Effect of deep eutectic solvent mixtures on lipase activity and stability

Kim, Sung Hee; Park, Saerom; Yu, Hyejeong; Kim, Ji Hyun; Kim, Hyung Joo; Yang, Yung‐Hun; Kim, Yong Hwan; Kim, Kwang Jin; Kan, Eunsung; Lee, Sang Hyun

doi:10.1016/j.molcatb.2016.03.012

Cited by 100 publications

(55 citation statements)

References 27 publications

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“…DHs using ChCl:LA 1:1 and ChCl:CA 1:3 as co-solvent were both lower than 10 . The results implied that the composition of DESs might affect the catalytic efficiency of Amano lipase PS, and this phenomenon was also reported in the previous research 13,19 . According to DH and FFAs content in the hydrolysis product, ChCl:U 1:2 was selected as the co-solvent for the following experiments.…”

Section: Screening Of the Desssupporting

confidence: 85%

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Amano Lipase PS-catalyzed Hydrolysis of Pine Nut Oil for the Fatty Acids Production Using Deep Eutectic Solvent as Co-solvent

et al. 2019

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Introduction Fatty acids FAs are important materials in various industrial fields such as emulsifiers, adhesives, surfactants, food, and personal care, existing naturally as triglycerides TGs in oils and fats 1. There are many routes to release FFAs from TGs such as acidic hydrolysis, alkaline hydrolysis, high-temperature steam hydrolysis and enzymatic hydrolysis 2, 3. Among these routes, enzymatic hydrolysis is a preferable way to promote the quality of the hydrolyzed product. The enzymatic hydrolysis is performed under milder condition lower temperature and pressure in comparison with acidic or alkaline hydrolysis. Thus, it can avoid some undesirable reactions and certain disadvantages, which will affect the color of products 2, 4. Moreover, enzymatic hydrolysis requires no chemical reagents, what s more, the reusability of enzyme 2. Lipases triacylglycerol ester hydrolases, EC 3.1.1.3 are enzymes that catalyze hydrolysis of ester bonds of triacylglyerols to diacylglycerols DAGs , monoacylglycerols MAGs , glycerol and FAs 5. The hydrolysis could be per

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Section: Screening Of the Desssupporting

confidence: 85%

“…DESs have a direct effect on enzymatic activity and stability in lipase-catalyzed hydrolysis 19 . In order to screen suitable DES for preparing FFAs from PNO, the effect of DESs using as co-solvent on the lipase-catalyzed hydrolysis of PNO was investigated Fig.…”

Section: Screening Of the Dessmentioning

confidence: 99%

Amano Lipase PS-catalyzed Hydrolysis of Pine Nut Oil for the Fatty Acids Production Using Deep Eutectic Solvent as Co-solvent

et al. 2019

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“…The effects of DESs on activity and stability of lipase were partially correlated with the solvatochromic parameters. For example, the stability of lipase was correlated with hydrogen bond acidity of DESs mixturesKim et al (2016) Thermomyces lanuginosus lipase Pseudozyma antarctica lipase BChCl/U (1:2)ChCl/Gly (1:2)Rapeseed oil and cooking oilBiodieselImproved the additional value of cooking oilKleiner et al (2016)Lipozyme TLIM, Novozym 435ChAc/U (2:1)Glucose with fatty acid vinyl esters; methyl glucoside with fatty acidsGlucose-based fatty acid estersUtilization of combination of ILs and DESsZhao et al (2016)Lipase ASChCl/Gly (1:2)AldehydesNitroalcoholsAddition of water could improve enzyme activity and inhibit DES-catalyzed reactionTian et al (2016) Burkholderia cepacia lipaseChCl/EG (1:2) p -Nitrophenyl palmitate p -NitrophenolSignificantly improved enzyme activityJuneidi et al (2017)Lipase from ANLChCl/Gly (1:3) Burkholderia cepacia lipaseDihydromyricetinDihydromyricetin-16-acetateEnhancing substrate solubilityCao et al (2017)iCALBChCl/different sugars (1:1)Fatty acid estersGlycolipidsSugar can serve as HBD and substrateSiebenhaller et al (2017)Lipase GChCl/xylitol (1:1)Glyceryl trioleateEpoxidized vegetable oilsDES stabilized the enzymeZhou et al (2017a)iCALBChCl/Gly (1:2)Benzoic acid and glycerolα-Monobenzoate glycerolWater as co-solvent enzyme remained active in high concentration of DES (92%,v/v)Guajardo et al (2017)PPLChCl/U (1:2)…”

Section: The Application Of Dess In Biocatalysismentioning

confidence: 99%

Recent progress on deep eutectic solvents in biocatalysis

Zheng

Zong

et al. 2017

Bioresour. Bioprocess.

