Litcius/Paper detail

Rapid, Heterogeneous Biocatalytic Hydrogenation and Deuteration in a Continuous Flow Reactor

Lisa A. Thompson, Jack S. Rowbotham, Jake H. Nicholson, Miguel A. Ramirez, Ceren Zor, Holly A. Reeve, Nicole Grobert, Kylie A. Vincent

2020ChemCatChem24 citationsDOIOpen Access PDF

Abstract

Abstract The high selectivity of biocatalysis offers a valuable method for greener, more efficient production of enantiopure molecules. Operating immobilised enzymes in flow reactors can improve the productivity and handling of biocatalysts, and using H 2 gas to drive redox enzymes bridges the gap to more traditional metal‐catalysed hydrogenation chemistry. Herein, we describe examples of H 2 ‐driven heterogeneous biocatalysis in flow employing enzymes immobilised on a carbon nanotube column, achieving near‐quantitative conversion in <5 min residence time. Cofactor recycling is carried out in‐situ using H 2 gas as a clean reductant, in a completely atom‐efficient process. The flow system is demonstrated for cofactor conversion, reductive amination and ketone reduction, and then extended to biocatalytic deuteration for the selective production of isotopically labelled chemicals.

Topics & Concepts

BiocatalysisChemistryFlow chemistryReductive aminationSelectivityEnantiopure drugCatalysisCombinatorial chemistryCofactorContinuous reactorOrganic chemistryReaction mechanismEnantioselective synthesisEnzymeInnovative Microfluidic and Catalytic Techniques InnovationChemical Reactions and IsotopesAsymmetric Hydrogenation and Catalysis