Water as Cosolvent: Nonviscous Deep Eutectic Solvents for Efficient Lipase‐Catalyzed Esterifications

The use of deep eutectic solvent (DES)/water mixtures were explored for the selective enzymatic synthesis of α‐monobenzoate glycerol (α‐MBG) from glycerol and benzoic acid as substrates. Experiments were performed with four DES, three of them containing choline chloride (ChCl), combined with urea (U...

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Veröffentlicht in:ChemCatChem 2017-04, Vol.9 (8), p.1393-1396
Hauptverfasser: Guajardo, Nadia, Domínguez de María, Pablo, Ahumada, Katherine, Schrebler, Rodrigo A., Ramírez‐Tagle, Rodrigo, Crespo, Fernando A., Carlesi, Carlos
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container_end_page 1396
container_issue 8
container_start_page 1393
container_title ChemCatChem
container_volume 9
creator Guajardo, Nadia
Domínguez de María, Pablo
Ahumada, Katherine
Schrebler, Rodrigo A.
Ramírez‐Tagle, Rodrigo
Crespo, Fernando A.
Carlesi, Carlos
description The use of deep eutectic solvent (DES)/water mixtures were explored for the selective enzymatic synthesis of α‐monobenzoate glycerol (α‐MBG) from glycerol and benzoic acid as substrates. Experiments were performed with four DES, three of them containing choline chloride (ChCl), combined with urea (URA), glycerol (GLY), and ethylene glycol (ETA) (in all cases ChCl/HBD 1:2 mol ratio), and another one formed with methylammonium chloride and glycerol (MA/GLY 1:3 mol ratio). The best conversions (99 %) were achieved with immobilized lipase B from Candida antarctica (CAL‐B) when ChCl/GLY was used as the solvent and the substrate at the same time. The use of water as a cosolvent (8 % v/v) led to a significant decrease in the viscosity of the DES, and full conversions were then reached. Reusability studies of the biocatalyst revealed a 37 % decrease in activity after the first batch, but the activity remained mostly constant for the rest of the cycles. Skills acquisition by solvents: Blends of deep eutectic solvents and water lead to less viscous media that enable lipase‐catalyzed synthetic reactions and that dissolve substrates with different polarities. These blends show enzyme compatibility, retain their nonconventional nature, are nonviscous, and are excellent solubilizers for challenging substrates.
doi_str_mv 10.1002/cctc.201601575
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source Wiley Online Library Journals Frontfile Complete
subjects biocatalysis
deep eutectic solvents
enzymes
esterification
Glycerol
solvent effects
title Water as Cosolvent: Nonviscous Deep Eutectic Solvents for Efficient Lipase‐Catalyzed Esterifications
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