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

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.