Construction of Multi‐Enzyme Integrated Catalysts for Deracemization of Cyclic Chiral Amines

Abstract

AbstractMulti‐enzyme cascade catalysis has become an important technique for chemical reactions used in manufacturing and scientific study. In this research, we designed a four‐enzyme integrated catalyst and used it to catalyse the deracemization reaction of cyclic chiral amines, where monoamine oxidase (MAO) catalyses the enantioselective oxidation of 1‐methyl‐1,2,3,4‐tetrahydroisoquinoline (MTQ), imine reductase (IRED) catalyses the stereo selective reduction of 1‐methyl‐3,4‐dihydroisoquinoline (MDQ), formate dehydrogenase (FDH) is used for the cyclic regeneration of cofactors, and catalase (CAT) is used for decomposition of oxidative reactions. The four enzymes were immobilized via polydopamine (PDA)‐encapsulated dendritic organosilica nanoparticles (DONs) as carriers, resulting in the amphiphilic core‐shell catalysts. The hydrophilic PDA shell ensures the dispersion of the catalyst in water, and the hydrophobic DON core creates a microenvironment with the spatial confinement effect of the organic substrate and the preconcentration effect to enhance the stability of the enzymes and the catalytic efficiency. The core‐shell structure improves the stability and reusability of the catalyst and rationally arranges the position of different enzymes according to the reaction sequence to improve the cascade catalytic performance and cofactor recovery efficiency.