▎ 摘　　要

The chemical analysis of chiral compounds is of concern to researchers in the field of science and technology due to the various physiological and therapeutic properties of enantiomers. This experimental work provides novel sensor based on glassy carbon electrode (GCE) modified by N-tosylproline functionalized chitosan (TsPro-Cs) and reduced graphene oxide (rGO) for voltammetric recognition of naproxen (Nap) enantiomers. Each component of the modifying coating contributes to the improvement of the analytical and operational characteristics of sensor. The proposed sensor was characterized by fourier-transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS). Electrochemical recognition and quantification of Nap enantiomers were carried out using differential-pulse voltammetry (DPV). The oxidation peaks current ratio (IR/IS) of DPV measurements could be reached at 1.4 and peaks potential separation (E-R-E-S) of 40 mV. It was supposed that the chiral recognition occurred due to steric effect between N-tosylproline functionalized chitosan and Nap enantiomers. The binding energy of the chiral selector with the analyte molecule is higher for R-Nap than for S-Nap by 9.5 kcal/moll according to computational studies. The linear determination range was established as 20 -500 mu M for both enantiomers and detection limits of 0.4 mu M and 0.9 mu M were obtained for R- and S-Nap, respectively. The electrode showed good reproducibility with relative standard deviations of 1.8 % and 2.1 % for R- and S-Nap, respectively. The proposed sensor GCE/rGO-TsPro-Cs correctly determined Nap enantiomers in biological fluids with adequate precision and recovery ranged from 94 to 99 %. The developed sensor can determine the ratio of Nap isomers in enantiomeric mixture, which suggests that this sensor is an attractive candidate for practical use. This novel GCE/rGO-TsPro-Cs sensor can be a promising tool as an express device for monitoring the therapy of various diseases, as well as at the stage of drug production, and also for monitoring the impact of naproxen enantiomers on ecosystems and human health.