scholarly journals Deep Eutectic Solvents as Smart Cosubstrate in Alcohol Dehydrogenase-Catalyzed Reductions

Catalysts ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1013
Author(s):  
Santiago Nahuel Chanquia ◽  
Lei Huang ◽  
Guadalupe García Liñares ◽  
Pablo Domínguez de María ◽  
Selin Kara

Alcohol dehydrogenase (ADH) catalyzed reductions in deep eutectic solvents (DESs) may become efficient and sustainable alternatives to afford alcohols. This paper successfully explores the ADH-catalyzed reduction of ketones and aldehydes in a DES composed of choline chloride and 1,4-butanediol, in combination with buffer (Tris-HCl, 20% v/v). 1,4-butanediol (a DES component), acts as a smart cosubstrate for the enzymatic cofactor regeneration, shifting the thermodynamic equilibrium to the product side. By means of the novel DES media, cyclohexanone reduction was optimized to yield maximum productivity with low enzyme amounts (in the range of 10 g L−1 d−1). Notably, with the herein developed reaction media, cinnamaldehyde was reduced to cinnamyl alcohol, an important compound for the fragrance industry, with promising high productivities of ~75 g L−1 d−1.

Catalysts ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 655
Author(s):  
Chiara Allegretti ◽  
Francesco G. Gatti ◽  
Stefano Marzorati ◽  
Letizia Anna Maria Rossato ◽  
Stefano Serra ◽  
...  

The use of Reactive Deep Eutectic Solvents (RDESs) in the preparation of polar head modified phospholipids (PLs) with phospholipase D (PLD)-catalyzed biotransformations has been investigated. Natural phosphatidylcholine (PC) has been submitted to PLD-catalyzed transphosphatidylations using a new reaction medium composed by a mixture of RDES/buffer. Instead of exploiting deep eutectic solvents conventionally, just as the reaction media, these solvents have been designed here in order to contribute actively to the synthetic processes by participating as reagents. RDESs were prepared using choline chloride or trimethyl glycine as hydrogen-bond acceptors and glycerol or ethylene glycol, as hydrogen-bond donors as well as nucleophiles for choline substitution. Specifically designed RDES/buffer reaction media allowed the obtainment of PLs with optimized yields in the perspective of a sustainable process implementation.


2020 ◽  
Vol 16 ◽  
pp. 1915-1923 ◽  
Author(s):  
Paola Vitale ◽  
Luciana Cicco ◽  
Ilaria Cellamare ◽  
Filippo M Perna ◽  
Antonio Salomone ◽  
...  

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32–98% yield) and pyrimidine derivatives (45–88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (Et3N).


2020 ◽  
Vol 56 (16) ◽  
pp. 2391-2394 ◽  
Author(s):  
Davide Arnodo ◽  
Simone Ghinato ◽  
Stefano Nejrotti ◽  
Marco Blangetti ◽  
Cristina Prandi

Ultrafast heteroatom-directed lateral lithiation of substituted toluene derivatives using choline chloride-based eutectic mixtures as bio-inspired sustainable reaction media.


2015 ◽  
Vol 17 (7) ◽  
pp. 3870-3878 ◽  
Author(s):  
C. Vidal ◽  
L. Merz ◽  
J. García-Álvarez

Cycloisomerisation reactions of (Z)-enynols can be conveniently performed in the eutectic mixture 1ChCl/2Gly under standard bench experimental conditions by using the novel Au(i) complex 3 as catalyst. Furthermore, one-pot tandem cyclosiomerization/Diels–Alder reactions are reported in this eutectic mixture.


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yongzhuang Liu ◽  
Noemi Deak ◽  
Zhiwen Wang ◽  
Haipeng Yu ◽  
Lisanne Hameleers ◽  
...  

AbstractStabilization of reactive intermediates is an enabling concept in biomass fractionation and depolymerization. Deep eutectic solvents (DES) are intriguing green reaction media for biomass processing; however undesired lignin condensation is a typical drawback for most acid-based DES fractionation processes. Here we describe ternary DES systems composed of choline chloride and oxalic acid, additionally incorporating ethylene glycol (or other diols) that provide the desired ‘stabilization’ function for efficient lignocellulose fractionation, preserving the quality of all lignocellulose constituents. The obtained ethylene-glycol protected lignin displays high β-O-4 content (up to 53 per 100 aromatic units) and can be readily depolymerized to distinct monophenolic products. The cellulose residues, free from condensed lignin particles, deliver up to 95.9 ± 2.12% glucose yield upon enzymatic digestion. The DES can be recovered with high yield and purity and re-used with good efficiency. Notably, we have shown that the reactivity of the β-O-4 linkage in model compounds can be steered towards either cleavage or stabilization, depending on DES composition, demonstrating the advantage of the modular DES composition.


Soft Matter ◽  
2021 ◽  
Author(s):  
Meng Sun ◽  
Qintang Li ◽  
Xiao Chen

Luminescent gels have been successfully fabricated through the self-assembly of sodium cholate and a europium ion in choline chloride-based deep eutectic solvents.


2021 ◽  
Vol 23 (3) ◽  
pp. 1300-1311 ◽  
Author(s):  
Dasom Jung ◽  
Jae Back Jung ◽  
Seulgi Kang ◽  
Ke Li ◽  
Inseon Hwang ◽  
...  

The in vitro and in vivo studies suggest that choline chloride-based deep eutectic solvents may not be considered as pure, safe mixtures even if they consist of safe compounds.


2020 ◽  
Vol 32 (4) ◽  
pp. 733-738 ◽  
Author(s):  
R. Manurung ◽  
Taslim ◽  
A.G.A. Siregar

Deep eutectic solvents (DESs) have numerous potential applications as cosolvents. In this study, use of DES as organic solvents for enzymatic biodiesel production from degumming palm oil (DPO) was investigated. Deep eutectic solvent was synthesized using choline chloride salt (ChCl) compounds with glycerol and 1,2-propanediol. Deep eutectic solvent was characterized by viscosity, density, pH and freezing values, which were tested for effectiveness by enzymatic reactions for the production of palm biodiesel with raw materials DPO. Deep eutectic solvent of ChCl and glycerol produced the highest biodiesel yield (98.98%); weight of DES was only 0.5 % of that of the oil. In addition, the use of DES maintained the activity and stability of novozym enzymes, which was assessed as the yield until the 6th usage, which was 95.07 % biodiesel yield compared with the yield without using DES. Hence, using DES, glycerol in enzymatic biodiesel production had high potentiality as an organic solvent for palm oil biodiesel production


2021 ◽  
pp. 116928
Author(s):  
Jie Zhu ◽  
Hui Shao ◽  
Lin Feng ◽  
Yingzhou Lu ◽  
Hong Meng ◽  
...  

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