6533b82ffe1ef96bd1295c02

RESEARCH PRODUCT

Stability and stoichiometry of some binary fluorophore-cyclodextrin complexes

Serena RielaFrancesca D'annaPaolo Lo MeoRenato Noto

subject

chemistry.chemical_classificationFluorophoreCyclodextrinOrganic ChemistryBinary numbercyclodextrin fluorophoreBiochemistryFluorescenceAnthraquinonechemistry.chemical_compoundCrystallographychemistryDrug DiscoveryXanthonePyreneOrganic chemistryStoichiometry

description

The stability and stoichiometric ratio of binary complexes among five fluorophores and β-cyclodextrin (β-CD) or heptakis-(6-amino-6-deoxy)-β-cyclodextrin (am-β-CD) were determined by means of fluorescence measurements in borate buffer at pH=8.0 and 9.0. Structure of both host and guest affected the characteristics of the binary complexes. Pyrene and anthraquinone formed a 1:2 (fluorophore: cyclodextrin) complex with both cyclodextrins. Xanthone formed 1:1 complex with β-CD and 1:2 complex with am-β-CD. A more defined behaviour was observed for crysene. In fact, both stoichiometric different complexes were detected with both hosts. Only 1:1 complexes were observed for antracene. The complex stability was affected by the pH of the solution. MM2 calculations were performed in order to gain information about the forces working on the formation of complexes.

10.1016/j.tet.2004.04.078http://hdl.handle.net/10447/18971