Premium
Towards a better understanding of how to improve lipase‐catalyzed reactions using deep eutectic solvents based on choline chloride
Author(s) -
Durand Erwann,
Lecomte Jérôme,
Baréa Bruno,
Villeneuve Pierre
Publication year - 2014
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.201300246
Subject(s) - choline chloride , lipase , deep eutectic solvent , chemistry , urea , solvent , catalysis , organic chemistry , eutectic system , biocatalysis , hydrogen bond , environmentally friendly , ionic liquid , enzyme , molecule , ecology , biology , alloy
The new generation of designer solvents, such as deep eutectic solvents (DES), are generally claimed to be renewable and environmentally friendly. Nevertheless, this classification depends entirely on the nature of the selected components. The DES derived from choline chloride (ChCl) combined with a safe hydrogen‐bond donor, such as urea, seemed ideal for the design of eco‐friendly processes. In mixtures with water, it has been successfully used for lipase‐catalyzed reactions of polar substrates. However, no studies have yet examined the role of the different components involved in these mixtures (ChCl, urea, and water) in the medium's functional properties, especially in the biocatalysis field where the enzymes are very sensitive to the environment. By analyzing the water activity ( a w ) and water content of the solvent, this paper reveals two different thermodynamic areas controlled by the strong association between ChCl and water. In addition, by varying the urea concentration, we show that urea has a denaturing effect on the enzyme and a positive effect on the selectivity of the reaction. Overall, this study made it possible to optimize the lipase‐catalyzed alcoholysis reactions, with the synthesis of high yields of a wide range of lipophilic derivative compounds of phenolic acids.