273

161

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Deep eutectic solvents (DESs) are eutectic mixtures of salts and hydrogen bond donors with melting points low enough to be used as solvents. DESs have proved to be a good alternative to traditional organic solvents and ionic liquids (ILs) in many biocatalytic processes. Apart from the benign characteristics similar to those of ILs (e.g., low volatility, low inflammability and low melting point), DESs have their unique merits of easy preparation and low cost owing to their renewable and available raw materials. To better apply such solvents in green and sustainable chemistry, this review firstly describes some basic properties, mainly the toxicity and biodegradability of DESs. Secondly, it presents several valuable applications of DES as solvent/co-solvent in biocatalytic reactions, such as lipase-catalyzed transesterification and ester hydrolysis reactions. The roles, serving as extractive reagent for an enzymatic product and pretreatment solvent of enzymatic biomass hydrolysis, are also discussed. Further understanding how DESs affect biocatalytic reaction will facilitate the design of novel solvents and contribute to the discovery of new reactions in these solvents.

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“…5 Recently, increasing numbers of encouraging results for catalysis with isolated enzymes using DESs as co-solvents have been published. [11][12][13][14][15][16] Generally, whole cells rather than enzymes are usually employed as biocatalysts in biotransformation to ensure the efficient regeneration of coenzymes or cofactors and to avoid the problems associated with enzyme purification and stability. 17,18 The benefits of enzyme-based biocatalysis in DESs also prompted their use in whole-cell biocatalytic processes.…”

Section: Introductionmentioning

confidence: 99%

Synergistic effects of components in deep eutectic solvents relieve toxicity and improve the performance of steroid biotransformation catalyzed by Arthrobacter simplex

Mao

Hou

et al. 2018

J of Chemical Tech & Biotech

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BACKGROUND The discovery of deep eutectic solvents (DESs) has introduced a new class of promising green solvents to overcome many drawbacks associated with organic solvents. In this study, the synergistic effects of the components in the form of DESs on bacterial viability, membrane integrity, and retention of metabolic activity as well as the efficiency of Δ1,2‐dehydrogeneration of cortisone acetate (CA) using whole cells of Arthrobacter simplex were investigated. RESULTS The agar disc diffusion method, viability assays and the retention of sugar metabolic activity were used to investigate their toxicity to A. simplex. The results indicated that colinium salts were more toxic than the corresponding hydrogen bond donor (HBDs), but their deleterious effect could be weakened by incorporating them into DESs. Moreover, the best catalytic performance was found in the ChCl:U(DES)‐containing system when Δ1,2‐dehydrogeneration using A. simplex was carried out in three different systems followed by the addition of DES, their components and their mixtures, respectively. In addition, metabolites with significantly changed concentration were identified by means of gas chromatography–mass spectrometry (GC–MS) and principal component analysis, which revealed five compounds that may be used as potential indicators to discriminate the effects of different concentrations of DESs on A. simplex. CONCLUSION The cholinium salts used in this study were toxic to A. simplex to some extent, while synergistic effects were observed after DES formation. The efficient biotransformation in DESs especially in the ChCl:U(DES)‐containing system potentially offers a promising strategy for the production of many different steroids. © 2018 Society of Chemical Industry

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Effect of deep eutectic solvent mixtures on lipase activity and stability

Cited by 100 publications

References 27 publications

Amano Lipase PS-catalyzed Hydrolysis of Pine Nut Oil for the Fatty Acids Production Using Deep Eutectic Solvent as Co-solvent

Amano Lipase PS-catalyzed Hydrolysis of Pine Nut Oil for the Fatty Acids Production Using Deep Eutectic Solvent as Co-solvent

Recent progress on deep eutectic solvents in biocatalysis

Synergistic effects of components in deep eutectic solvents relieve toxicity and improve the performance of steroid biotransformation catalyzed by Arthrobacter simplex

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