TritonX-100 selective chemosensor based on beta-cyclodextrin modified by anthracene derivative.

Beta-cyclodextrin (CD) modified by 2-(9-anthracenecarboxamido)phenyl group (Ant-CD) was synthesized and their complexation behavior was investigated by UV and fluorescence spectroscopy. Fluorescence intensity of Ant-CD was dramatically enhanced ca. 10-fold by the addition of TritonX-100 (TX-100) in water below the critical micelle concentration. Ant-CD also showed ca. 4-fold fluorescence increasing in the addition of analogous materials, n-octylbenzenesulfonate in water. These results indicate that Ant-CD can act as a highly sensitive and selective chemosensor for TX-100. Ant-CD and TX-100 formed a pseudorotaxane supramolecular complex. This result was supported by (1)H-(1)H NOESY NMR measurement.