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  • Title: Inclusion complexes of bisphenol A with cyclomaltoheptaose (beta-cyclodextrin): solubilization and structure.
    Author: Yang ZX, Chen Y, Liu Y.
    Journal: Carbohydr Res; 2008 Sep 22; 343(14):2439-42. PubMed ID: 18653172.
    Abstract:
    The inclusion complexation behavior and the solubilization effects of Bisphenol A (BPA, an endocrine-disrupting chemical) by cyclomaltohexaose, -heptaose, and -octaose (alpha-, beta-, and gamma-cyclodextrins) were investigated by (1)H NMR spectroscopy and by elemental analysis. The results showed that beta- and gamma-cyclodextrins gave the satisfactory solubilization ability to BPA up to 7.2 x 10(3) mg L(-1) and 9.0 x 10(3) mg L(-1), respectively. X-ray crystallographic diffraction and ROESY spectroscopy were also employed to investigate the structure of the beta-CD/BPA inclusion complex in both aqueous solution and the solid state. The result showed that this complex adopted a 2:2 stoichiometry in the solid state, that is, a head-to-head beta-CD dimer accommodated two BPA molecules. The inclusion of BPA led to the desolvation of the beta-CD cavity and the destruction of the circularly closed hydrogen-bond network in the secondary side of beta-CD, which made the complex more soluble.
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