Hydrophobic hydration

Yaminsky, Vassili; Vogler, Erwin A.

doi:10.1016/s1359-0294(01)00104-2

Cited by 103 publications

(55 citation statements)

References 30 publications

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“…Among the different interactions between molecules, hydrophobic interactions play a key role in the behavior of proteins in solution. 40 Therefore, the relative hydrophobicity of ILs can provide some insights regarding their ability to extract amino acids and proteins. Moreover, the solute-IL interactions are likely to involve van der Waals forces, electrostatic interactions, hydrogen-bonding, and π · · · π stacking between the imidazolium ring and the aromatic ring of Ltryptophan.…”

Section: Resultsmentioning

confidence: 99%

Evaluation of Anion Influence on the Formation and Extraction Capacity of Ionic-Liquid-Based Aqueous Biphasic Systems

et al. 2009

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Extractive fermentation using aqueous biphasic systems (ABS) is a promising separation process since it provides a nondenaturing environment for biomolecules and improves the stability of cells. Due to environmental concerns and toxicity issues related with common volatile organic solvents, ionic liquids (ILs), a new class of nonvolatile alternative solvents, are being currently investigated for extraction purposes. In this work, a wide range of imidazolium-based ILs was studied aiming at obtaining new insights regarding their ability toward the formation of ABS and their capacity to the extraction of biomolecules. On the basis of the IL cations 1-ethyl-3-methylimidazolium and 1-butyl-3-methylimidazolium, the IL anion influence on ABS formation was assessed through their combination with chloride, bromide, acetate, hydrogensulfate, methanesulfonate, methylsulfate, ethylsulfate, trifluomethanesulfonate, trifluoroacetate, and dicyanamide. Ternary phase diagrams (and respective tie-lines) formed by these hydrophilic ILs, water, and the inorganic salt K 3 PO 4 , were measured and are reported. The results indicate that the ability of an IL to induce ABS closely follows the decrease in the hydrogen bond accepting strength or the increase in the hydrogen bond acidity of the IL anion. In addition, the extraction capacity of the studied ABS was evaluated through their application to the extraction of an essential amino acid, L-tryptophan. It is shown that the partition coefficients obtained between the IL and the K 3 PO 4 -aqueous rich phases were substantially larger than those typically obtained with polymers-inorganic salts or polymers-polysaccharides aqueous systems.

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Section: Resultsmentioning

confidence: 99%

Evaluation of Anion Influence on the Formation and Extraction Capacity of Ionic-Liquid-Based Aqueous Biphasic Systems

et al. 2009

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“…But this phenomenon is related to the first, as the Gibbs free energy (and entropy) associated to account for two non-polar molecules is smaller when they are close together than when separated, and thus producing a solvent-mediated attraction between both non-polar molecules. All the above has been discussed in deep detail in the literature [12][13][14][15]. The implications and relevance of these hydrophobic attractions and hydration on the structure, stability, and function of biomolecules have also been discussed elsewhere [16].…”

Section: Introductionmentioning

confidence: 99%

Gibbs free energy of transfer of a methylene group on {UCON+(sodium or potassium) phosphate salts} aqueous two-phase systems: Hydrophobicity effects

Silvério

Rodrı́guez

Teixeira

et al. 2010

The Journal of Chemical Thermodynamics

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a b s t r a c tThe Gibbs free energy of transfer of a suitable hydrophobic probe can be regarded as a measure of the relative hydrophobicity of the different phases. The methylene group (CH 2 ) can be considered hydrophobic, and thus be a suitable probe for hydrophobicity. In this work, the partition coefficients of a series of five dinitrophenylated-amino acids were experimentally determined, at 23°C, in three different tie-lines of the biphasic systems: (UCON + K 2 HPO 4 ), (UCON + potassium phosphate buffer, pH 7), (UCON + KH 2 PO 4 ), (UCON + Na 2 HPO 4 ), (UCON + sodium phosphate buffer, pH 7), and (UCON + NaH 2 PO 4 ). The Gibbs free energy of transfer of CH 2 units were calculated from the partition coefficients and used to compare the relative hydrophobicity of the equilibrium phases. The largest relative hydrophobicity was found for the ATPS formed by dihydrogen phosphate salts.

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“…8,[10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] The study of water solubility is of particular interest, since the solvation properties and the molecular interactions of fluorocompounds with water are important to understand the FC-in-water or reversed emulsions formation and aging. 9,[25][26][27][28] The objective of the present work is to provide experimental and theoretical information about the unlike water-FC compound molecular interactions and to evaluate the effect of R-(ω-)fluorine substitution by H, Cl, Br, and I on this interaction. For that purpose, experimental solubility data were precisely measured by Karl Fischer titration of the water in saturated fluorocarbon-rich phases, in a sufficiently large temperature range in order to allow the calculation of the thermodynamic quantities associated with the dissolution.…”

Section: Introductionmentioning

confidence: 99%

Water Solubility in Linear Fluoroalkanes Used in Blood Substitute Formulations

et al. 2006

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The interactions between water and n-perfluoroalkanes or substituted R-(ω-)fluoroalkanes used in blood substitute formulations were investigated experimentally and using ab initio calculations. The solubility of water in C 6 -C 9 perfluoroalkanes and five C 8 analogues of substituted fluoroalkanes was measured in the temperature range between 288 and 318 K at atmospheric pressure, using a Karl Fischer coulometer. From these data, the thermodynamic functions and partial molar solvation quantities such as Gibbs energy, enthalpy, and entropy were determined and compared with the interaction energies in 1:1 water-fluoroalkane complexes in vacuum, obtained using B3LYP/6-311++G(d,p). The experimental solubility data indicates a significant specific interaction between the water and the R-(ω-)substitute atom (H, I, Br, or Cl) in the fluoroalkanes.

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Hydrophobic hydration

Cited by 103 publications

References 30 publications

Evaluation of Anion Influence on the Formation and Extraction Capacity of Ionic-Liquid-Based Aqueous Biphasic Systems

Evaluation of Anion Influence on the Formation and Extraction Capacity of Ionic-Liquid-Based Aqueous Biphasic Systems

Gibbs free energy of transfer of a methylene group on {UCON+(sodium or potassium) phosphate salts} aqueous two-phase systems: Hydrophobicity effects

Water Solubility in Linear Fluoroalkanes Used in Blood Substitute Formulations

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