Synthesis of a Novel Electrochemical Probe for the Sensitive and Selective Detection of Biothiols and Its Clinical Applications

The ability to estimate and quantify biothiols in biological fluids is very significant for attaining a detailed understanding of biothiols-related pathological diseases. Most of the developed methods for biothiols detection are not suitable for this purpose owing to their low sensitivity, poor selectivity, and long experimental procedures. In this study, a novel and simple structure electrochemical probe has been synthesized for the first time for the selective determination of biothiols. The developed probe is based on using 2,4-dinitrobenzenesulfonyl moiety (DNBS) as a selective recognition moiety for biothiols. The electrochemical probe was successfully fabricated through a facile one-step reaction between 2,4-dinitrobenzenesulfonyl chloride (DNBS-Cl) and p-aminophenol. The successful synthesis of the probe was confirmed by using different characterization techniques such as an NMR spectroscopy, Fourier-transform infrared (FT-IR) spectroscopy, and mass spectrometry. Biothiols can selectively cleave the DNBS moiety through an aromatic nucleophilic substitution (ANS) reaction within 10 min to release p-aminophenol, which is a highly electrochemical active molecule that can be selectively detected easily by cyclic voltammetry at low potential. The probe has been employed for the quantification of cysteine, glutathione, and homocysteine with a LOD of 1.50, 3.48, and 4.67 μM, respectively. Excellent recoveries have been achieved in the range of 95.44–98.71% for the determination of the total biothiols in the human plasma sample.