Confinement of polar solvents within β-cyclodextrins

Using molecular dynamics techniques, we examined equilibrium and dynamical characteristics pertaining to the solvation of a single β-cyclodextrin (CD) in water and in dimethylsulfoxide (DMSO). Compared to its global minimum structure, the overall shape of the solute in solution is reasonably well pr...

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Autores principales:	Rodriguez, Javier, Domenianni, Luis Ignacio, Laria, Daniel Hector
Publicado:	2008
Materias:	Cyclodextrins Data storage equipment Dimethyl sulfoxide Dynamics Hydrogen Hysteresis motors Molecular dynamics Molecules Offshore oil well production Quantum chemistry Silanes Solutions Solvation Solvents Aqueous solutions Average residence time Bulk phases Characteristic time Cyclodextrin Dynamical characteristics Global minimum structure Hydroxyl groups Molecular dynamics techniques Nanosecond range Order-of magnitudes Orientational correlations Polar solvents Preferential localization Solvent molecules Trapped molecules Organic solvents beta cyclodextrin beta cyclodextrin derivative solvent article chemical structure chemistry computer simulation conformation beta-Cyclodextrins Computer Simulation Models, Molecular Molecular Conformation
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15206106_v112_n25_p7522_Rodriguez http://hdl.handle.net/20.500.12110/paper_15206106_v112_n25_p7522_Rodriguez
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_15206106_v112_n25_p7522_Rodriguez
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spelling	paper:paper_15206106_v112_n25_p7522_Rodriguez2023-06-08T16:18:58Z Confinement of polar solvents within β-cyclodextrins Rodriguez, Javier Domenianni, Luis Ignacio Laria, Daniel Hector Cyclodextrins Data storage equipment Dimethyl sulfoxide Dynamics Hydrogen Hysteresis motors Molecular dynamics Molecules Offshore oil well production Quantum chemistry Silanes Solutions Solvation Solvents Aqueous solutions Average residence time Bulk phases Characteristic time Cyclodextrin Dynamical characteristics Global minimum structure Hydroxyl groups Molecular dynamics techniques Nanosecond range Order-of magnitudes Orientational correlations Polar solvents Preferential localization Solvent molecules Trapped molecules Organic solvents beta cyclodextrin beta cyclodextrin derivative solvent article chemical structure chemistry computer simulation conformation beta-Cyclodextrins Computer Simulation Models, Molecular Molecular Conformation Solvents Using molecular dynamics techniques, we examined equilibrium and dynamical characteristics pertaining to the solvation of a single β-cyclodextrin (CD) in water and in dimethylsulfoxide (DMSO). Compared to its global minimum structure, the overall shape of the solute in solution is reasonably well preserved. While in aqueous solutions, the average number of solvent molecules retained within the central cavity of the oligosaccharide is close to 5, for DMSO, that number reduces to ∼1. No evidence of significant orientational correlations of the trapped molecules were found in either solvent. The main contributions to the hydrogen-bond (HB) connectivity between the solute and the bulk phases are due to the more distal HO6-O6 hydroxyl groups, acting as HB donors and acceptors. The average residence time for retained DMSO was found to be in the nanosecond range, and it is, at least, 1 order of magnitude longer that the one observed for water. We also analyzed the characteristics of the solvation of the β-CD in an equimolar water-DMSO mixture. In this environment, we found a preferential localization of a single DMSO molecule in the interior of the CD and a very minor retention of water. In the mixture, the characteristic time of residence of the trapped DMSO molecule increases by a factor of ∼2. The observed difference was rationalized in terms of the fluctuations of the local concentrations of the two species in the vicinity of the CD top and bottom rims. © 2008 American Chemical Society. Fil:Rodriguez, J. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Domenianni, L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Laria, D. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2008 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15206106_v112_n25_p7522_Rodriguez http://hdl.handle.net/20.500.12110/paper_15206106_v112_n25_p7522_Rodriguez
