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Enzymatic and chemo-enzymatic strategies to produce highly valuable chiral amines from biomass with ω-transaminases on 2D zeolites

J. M. Carceller, Karen S. Arias, María J. Climent, Sara Iborra, Avelino Corma

2022National Science Review11 citationsDOIOpen Access PDF

Abstract

Amino transaminases (ATAs) have been supported on a 2D ITQ-2 zeolite through electrostatic interactions, resulting in a highly stable active biocatalyst to obtain a variety of valuable chiral amines starting from prochiral ketones derived from biomass. We have extended the biocatalyst applications by designing a chemo-enzymatic process that allows, as the first step, prochiral ketones to be obtained from biomass-derived compounds through an aldol condensation-reduction step using a bifunctional metal/base catalyst. The prochiral ketone is subsequently converted into the chiral amine using the immobilized ATA. We show that it is feasible to couple both steps in a semi-continuous process to produce industrially relevant chiral amines with yields of >95% and ∼100% enantiomer excess.

Topics & Concepts

BiocatalysisBifunctionalOrganic chemistryKetoneChemistryCatalysisAmine gas treatingEnantiomeric excessEnantiomerEnantioselective synthesisBiomass (ecology)Aldol condensationCombinatorial chemistryReaction mechanismBiologyAgronomyCatalysis for Biomass ConversionEnzyme Catalysis and ImmobilizationAsymmetric Hydrogenation and Catalysis
Enzymatic and chemo-enzymatic strategies to produce highly valuable chiral amines from biomass with ω-transaminases on 2D zeolites | Litcius