Study on Chiral Nanocomposite for Recognition of DOPA Enantiomers via Square Wave Voltammetry

Abstract

An electrochemical sensor was explored for recognizing 3,4-dihydroxyphenylalanine (DOPA) enantiomers based on L-cysteine covalently binding with the multi-walled carbon nanotubes functionalized with 3,4,9,10-perylene tetracarboxylic acid (MWCNTs-PTCA-Cys). Here two different ways of square wave voltammetry (SWV) and cyclic voltammetry (CV) were utilized to investigate the stereospecific interaction between the MWCNTs-PTCA-Cys nanocomposite and DOPA enantiomers. The D-DOPA and L-DOPA exhibited different response in both CV and SWV, in addition, the difference in SWV was more obvious and reached to 264.9 μA, suggesting that the enantiomers could be successfully distinguished by MWCNTs-PTCA-Cys nanocomposite, and the selection of electrochemical technique played an important role in enantioselective recognition. Under the optimum conditions, the detection limits of D-DOPA and L-DOPA were 2.5 μM and 4.6 μM (S/N = 3), respectively, with a linear range of 1.0 × 10−5 M to 5.0 × 10−3 M. This work provided a simple method to recognize and determine DOPA enantiomers with rapid response, excellent recognition ability, high sensitivity and good stability.

Chiral Sensing with Mesoporous Pd@Pt Nanoparticles

“…As a result, there is a great demand for technologies that can separate enantiomers/sterioisomers or directly generate homochiral molecules. Various fields have flourished from the stringent demands of medicine, including enantioselective/stereoselective recognition and adsorption, and asymmetric catalysis . In particular, a sensing platform that can rapidly discriminate between different enantiomers/stereoisomers is important and complementary to these fields because it will help ensure the homochirality of the reaction product.…”

Interface Chirality: From Biological Effects to Biomedical Applications

“…Due to their unique size effect and optical characteristics, metal and semiconductor nanoparticles have also developed rapidly in detecting many substances related to biomedical applications, such as bioengineering, biochemical indicators, pharmaceutical industry and food safety in different organisms [63]. Kim's group described the D-and L-Pen modified AuNPs (Pen-AuNPs) based electrochemical sensors for enantiomerically selective identification of 3,4-dihydroxyphenylalanine (DOPA) [64].…”

The fabrication of a highly electroactive chiral-interface self-assembled Cu(ii)-coordinated binary-polysaccharide composite for the differential pulse voltammetry (DPV) detection of tryptophan isomers

“…[9][10][11] Therefore, it is of great significance to develop an efficient and fast technique to identify amino-acid enantiomers. 12 Over the past few years, many approaches, such as crystal resolution, 13,14 high-performance liquid chromatography (HPLC), 15,16 cyclic voltammetry (CV), [17][18][19] square wave voltammetry (SWV), 20 and differential pulse voltammetry (DPV), [21][22][23] has been successfully applied for enantiorecognition. Compared with other methods, DPV has many superiorities, including simple operation, low price, and low energy consumption, and it has gained extensive attention from researchers.…”