Abstract
Cyclodextrins modified with sodium anthranilate (1-β, 2-β and 1-α) have been synthesized as a sensing molecular for organic guests including terpenoids and bile acids. These host compounds show a pure monomer fluorescence with increasing or decreasing by accommodation of guest species. The extent of fluorescence variation with a guest is used to display the sensing factor (ΔI/I0) of these host molecules. Among thc host molecules, 1-β which is modified with bis sodium 2-aminobenzoate at primary hydroxy side of the β-cyclodextrin, shows the highest sensing factor. The molecularrecognition behavior of 1-β shows two ways depending on a guest molecule size; one way is both of the modification residues are coming into the cavity when larger guest such as bile acids were used and another way is the appended ones moving out of the cavity when a relative small guest such as terpenoids were used. Compounds 2-β, which is capped with amino benzene carboxylate on the primary hydroxy side of β-cyclodextrin and α-cyclodextrin modified with an anthranilate (1-α) hardly display sensing ability for bile acids, it is probably caused by the low mobility of the appended residue of 2-β and a smaller cavity size of 1-α.
