Enantioanalysis of ketoprofen based on its interaction with C60fullerene and its derivatives

Abstract

Three enantioselective, potentiometric membrane electrodes (EPMEs) based on C₆₀ fullerene and its derivatives, (1,2-methanofullerene C₆₀)-61-carboxylic acid and tert-butyl(1,2-methanofullerene C₆₀)-61-carboxylate, were designed for the enantioanalysis of ketoprofen. Molecular modelling has been used to investigate the enantioselective binding between the enantiomers of ketoprofen and C₆₀ fullerenes and to prove the mechanism of potential development for the proposed electrodes. The slopes obtained for these electrodes are near-Nernstain with detection limits of 10⁻⁸ and 10⁻⁷ mol L⁻¹ magnitude order. The proposed electrodes can be reliably used for the enantioanalysis of ketoprofen raw material as well as from its pharmaceutical formulations. Electronic structures as well as molecular interaction have been investigated using Hartree–Fock theory, 3-21G(*) basis set. Stability and feasibility of all the generated structures were supported by their respective energy minima and fundamental frequencies. Molecular modeling calculations were in good agreement with the performances of the proposed electrodes.