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Cyclodextrins Data storage equipment Dimethyl sulfoxide Dynamics Hydrogen Hysteresis motors Molecular dynamics Molecules Offshore oil well production Quantum chemistry Silanes Solutions Solvation Solvents Aqueous solutions Average residence time Bulk phases Characteristic time Cyclodextrin Dynamical characteristics Global minimum structure Hydroxyl groups Molecular dynamics techniques Nanosecond range Order-of magnitudes Orientational correlations Polar solvents Preferential localization Solvent molecules Trapped molecules Organic solvents beta cyclodextrin beta cyclodextrin derivative solvent article chemical structure chemistry computer simulation conformation beta-Cyclodextrins Computer Simulation Models, Molecular Molecular Conformation Solvents
spellingShingle	Cyclodextrins Data storage equipment Dimethyl sulfoxide Dynamics Hydrogen Hysteresis motors Molecular dynamics Molecules Offshore oil well production Quantum chemistry Silanes Solutions Solvation Solvents Aqueous solutions Average residence time Bulk phases Characteristic time Cyclodextrin Dynamical characteristics Global minimum structure Hydroxyl groups Molecular dynamics techniques Nanosecond range Order-of magnitudes Orientational correlations Polar solvents Preferential localization Solvent molecules Trapped molecules Organic solvents beta cyclodextrin beta cyclodextrin derivative solvent article chemical structure chemistry computer simulation conformation beta-Cyclodextrins Computer Simulation Models, Molecular Molecular Conformation Solvents Rodriguez, Javier Domenianni, Luis Ignacio Laria, Daniel Hector Confinement of polar solvents within β-cyclodextrins
topic_facet	Cyclodextrins Data storage equipment Dimethyl sulfoxide Dynamics Hydrogen Hysteresis motors Molecular dynamics Molecules Offshore oil well production Quantum chemistry Silanes Solutions Solvation Solvents Aqueous solutions Average residence time Bulk phases Characteristic time Cyclodextrin Dynamical characteristics Global minimum structure Hydroxyl groups Molecular dynamics techniques Nanosecond range Order-of magnitudes Orientational correlations Polar solvents Preferential localization Solvent molecules Trapped molecules Organic solvents beta cyclodextrin beta cyclodextrin derivative solvent article chemical structure chemistry computer simulation conformation beta-Cyclodextrins Computer Simulation Models, Molecular Molecular Conformation Solvents
description	Using molecular dynamics techniques, we examined equilibrium and dynamical characteristics pertaining to the solvation of a single β-cyclodextrin (CD) in water and in dimethylsulfoxide (DMSO). Compared to its global minimum structure, the overall shape of the solute in solution is reasonably well preserved. While in aqueous solutions, the average number of solvent molecules retained within the central cavity of the oligosaccharide is close to 5, for DMSO, that number reduces to ∼1. No evidence of significant orientational correlations of the trapped molecules were found in either solvent. The main contributions to the hydrogen-bond (HB) connectivity between the solute and the bulk phases are due to the more distal HO6-O6 hydroxyl groups, acting as HB donors and acceptors. The average residence time for retained DMSO was found to be in the nanosecond range, and it is, at least, 1 order of magnitude longer that the one observed for water. We also analyzed the characteristics of the solvation of the β-CD in an equimolar water-DMSO mixture. In this environment, we found a preferential localization of a single DMSO molecule in the interior of the CD and a very minor retention of water. In the mixture, the characteristic time of residence of the trapped DMSO molecule increases by a factor of ∼2. The observed difference was rationalized in terms of the fluctuations of the local concentrations of the two species in the vicinity of the CD top and bottom rims. © 2008 American Chemical Society.
author	Rodriguez, Javier Domenianni, Luis Ignacio Laria, Daniel Hector
author_facet	Rodriguez, Javier Domenianni, Luis Ignacio Laria, Daniel Hector
author_sort	Rodriguez, Javier
title	Confinement of polar solvents within β-cyclodextrins
title_short	Confinement of polar solvents within β-cyclodextrins
title_full	Confinement of polar solvents within β-cyclodextrins
title_fullStr	Confinement of polar solvents within β-cyclodextrins
title_full_unstemmed	Confinement of polar solvents within β-cyclodextrins
title_sort	confinement of polar solvents within β-cyclodextrins
publishDate	2008
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_15206106_v112_n25_p7522_Rodriguez http://hdl.handle.net/20.500.12110/paper_15206106_v112_n25_p7522_Rodriguez
work_keys_str_mv	AT rodriguezjavier confinementofpolarsolventswithinbcyclodextrins AT domenianniluisignacio confinementofpolarsolventswithinbcyclodextrins AT lariadanielhector confinementofpolarsolventswithinbcyclodextrins
_version_	1768545526660202496

Confinement of polar solvents within β-cyclodextrins

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