Insight into the Structural Deformations of Beta-Cyclodextrin Caused by Alcohol Cosolvents and Guest Molecules
| Autor: | Tianwei Tan, Chunling Ge, Haiyang Zhang, Wei Feng, David van der Spoel |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
chemistry.chemical_classification
Cyclodextrin Hydrogen bond Stereochemistry beta-Cyclodextrins Hydrogen Bonding Alcohol macromolecular substances Separation technology Molecular Dynamics Simulation Isoflavones Combinatorial chemistry Surfaces Coatings and Films carbohydrates (lipids) chemistry.chemical_compound Molecular dynamics Isomerism chemistry Alcohols Drug delivery Solvents Materials Chemistry Molecule Physical and Theoretical Chemistry Beta (finance) |
| Zdroj: | The Journal of Physical Chemistry B. 116:3880-3889 |
| ISSN: | 1520-5207 1520-6106 |
| DOI: | 10.1021/jp300674d |
| Popis: | Beta-cyclodextrin (β-CD) is an ideal candidate for a host molecule, and it is used as such in drug delivery and separation technology. The structural behavior of free β-CD and host-guest complexes of β-CD with two isoflavonoid isomers (puerarin and daidzin) in aqueous alcohol solutions, covering methanol, ethanol, 2-propanol, and 1-propanol, was investigated through molecular dynamics (MD) simulations. The MD results highlighted aspects of the structural flexibility and rigidity of β-CD in different alcohol solutions. The alcohol residence time within the β-CD cavity, solvent distribution around β-CD, and guest-induced structural changes were analyzed. Interaction with puerarin endowed β-CD with a more rigid structure than with daidzin and a weaker ternary complex β-CD/puerarin/alcohol was formed with a local participation of water molecules. The retention behavior of puerarin and daidzin on a β-CD-coupled medium was determined via chromatographic experiments and simulation results provided a structural explanation for such interactions. |
| Databáze: | OpenAIRE |
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