title: Insight into the structural deformations of beta-cyclodextrin caused by alcohol cosolvents and guest molecules.
abstract: 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.
authors.affiliation: Beijing Key Laboratory of Bioprocess, College of Life Science and Technology, Beijing University of Chemical Technology, Beijing, China.
authors.forename: Haiyang
authors.initials: H
authors.lastname: Zhang
authors.forename: Chunling
authors.initials: C
authors.lastname: Ge
authors.forename: David
authors.initials: D
authors.lastname: van der Spoel
authors.forename: Wei
authors.initials: W
authors.lastname: Feng
authors.forename: Tianwei
authors.initials: T
authors.lastname: Tan
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D006860:Hydrogen Bonding; D007529:Isoflavones / Q000737:chemistry; D007536:Isomerism; D056004:Molecular Dynamics Simulation; D012997:Solvents / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D000438:Alcohols; D007529:Isoflavones; D012997:Solvents; D047392:beta-Cyclodextrins; C013908:daidzin; C031215:betadex; C033607:puerarin