The Versatile Applications of DES and Their Influence on Oxidoreductase-Mediated Transformations

Hassani, Fatima Zohra Ibn Majdoub; Amzazi, S.; Lavandera, Iván

doi:10.3390/molecules24112190

Cited by 34 publications

(14 citation statements)

References 46 publications

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“…Enzymatic reactions conducted in DESs meet the requirements of sustainable chemistry [16][17][18]. The literature describes different uses of DESs as co-solvents for the biotransformation of various compounds [16][17][18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

Enzymatic Polymerization of Dihydroquercetin (Taxifolin) in Betaine-Based Deep Eutectic Solvent and Product Characterization

et al. 2021

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Deep eutectic solvents (DESs) are an alternative to conventional organic solvents in various biocatalytic reactions. Meanwhile, there have been few studies reporting on synthetic reactions in DESs or DES-containing mixtures involving oxidoreductases. In this work, we have studied the effects of several DESs based on betaine as the acceptor of hydrogen bonds on the catalytic activity and stability of laccase from the basidial fungus Trametes hirsuta and performed enzymatic polymerization of the flavonoid dihydroquercetin (DHQ, taxifolin) in a DES–buffer mixture containing 60 vol.% of betaine-glycerol DES (molar ratio 1:2). The use of the laccase redox mediator TEMPO enabled an increased yield of DHQ oligomers (oligoDHQ), with a number average molecular weight of 1800 g mol−1 and a polydispersity index of 1.09. The structure of the synthesized product was studied using different physicochemical methods. NMR spectroscopy showed that oligoDHQ had a linear structure with an average chain length of 6 monomers. A scheme for enzymatic polymerization of DHQ in a DES–buffer mixture was also proposed.

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Section: Introductionmentioning

confidence: 99%

Enzymatic Polymerization of Dihydroquercetin (Taxifolin) in Betaine-Based Deep Eutectic Solvent and Product Characterization

et al. 2021

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“…As usual, most of the examples of biocatalyzed reactions involving DESs have been catalyzed by hydrolases, as this type of enzymes are able to carry out their activity in several non-aqueous media. But the application of DESs is not only restricted to hydrolysis or synthetic processes, being described some other examples with dehalogenases [72], lyases [73] and also with oxidoreductases [74,75].…”

Section: Deep-eutectic Solvents In Bioreductions/biooxidationsmentioning

confidence: 99%

Biocatalyzed Redox Processes Employing Green Reaction Media

Aranda

Gonzalo

2020

Molecules

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The application of biocatalysts to perform reductive/oxidative chemical processes has attracted great interest in recent years, due to their environmentally friendly conditions combined with high selectivities. In some circumstances, the aqueous buffer medium normally employed in biocatalytic procedures is not the best option to develop these processes, due to solubility and/or inhibition issues, requiring biocatalyzed redox procedures to circumvent these drawbacks, by developing novel green non-conventional media, including the use of biobased solvents, reactions conducted in neat conditions and the application of neoteric solvents such as deep eutectic solvents.

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“…(NA)DESs have emerged in recent years as a valuable reaction medium for biocatalyzed reactions in which also redox enzymes can be employed [31,32]. The presence of different (NA)DES in these reactions can present a beneficial effect on the activity and stability of the biocatalysts [41], allowing improved enantio-and diastereoselectivities [42] and even reversal on biocatalyst enantiopreference [35].…”

Section: Of 12mentioning

confidence: 99%

“…Several examples have been described in which a (NA)DES was applied in the presence of different types of biocatalysts [27][28][29][30], including their use in redox biotransformations [31,32]. Specifically, NADESs have been employed in selective reductions catalyzed by alcohol dehydrogenases [33][34][35], as well as in oxidations using different types of enzymes [36][37][38][39][40].…”

Section: Introductionmentioning

confidence: 99%

Positive Impact of Natural Deep Eutectic Solvents on the Biocatalytic Performance of 5-Hydroxymethyl-Furfural Oxidase

2020

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Deep eutectic solvents (DESs) have been applied as cosolvents in various biocatalytic processes during recent years. However, their use in combination with redox enzymes has been limited. In this study, we have explored the beneficial effects of several DES as cosolvents on the performance of 5-hydroxymethylfurfural oxidase (HMFO), a valuable oxidative enzyme for the preparation of furan-2,5-dicarboxylic acid (FDCA), and other compounds, such as carbonyl compounds and carboxylic acids. The use of natural DESs, based on glucose and fructose, was found to have a positive effect. Higher conversions are obtained for the synthesis of several oxidized compounds, including FDCA. Depending on the type of DES, the stability of HMFO could be significantly improved. As the use of DES increases the solubility of many substrates while they only mildly affect dioxygen solubility, this study demonstrates that biocatalysis based on HMFO and other redox biocatalysts can benefit from a carefully selected DES.

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The Versatile Applications of DES and Their Influence on Oxidoreductase-Mediated Transformations

Cited by 34 publications

References 46 publications

Enzymatic Polymerization of Dihydroquercetin (Taxifolin) in Betaine-Based Deep Eutectic Solvent and Product Characterization

Enzymatic Polymerization of Dihydroquercetin (Taxifolin) in Betaine-Based Deep Eutectic Solvent and Product Characterization

Biocatalyzed Redox Processes Employing Green Reaction Media

Positive Impact of Natural Deep Eutectic Solvents on the Biocatalytic Performance of 5-Hydroxymethyl-Furfural Oxidase

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