pharmaceutically important scaffolds: a green approach

“…187,188 Dynamic kinetic resolution reactions in which a stereoselective enzyme and a racemization step are coupled in one pot is a powerful tools for the production of enantiopure amines through enantioconvergence of racemates. 189,190…”

“…187,188 Dynamic kinetic resolution reactions in which a stereoselective enzyme and a racemization step are coupled in one pot is a powerful tools for the production of enantiopure amines through enantioconvergence of racemates. 189,190 2.3.1.3 (R)-Sitagliptin. According to the aspect of the invention the amino acid sequence obtained from Aspergillus fumigatus, was used as a base for gene designing and modification, to obtain a nucleotide sequence of Seq ID 1, that encodes a transaminase enzyme having amino acid sequence of Seq ID 2.…”