Comparison of peroxidase activities of hemin, cytochrome c and microperoxidase-11 in molecular solvents and imidazolium-based ionic liquids

Laszlo, Joseph A.; Compton, David L.

doi:10.1016/s1381-1177(02)00074-7

Cited by 165 publications

(104 citation statements)

References 57 publications

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“…2 depicts the relationship between the experimental and estimated α values using eqn (10) (the comparison using eqn (3)- (9) is given in Fig. S16 (10). In addition, the prediction results concerning the influence of the alkyl side chain length on the hydrogen-bond donor strength of the IL cation are consistent with the experimental data, as well as with data published by other authors.…”

Section: Estimation Of the Hydrogen-bond Acidity Of Ilssupporting

confidence: 83%

“…Indeed, it has previously been demonstrated that the polarity of ILs influences their solvation ability, as well as reaction rates, reaction mechanisms, product yields, enzymatic activity, among others. 10,11 One of the methods often employed to estimate the polarity of solvents is based on the analysis of the UV-Vis spectral band shifts of solvatochromic probes, in which the position of the maximum absorption wavelength is an indication of the solvent properties. In this regard, several dyes have been used to determine the polarity of solvents, including ILs.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Hydrogen-bond acidity of ionic liquids: an extended scale

Kurnia

Lima

Cláudio

et al. 2015

Phys. Chem. Chem. Phys.

102

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One of the main drawbacks comprising an appropriate selection of ionic liquids (ILs) for a target application is related to the lack of an extended and well-established polarity scale for these neoteric fluids. Albeit considerable progress has been made on identifying chemical structures and factors that influence the polarity of ILs, there still exists a high inconsistency in the experimental values reported by different authors. Furthermore, due to the extremely large number of possible ILs that can be synthesized, the experimental characterization of their polarity is a major limitation when envisaging the choice of an IL with a desired polarity. Therefore, it is of crucial relevance to develop correlation schemes and a priori predictive methods able to forecast the polarity of new (or not yet synthesized) fluids. In this context, and aiming at broadening the experimental polarity scale available for ILs, the solvatochromic Kamlet-Taft parameters of a broad range of bis(trifluoromethylsulfonyl)imide-([NTf 2 ] − )-based fluids were determined. The impact of the IL cation structure on the hydrogen-bond donating ability of the fluid was comprehensively addressed. Based on the large amount of novel experimental values obtained, we then evaluated COSMO-RS, COnductor-like Screening MOdel for Real Solvents, as an alternative tool to estimate the hydrogen-bond acidity of ILs. A three-parameter model based on the cation-anion interaction energies was found to adequately describe the experimental hydrogen-bond acidity or hydrogen-bond donating ability of ILs. The proposed three-parameter model is also shown to present a predictive capacity and to provide novel molecular-level insights into the chemical structure characteristics that influence the acidity of a given IL. It is shown that although the equimolar cation-anion hydrogen-bonding energies (E HB ) play the major role, the electrostaticmisfit interactions (E MF ) and van der Waals forces (E vdW ) also contribute, admittedly in a lower extent, towards the hydrogen-bond acidity of ILs. The new extended scale provided for the hydrogen-bond acidity of ILs is of high value for the design of new ILs for task-specific applications. † Electronic supplementary information (ESI) available: Comparison between experimental and literature solvatochromic values; correlation between experimental and predicted hydrogen-bond acidity; equation to calculate the absolute relative deviation. See

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Section: Estimation Of the Hydrogen-bond Acidity Of Ilssupporting

confidence: 83%

Section: Introductionmentioning

confidence: 99%

Hydrogen-bond acidity of ionic liquids: an extended scale

Kurnia

Lima

Cláudio

et al. 2015

Phys. Chem. Chem. Phys.

102

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“…Experimental measurements of proteins' activity in IL solutions are available 25,26 and represent an obvious target for computational investigations.…”

Section: Discussionmentioning

confidence: 99%

Interaction of Room Temperature Ionic Liquid Solutions with a Cholesterol Bilayer

2009

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“…Examples include a-chymotrypsin-catalyzed aminoacid ester transesterification [5][6][7]; enantioselective lipase-catalyzed esterification, transesterification, perhydrolysis, and aminolysis reactions [8]; b-galactosidase-catalyzed galactosylation [9,10]; thermolysin-catalyzed aspartame synthesis [11]; and peroxidase-catalyzed phenolic oxidation [12,13]. This diverse repertoire of enzymatic reactions demonstrates the potential value of RTILs as novel media for enzymatic reactions.…”

Section: Introductionmentioning

confidence: 99%

Enzyme–Carbon Nanotube Conjugates in Room-temperature Ionic Liquids

Eker

Asuri

Murugesan

et al. 2007

Appl Biochem Biotechnol

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Room-temperature ionic liquids (RTILs) are intriguing solvents, which are recognized as "green" alternatives to volatile organics. Although RTILs are nonvolatile and can dissolve a wide range of charged, polar, and nonpolar organic and inorganic molecules, there remain substantial challenges in their use, not the least of which is the solvents' high viscosity that leads to potential mass transfer limitations. In the course of this work, we discovered that the simple adsorption of the bacterial protease, proteinase K, onto singlewalled carbon nanotubes (SWNTs) results in intrinsically high catalytic turnover. The high surface area and the nanoscopic dimensions of SWNTs offered high enzyme loading and low mass transfer resistance. Furthermore, the enzyme-SWNT conjugates displayed enhanced thermal stability in RTILs over the native suspended enzyme counterpart and allowed facile reuse. These enzyme-SWNT conjugates may therefore provide a way to overcome key operational limitations of RTIL systems.

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Comparison of peroxidase activities of hemin, cytochrome c and microperoxidase-11 in molecular solvents and imidazolium-based ionic liquids

Cited by 165 publications

References 57 publications

Hydrogen-bond acidity of ionic liquids: an extended scale

Hydrogen-bond acidity of ionic liquids: an extended scale

Interaction of Room Temperature Ionic Liquid Solutions with a Cholesterol Bilayer

Enzyme–Carbon Nanotube Conjugates in Room-temperature Ionic Liquids

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