Measuring the effect of ionic liquids on laccase activity using a simple, parallel method

Rehmann, Lars; Иванова, Е. М.; Ferguson, Jamie; Gunaratne, H. Q. Nimal; Seddon, Kenneth R.; Stephens, Gill

doi:10.1039/c2gc16009a

Cited by 35 publications

(36 citation statements)

References 41 publications

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“…In aqueous solution, the effect of ions on enzyme activity has been found to correlate with kosmotropicity according to the Hofmeister series 21 . In fact, in previous works it was found that kosmotropic anion and 10 chaotropic cation stabilize the enzyme 21,22 , while the inverse causes a destabilising effect 18 25 properties which could favor enzymatic stability 26,27,28 . ILs based on ammonium cations have also been found to be an excellent choice for green application due to their high biodegradability and low toxicity 29 from 0 to 1000 mM in sodium acetate buffer (50 mM; pH 7.0).…”

Section: Resultsmentioning

confidence: 99%

Over-activity and stability of laccase using ionic liquids: screening and application in dye decolorization

et al. 2015

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The use of a wide range of water miscible and immiscible ionic liquids (ILs) as reaction media for ABTS (2,2′-azino-bis(3ethylbenzothiazoline-6-sulfonic acid) diammonium salt) oxidation by Trametes versicolor laccase was studied. Thirteen ILs were shown to be suitable media for the laccase oxidation reaction, increasing the activity with respect to conventional media. Among them, the water-miscible IL choline dihydrogen phosphate [Chol][H 2 PO 4 ] allowed over-laccase activity with an enhancement rate of 451% at 25°C and pH 7.0. This ionic liquid improved the stability of the enzyme in the face of high temperature and high pH, while storage at room 10 temperature in aqueous medium was increased up to 4.5 times. Moreover, it was found that its use in the reaction medium for decolourizing dyes (antraquinonic and azoic) using laccase increased the decolourization rate by up to 216% and 137% for the azoic dyes Acid Black 1 and Remazol Brillant Blue R, respectively. A high decolorization rate was also obtained for a mix of dyes (80% within 8 h). To understand the effect of [Chol][H 2 PO 4 ] on the secondary protein structure of the laccase, several spectroscopic techniques were used 15 such as Circular Dichroism (CD), Fourier transform infrared (FT-IR) and Fluorescence, all of which demonstrated that the β sheets structure was affected. A shift to α-helix structure [Chol][H 2 PO 4 ] could be responsible of the enhancement of the enzyme activity observed at 300 mM 55properties of ILs, including their hydrophobicity, density, viscosity, melting point, polarity and solvent miscibility, can be finely tuned by selecting appropriate combinations of cations and anions, while an optimal IL can be designed for each specific enzymatic reaction system. Interest in these compounds, often 60 heralded as the green, high-tech media of the future, is still increasing rapidly, not only in biocatalysis but also in chemical catalysis, separation technology and analytical applications 13, 14 . Recently, the use of ILs with laccases has also been described as an efficient non-conventional catalyst system in applications such 65 as wood treatment and phenol degradation 3, 5 . On the other hand,Textile manufacturing involves the discharge of highly colored synthetic dye effluents which are aesthetically displeasing and can damage the receiving water body by impeding the penetration of light 15 . The strict environmental 70 legislation of European countries does not permit their release since they can have very severe consequences on river courses, including reducing photosynthetic activity and dissolved oxygen concentrations 16 . The great importance of effluent treatment has been underlined in many research-works 17 . In the textile 75 industry, a wide variety of dyes colors have been extensively used for textile industry, anthraquinonic and azoic dyes could be

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Section: Resultsmentioning

confidence: 99%

Over-activity and stability of laccase using ionic liquids: screening and application in dye decolorization

et al. 2015

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“…[6,[9][10][11][12][13] It wass hown that the biocatalytic activity was retained even at low water contents. Nonhydrolytic enzymes, particularlyo xidoreductases, such as dehydrogenases, [14][15][16][17] peroxidases, [18] laccases, [19,20] and oxygenases, [21,22] have also been evaluated in aqueous IL mixtures to test their catalytic activity and stability.…”

Section: Introductionmentioning

confidence: 99%

Chiral Polyol Synthesis Catalyzed by a Thermostable Transketolase Immobilized on Layered Double Hydroxides in Ionic liquids

et al. 2015

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In this work we set out to study the activity of a thermostable Transketolase (TK) from Geobacillus stearothermophilus (TKgst) in an ionic liquid as cosolvent, which has never been investigated before with this enzyme. 1‐Butyl‐3‐methylimidazolium chloride ([BMIm][Cl]) in the range 30–50 % in water maintained the total activity of TKgst and increased the reaction rate in the presence of pentoses as acceptor substrates, particularly d‐ribose. To improve the synthetic process, TKgst was immobilized on an inorganic support, layered double hydroxides (LDHs), with excellent immobilization yield and catalytic activity using a simple, eco‐compatible, efficient coprecipitation procedure. The biohybrid MgAl@TKgst was tested in 30 % [BMIm][Cl] for the synthesis of a rare, very costly commercially available sugar, d‐sedoheptulose, which was obtained in one step from d‐ribose with an isolated yield of 82 %. This biohybrid was reusable over four cycles with no loss of enzymatic activity. The particular activity of free and immobilized TKgst in [BMIm][Cl] holds promise to extend the applications of TKgst in other ionic liquids and unusual media in biocatalysis.

