Insight into the Structural Deformations of Beta-Cyclodextrin Caused by Alcohol Cosolvents and Guest Molecules
2012 (English)In: Journal of Physical Chemistry B, ISSN 1520-6106, E-ISSN 1520-5207, Vol. 116, no 12, 3880-3889 p.Article in journal (Refereed) Published
Beta-cyclodextrin (beta-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 beta-CD and host guest complexes of beta-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 beta-CD in different alcohol solutions. The alcohol residence time within the beta-CD cavity, solvent distribution around beta-CD, and guest-induced structural changes were analyzed. Interaction with puerarin endowed beta-CD with a more rigid structure than with daidzin and a weaker ternary complex beta-CD/puerarin/alcohol was formed with a local participation of water molecules. The retention behavior of puerarin and daidzin on a beta-CD-coupled medium was determined via chromatographic experiments and simulation results provided a structural explanation for such interactions.
Place, publisher, year, edition, pages
2012. Vol. 116, no 12, 3880-3889 p.
Cell and Molecular Biology
IdentifiersURN: urn:nbn:se:uu:diva-173658DOI: 10.1021/jp300674dISI: 000302051200024OAI: oai:DiVA.org:uu-173658DiVA: diva2:524471