Search results for "hydrophobic effect"

1984

Alkaline hydrolyses of anionic phenyl esters such as 4-acetoxy-3-nitrobenzoic acid and 4-butyryloxy-3-nitrobenzoic acid were examined in the presence of cationic and polymeric liposomes, liposomes of low molecular weight compounds, and micelles. All the additives accelerate the reaction due to the hydrophobic interaction between substrates and additives and the electrostatic interaction both between substrates and additives and between OH− and additives. In the Arrhenius plots of the reactions catalyzed by the liposomes, discontinuous regions were observed due to the phase transition of liposomes from the gel state to the liquid crystal state. Activation parameters ΔH≠, ΔS≠ and ΔV≠ for thes…

Interactions of tetradecyldimethylaminoxide with polyacrylic and polymethacrylic acids in aqueous solution

2001

Abstract The interactions between the zwitterionic surfactant tetradecyldimethylaminoxide (C14DMAO) and the polyelectrolytes polyacrylic (PAA-205 and PAA-250) or polymethacrylic (PMA-100) acids have been investigated in aqueous solution. The physico-chemical properties of these systems have been monitored by measuring the solution pH, electric birefringence, zero-shear viscosity and density for increasing surfactant concentrations. The experimental results have shown that significant change in the physico-chemical properties of the polyacid/surfactant system occurs only in a narrow pH range and when the amphiphile forms rod-like micelles. Moreover, they clearly reveal the important role pla…

Behaviour of Nanomaterials in the Environment: A Study of Interaction between Humic Acids and Fullerene C60

2010

Interaction between buckminsterfullerene and humic substances of different origin was investigated using fluorescence spectrometry as function of concentration of humic substances, pH and ionic strength. Binding constants of humic substances and buckminsterfullerene were calculated. It can be suggested that the complexation was driven by hydrophobic interaction depending on properties of the interacting compounds. Hydrophobic interaction model was indicated by linear Stern–Volmer plot, and high Kd values characterized interaction between buckminsterfullerene and humic acids. The results of this study support the development of understanding of fate of nanomaterials in environment as well as…

Effect of ionization and the nature of the mobile phase in quantitative structure-retention relationship studies.

2005

Abstract The octanol–water distribution constant, commonly called partition coefficient, Po/w, is a parameter often retained as a measure of the hydrophobicity of a molecule. log Po/w, for a given molecule, can be conveniently evaluated constructing correlation lines between standard retention factor logarithms (log k) in reversed-phase liquid chromatography (RPLC) and standard log Po/w values. Many compounds of pharmaceutical interest can be quite hydrophobic and have, simultaneously, basic nitrogen atoms or acidic sulfur containing groups in their structure. This renders them ionizable. The hydrophobicity of the molecular drug form (Po/w value) is completely different from its ionic form …

Donnan equilibrium of ionic drugs in pH-dependent fixed charge membranes: theoretical modeling.

2002

Abstract We have studied theoretically the partition equilibrium of a cationic drug between an electrolyte solution and a membrane with pH-dependent fixed charges using an extended Donnan formalism. The aqueous solution within the fixed charge membrane is assumed to be in equilibrium with an external aqueous solution containing six ionic species: the cationic drug (DH + ), the salt cations (Na + and Ca 2+ ), the salt anion (Cl − ), and the hydrogen and hydroxide ions. In addition to these mobile species, the membrane solution may also contain four fixed species attached to the membrane chains: strongly acid sulfonic groups (SO 3 − ), weakly acid carboxylic groups in dissociated (COO − ) a…

Interaction of Quinine with Model Lipid Membranes of Different Compositions

2002

The binding of a drug such as Quinine with neutral and negatively charged small unilamellar lipid vesicles at pH 7 and 37 degrees C was investigated. Changes in the fluorescence properties of the drug after association with the liposomes were used to obtain binding isotherms over a range of phospholipid compositions at different ionic strengths. Under such conditions, the association was strongly enhanced by the negative net charge of the bilayer but diminished by the increasing presence of electrolytes in the aqueous media. Binding data were analyzed in terms of a surface partition equilibrium without and after correcting for electrostatic effects by means of the Gouy-Chapman theory. The i…

Amphiphilic polyaspartamide copolymer-based micelles for rivastigmine delivery to neuronal cells

2012

A novel polysorbate-80 (PS(80))-attached amphiphilic copolymer comprising a hydrophilic α,β-poly(N-2-hydroxyethyl)-D,L-aspartamide (PHEA) backbone and hydrophobic squalenyl-C(17) (Sq(17)) portions was synthesized and characterized; the formation of polymeric micelles was also evaluated. Rivastigmine free-base (Riv), a hydrophobic drug employed to treat Alzheimer's disease, was chosen as model drug to investigate micelle's ability to incorporate hydrophobic molecules and target them to neuronal cells. Micelle formation was studied through analyses including fluorescence spectroscopy and 2D (1)H-NMR NOESY experiments. Finally, the capacity of Riv-loaded micelles, versus free drug, to penetrat…

Stacking as a key property for creating nanoparticles with tunable shape: The case of squalenoyl-doxorubicin

2019

The development of elongated nanoparticles for drug delivery is of growing interest in recent years, due to longer blood circulation and improved efficacy compared to spherical counterparts. Squalenoyl-doxorubicin (SQ-Dox) conjugate was previously shown to form elongated nanoparticles with improved therapeutic efficacy and decreased toxicity compared to free doxorubicin. By using experimental and computational techniques, we demonstrate here that the specific physical properties of SQ-Dox, which include stacking and electrostatic interactions of doxorubicin as well as hydrophobic interactions of squalene, are involved in the formation of nanoassemblies with diverse elongated structures. We …

Thermal induced conformational changes involved in the aggregation pathways of beta-lactoglobulin.

2004

Aggregation of proteins appears to be associated most often with conformational and structural changes that lead to exposure of some apolar residues. Depending on the native structure of the protein in exam, aggregation is a process that involves different mechanisms, whose time of occurrence and interplay can depend upon temperature. To single out information about the multistages of the aggregation pathway, here we investigate the thermally induced conformational and structural changes of the beta-lactoglobulin (BLG). The experimental approach consists in studying steady-state fluorescence spectra of intrinsic chromophores, two tryptophans, and Anylino-Naphthalene-Sulfonate dye (ANS) mole…

Spectroscopic studies of the interaction of 3-(2-thienyl)-[1,2,3]triazolo[1,5-a]pyridine with 2,6-dimethyl-β-cyclodextrin and ctDNA

2016

The inclusion complexation behavior of 3-(2-thienyl)-[1,2,3]triazolo[1,5-a] pyridine (TTP) with native β-cyclodextrin and derivatized cyclodextrins was investigated. Stability constants for complexes with 1 : 1 molar ratios were calculated from phase solubility diagrams. The solubilizing efficiency of the TTP inclusion complex is enhanced in the order of DMβCD > HPβCD > βCD. The TTP-DMβCD inclusion complex was further characterized in solution by means of absorption, fluorescence, 2D NMR and molecular modeling methods. The thermodynamic studies indicate that the inclusion of TTP into the cyclodextrin cavity is mainly an enthalpy-driven process. The 2D NMR studies revealed that the thienyl m…