Title
Solid-Phase Lipase-CuNPs Biohybrids as Bifunctional Catalysts for One-Pot Parallel Synthesis of 2,3,4-Triacetyl-D-Gluconic Acid
Author
Losada-Garcia, Noelia, Esteban P. Urriolabeitia, and Jose M. Palomo
Year
2023
Journal
ChemCatChem
Abstract
Solid-phase lipase/metal nanobiohybrids, generated by growth of copper nanoparticles on enzyme matrixes immobilized on graphene, were used as heterogeneous catalysts with dual-activity for the regioselective production of 2,3,4-triacetyl-D-gluconic acid from α-peracetylated-glucose in a one-pot parallel process combining a lipase-mediated regioselective hydrolytic monodeprotection with a metal-catalyzed oxidation in aqueous media. A novel synthetic strategy, based on the in situ fabrication of Cu nanoparticles induced by lipase molecules specifically immobilized on a multi-layer graphene material by interfacial adsorption fixing them in the active open conformation, has been described. Thermomyces lanuginosus lipase was firstly used to prepare the functionalized multi-layer graphene from graphite as a biographene preparation (Biographene, BIOG), support used to successfully immobilize Candida rugosa lipase (CRL). This immobilized form BIOG-CRL was further used to create successful active bifunctional enzyme-metal nanoarchitectures. Two different Cu-lipase hybrids were synthesised, where Cu species and nanoparticles size were different depending on the methodology. Regioselectivity and stability of the hybrids were evaluated successfully in the production of monosaccharide building blocks, besides the robustness of the hybrids in recyclability experiments.
Instrument
V-730,LC-4000
Keywords
Bifunctional catalyst,chemoenzymatic reaction,metal nanoparticles,enzymes,carbohydrate chemistry