Spectroscopic studies on the inclusion interaction of p-sulfonatocalix[6]arene with vitamin B6

Abstract

The formation of the inclusion complex of p-sulfonatocalix[6]arene (SCX6) with different forms of vitamin B6 (VB6) was studied by using fluorescence spectroscopy. VB6 can exist in one of three forms (the acidic form, neutral zwitterionic form and basic form) depending on pH. The fluorescence intensities of acidic and basic forms of VB6 remarkably decreased in presence of SCX6. SCX6 preferred to form 1:1 inclusion complexes with acidic and basic forms of VB6 but hardly form inclusion complex with neutral zwitterionic form. According to the nonlinear curve fitting method, the inclusion constant (K) for the formation of inclusion complexes of acidic and basic forms of VB6 with SCX6 were evaluated to be 1.4 × 104 and 9 × 103 L/mol, respectively. The binding affinity of SCX6 towards acidic form is attributed to hydrogen bonds and hydrophobic interaction, furthermore, additional electrostatic interaction also plays a crucial role. The possible inclusion mode was given by 1H NMR technique.