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“…The main aim of this work was to find ILs suitable for Cerrena unicolor laccase. Rehmann et al, (2012) reported that activities of Trametes versicolor laccase in biphasic ILs-water systems were higher than those observed in solutions of water-miscible ionic liquids. Furthermore, they inform that the enzyme performance depended strongly on the nature of the used anion.…”

Section: Introductionmentioning

confidence: 97%

“…Laccases (EC 1.10.3.2) belong to this group of enzymes and attract considerable attention due to their potential for manufacturing pharmaceutical intermediates and specialty chemicals, as well as for bioremediation or as bio-sensing elements (Mikolasch & Schauer, 2009;Witayakran & Ragauskas, 2009;Polak & Jarosz-Wilkołazka, 2012). Moreover, there is already some evidence that ionic liquids can be used with laccases (Pinto et al, 2008;Shipovskov et al, 2008;Tavares et al, 2008;Rehmann et al, 2012). Generally, replacement of organic solvents by ILs in biphasic systems seemed to be a promising solution when substrates are sparingly soluble in water and when high viscosity of pure ILs reduces rates of redox species transport (Pinto et al, 2008).…”

Section: Introductionmentioning

confidence: 99%

“…The great advantage of ILs is the enormously wide array of ions combinations, however, it leads to a problem with their selection for bioprocesses since it still depends on experimental screening for an enzyme activity and stability preservation. Recently, Rehmann et al, (2012) have presented data on activity of laccase from Trametes versicolor in the presence of 63 water-miscible and water-immiscible ILs, all at 20% concentration. In spite of their incredible work, there is almost no information on enzyme stability, the factor of high importance from practical point of view.…”

Section: Introductionmentioning

confidence: 99%

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Laccase activity and stability in the presence of menthol-based ionic liquids.

Feder‐Kubis

Bryjak

2013

Acta Biochim Pol

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Laccases attract attention due to their potential for manufacturing pharmaceutical intermediates from a wide array of phenolic and non-phenolic substrates that are sparingly soluble in water. Because of the high polarity of ionic liquids (ILs), they can dissolve polar and nonpolar compounds and are claimed as "green" alternative for volatile organic solvents. The main aim of this work was to find water-immiscible ILs suitable for Cerrena unicolor laccase. For that five ILs with bis(trifluoromethanesulfonyl)imide anions coupled with cations derived from natural alcohol - (1R,2S,5R)-(-)-menthol were synthesized, namely: (I) 3-butyl-1-[(1R,2S,5R)-(-)-menthoxymethyl]imidazolium, (II) 1-[(1R,2S,5R)-(-)-menthoxymethyl]-3-heptylimidazolium, (III) 1-[(1R,2S,5R)-(-)-menthoxymethyl]-3-methylpyridinium, (IV) heptyl[(1R,2S,5R)-(-)-menthoxymethyl]dimethylammonium, and (V) decyl[(1R,2S,5R)-(-)-menthoxymethyl]dimethylammonium ions. Laccase activity was tested in buffer saturated with ILs whereas stability tests in biphasic systems lasted 5 days. It was shown that ILs I, III-V did not significantly alter laccase activity (being 90-123% respective to the buffer) whereas IL II decreased reactivity in 20%. Stability tests revealed that ILs I, IV and V increased enzyme stability even more than in the buffer. For mathematical formalization of inactivation courses, isoenzyme model was applied but this model fitted experimental data only for sets obtained in the buffer (control) and in the presence of IL II. In the other cases, first-order reaction model was sufficient. This shows that ILs, even at very low concentrations, influence conformational stability of proteins, which is dependent on the cation structure. In general, the imidazolium (I) and ammonium (IV) salts with shorter alkyl chains supported laccase activity and stability.

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Measuring the effect of ionic liquids on laccase activity using a simple, parallel method

Cited by 35 publications

References 41 publications

Over-activity and stability of laccase using ionic liquids: screening and application in dye decolorization

Over-activity and stability of laccase using ionic liquids: screening and application in dye decolorization

Chiral Polyol Synthesis Catalyzed by a Thermostable Transketolase Immobilized on Layered Double Hydroxides in Ionic liquids

Laccase activity and stability in the presence of menthol-based ionic liquids.

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