Activity, stability and structure of laccase in betaine based natural deep eutectic solvents

Khodaverdian, Shima; Dabirmanesh, Bahareh; Heydari, Akbar; Dashtban-Moghadam, Elahe; Khajeh, Khosro; Ghazi, Farideh

doi:10.1016/j.ijbiomac.2017.10.144

Cited by 119 publications

(112 citation statements)

References 32 publications

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“…These results show that the loss in laccase activity in these DES can be attributed to the presence of Cl -, and enzyme denaturating ion as reported in the literature, 30 and/or due to an inhibitory effect of ChCl on the laccase activity by disrupting the intramolecular hydrogen bonds. 16,31 The results obtained with polyols agree with literature, for instance, the activity of β-glucosidase was higher when 11 polyols, namely ethylene glycol and propylene glycol, were used as constituent in ChCl based DES. 32 The authors explain that a single constituent molecule may diffuse into the enzyme core causing its denaturation by disrupting intramolecular hydrogen bonds.…”

Section: Effect Of Des Nature and Concentration On The Laccase Activitysupporting

confidence: 86%

“…Additionally, the authors proved that laccase was more stable and efficient in a glycerol:betaine DES than in aqueous solutions comprising the DES components. 16 Ünlü et al, studied the polycatechin synthesis by laccase in DES composed of choline chloride:glycerol, choline chloride:glycerol and betaine:mannose at 5 and 50% (v/v). 17 The results show that the replacement of acetone by the DES was possible for the synthesis of polycatechin.…”

Section: Introductionmentioning

confidence: 99%

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Laccase Activation in Deep Eutectic Solvents

Toledo

Pereira

Freire

et al. 2019

ACS Sustainable Chem. Eng.

106

103

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The research on alternative solvents and co-solvents is a relevant aspect when envisioning the improvement of biocatalytic reactions. Among these solvents and co-solvents, deep eutectic solvents (DES) may be considered as customizable new reaction media for biocatalysis. Accordingly, in this work, sixteen DES aqueous solutions, as well as of the individual DES components at the same conditions have been investigated in laccasecatalyzed reactions. Cholinium-and betaine-based DES formed with polyols at different molar ratio and concentrations were evaluated. The results reported show that in presence of most DES the laccase activity is preserved and, with a particular DES, enhanced up to 200%. Molecular docking studies demonstrated that while most DES components establish hydrogen-bonds with the enzyme amino acids, those that establish stronger interactions with the enzyme (expressed by absolute values of docking affinity energies) lead to an enhanced laccase activity. Finally, the laccase stability was evaluated in additional tests under extreme storage temperatures (60 ºC and -80 ºC). Although no significant protection to high temperatures was afforded by DES, an enhanced laccase activity when stored at low temperatures was found, at least up to 20 days. Combining experimental results and molecular docking this work shows that DES can be designed as co-solvents to improve biocatalytic reactions.

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Section: Effect Of Des Nature and Concentration On The Laccase Activitysupporting

confidence: 86%

Section: Introductionmentioning

confidence: 99%

Laccase Activation in Deep Eutectic Solvents

Toledo

Pereira

Freire

et al. 2019

ACS Sustainable Chem. Eng.

106

103

View full text Add to dashboard Cite

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“…DESs show many advantageous properties, such as easy to produce, non‐flammable, non/low‐toxic, relatively high solubility, biocompatible and biodegradable . These properties enable DESs to be used in various fields, such as in pharmaceutics, synthesis of porous materials, electrochemistry and extraction processes . The most common DESs are based on choline chloride, which is an inexpensive and easily accessible compound.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, a series of typical binary DESs were prepared by mixing choline chloride with a HBD such as urea, malonic acid and ethylene glycol and developed for use . To expand the application of DESs, other binary and ternary systems of DESs were also explored to evaluate their potential . Betaine is a cheap and biodegradable natural resource that can be extracted from sugar beets, and it can replace choline chloride as HBA …”

Section: Introductionmentioning

confidence: 99%

Extraction of Alkaloids from Coptidis Rhizoma via Betaine‐Based Deep Eutectic Solvents

Hsieh

Pan

et al. 2020

ChemistrySelect

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To avoid the use of volatile organic compounds, a series of betaine-based deep eutectic solvents (DESs), which are considered as green solvents, were prepared for the efficient extraction of alkaloids from coptidis rhizome. The extraction conditions were optimized via response surface methodology (RSM) to achieve the maximum recovery of total alkaloids. A central composite design with three independent variables which included the concentration of the selected DES, extrac-tion time, and solvent/solid ratio at five levels, was applied while response surface plots were produced with a second order polynomial model. A one-off experiment was performed to examine the reliability of the simulated results obtained from RSM. An optimized yield of 128.43 mg/g was obtained at an extraction time of 29.5 min and a solvent/solid ratio of 35 : 1 with the extraction solvent as 0.6 M betaine-tartaric acid-water DES.

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“…In the epoxidation process of oils, the substrate H 2 O 2 is detrimental to the structural integrity of enzymes because of its ability to oxidize amino acids (e.g., Arg, Lys, Met, and His). To address, strategies such as the immobilization and protein engineering of enzymes as well as the use of different types of reaction media have been used to improve the H 2 O 2 ‐tolerance of enzymes (Khodaverdian et al, ; Zhao et al, ).…”

Section: Introductionmentioning

confidence: 99%

An Efficient Strategy for the Production of Epoxidized Oils: Natural Deep Eutectic Solvent‐Based Enzymatic Epoxidation

Zhang

Tan

et al. 2019

J Americ Oil Chem Soc

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Poor H 2 O 2 -resistance by enzymes is a key bottleneck in the epoxidation process of oil by enzymatic methods. In this study, the stability of three lipases, from Aspergillus oryzae lipase (AOL), Aspergillus fumigatus lipase B (AflB), and marine Janibacter (MAJ1), in the presence of H 2 O 2 was evaluated in different types of natural deep eutectic solvents (NADES). This stability was strengthened significantly in the NADES compared to the buffer. Specifically, AOL retained 84.7% of its initial activity in the presence of choline chloride/sorbitol (1:1 M ratio) and 3 mol L −1 H 2 O 2 after 24 h incubation at 40 C. In addition, the two-phase epoxidation process was optimized with AOL in ChCl/sorbitol to reach up to 96.8% conversion under the optimized conditions (molar ratio of octanoic acid/H 2 O 2 /C=C-bonds = 0.3:1.5:1, enzyme loading of 15 U g −1 of soybean oil, ChCl/sorbitol content of 70.0% of the weight of hydrophilic phase, and reaction temperature of 50 C). Moreover, the lipase dispersed in NADES retained approximately 66% of its initial activity after being used for seven batch cycles. Overall, NADES-based enzymatic epoxidation is a feasible and promising strategy for the synthesis of epoxidized oils.

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Activity, stability and structure of laccase in betaine based natural deep eutectic solvents

Cited by 119 publications

References 32 publications

Laccase Activation in Deep Eutectic Solvents

Laccase Activation in Deep Eutectic Solvents

Extraction of Alkaloids from Coptidis Rhizoma via Betaine‐Based Deep Eutectic Solvents

An Efficient Strategy for the Production of Epoxidized Oils: Natural Deep Eutectic Solvent‐Based Enzymatic Epoxidation

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