Selective oxidation of alkyl and aryl glyceryl monoethers catalysed by an engineered and immobilised glycerol dehydrogenase

Abstract

Design and fabrication of a robust heterogeneous biocatalyts for the selective oxidation of alkyl/aryl glyceryl monoethers through the engineering and immobilization of glycerol dehydrogenases.

Cell‐Free Biosynthesis of ω‐Hydroxy Acids Boosted by a Synergistic Combination of Alcohol Dehydrogenases

“…S2), together with an excess of the widely used NAD + recycling system formed by a pure thermostable NOX from Thermus thermophilus (TtNOX) and the catalase from bovine liver (BlCAT) (commercial crude extract) [20] . We did not select the water‐forming NOX, since our previous studies show that the TtNOX outperforms the former one exhibiting higher operational stability [20b,21] . Furthermore, the tandem TtNOX BlCAT stoichiometrically demands half of the oxygen for the NAD + recycling than the water‐forming oxidases, a fact that positively impacts on the atom economy of the process.…”

Cell-free biosynthesis of ω-hydroxy acids boosted by a synergistic combination of alcohol dehydrogenases

“…S2), together with an excess of the widely used NAD + recycling system formed by a pure thermostable NOX from Thermus thermophilus (TtNOX) and the catalase from bovine liver (BlCAT) (commercial crude extract). [19] We did not select the a water-forming NOX, since our previous studies show that the TtNOX outperforms the former one exhibiting higher operational stability [19b, 20] Furthermore, the tandem TtNOX BlCAT stoichiometrically demands the half of oxigen for the NAD + recylcling than the waterforming oxidases, a fact that positively impacts on the atom economy of the process. Figure 1A shows the reaction time course of the four-enzyme system using an enzyme activity ratio of 2:1:10:100 (HLADH : SiLAC : TtNOX : BlCAT), where the lactol intermediate (2b) is accumulated during the first 5 hours, and the ω-HA yield (2d) reached 60% after 24 h. On the contrary, the lactone intermediate is negligibly accumulated as SiLAC hydrolyzes the lactone 2c 214 times more efficiently than the HLADH oxidizes the lactol 2b (Supporting Information, Table S1).…”

Design of Glycerol-Based Solvents for the Immobilization of Palladium Nanocatalysts: A Hydrogenation Study

“…22,25 In fact, green methods for the synthesis of monoethers and diethers of glycerol with multiple substitution patterns have been recently described. 26−30 Thanks to their interesting physicochemical properties and their very low eco-toxicity, 31 these glycerolderived solvents are being used in novel applications, 32 as chemical precursors, 33 and also for replacing glycerol as the HBD component in eutectic solvents. 34 them has been used as a solvent for the synthesis of NPs, and only for the immobilization of preformed Pd NPs in a very recent work.…”

“…Among them, biobased solvents such as polyols, water, ionic liquids (ILs), deep eutectic solvents (DESs), and supercritical fluids have already been used for the synthesis of NPs. In particular, glycerol has shown valuable properties for the preparation and stabilization of metallic species, due to its hydrogen-bond supramolecular structure. , On account of the current bioglycerine surplus, a plethora of DESs have been described using glycerol as a hydrogen-bond donor (HBD), in combination with different ammonium salts such as choline chloride (ChCl). , Some glycerol derivatives, including carbonates, ketals, esters, and ethers, have also been studied as useful and versatile biosolvents. , In fact, green methods for the synthesis of monoethers and diethers of glycerol with multiple substitution patterns have been recently described. − Thanks to their interesting physicochemical properties and their very low eco-toxicity, these glycerol-derived solvents are being used in novel applications, as chemical precursors, and also for replacing glycerol as the HBD component in eutectic solvents . Nevertheless, none of them has been used as a solvent for the synthesis of NPs, and only for the immobilization of preformed Pd NPs in a very recent work …”