l-3,4-Dihydroxy-phenylalanine (l-DOPA) is the most effective drug for the treatment of Parkinson's disease, which plays a very important role in clinical and neurochemistry. However, how to achieve high-sensitivity recognition of l-DOPA still faces challenges. Here, a facile strategy is presented to construct nitrogen-doped chiral CuO/CoO nanofibers (N-CuO/CoO NFs) with nanozyme activity and electrochemiluminescence property, in which CuO/CoO NFs are used as the catalytic activity center and chiral cysteine (Cys) is used as the inducer of chiral recognition, for enantioselective catalysis and sensitive recognition of DOPA enantiomers. Notably, N doping not only enhances the enzyme-mimic activity of CuO/CoO NFs but also amplifies their electrochemiluminescence (ECL) signals in the presence of luminol. More importantly, in the presence of DOPA enantiomers, the d-cysteine (d-Cys)-modified N-CuO/CoO NFs exhibit different ECL performances; thus, d-Cys@N-CuO/CoO NFs could selectively distinguish and sensitively detect l-DOPA through ECL signals, and the detection limit is 0.29 nM for l-DOPA. In addition, it also showed good sensing performance for the determination of l-DOPA in fetal bovine serum. This is the first report on the detection of DOPA enantiomers based on an enhanced ECL strategy, providing a robust pathway for chiral discrimination and detection of chiral molecules.
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http://dx.doi.org/10.1021/acs.analchem.1c01497 | DOI Listing |
Anal Chim Acta
February 2025
Key Laboratory of Luminescence Analysis and Molecular Sensing (Ministry of Education), College of Pharmaceutical Sciences, Southwest University, Chongqing, 400715, China. Electronic address:
Background: Drug enantiomers often display distinguishable or even opposite pharmacological and toxicologic activities. Therefore it is of great necessity to discriminate enantiomers for guaranteeing safetyness and effectiveness of chiral drugs. Facile chiral discrimination has long been a noticeable challenge because of the minimal differences in physicochemical properties of enantiomers.
View Article and Find Full Text PDFACS Appl Mater Interfaces
December 2024
Department of Physics, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India.
Enantioselective discrimination is critical in several fields, particularly in pharmaceutics and clinical drug research. Chiral molecules possess unique charge transfer properties, showing an enantioselective preference for electron spin orientation when interacting with the magnetic surface. Here, we developed spin-selective charge transfer (SSCT)-based label-free surface-enhanced Raman scattering (SERS) achiral magnetic substrates for the enantioselective discrimination of chiral molecules without creating asymmetric chiral adsorption sites.
View Article and Find Full Text PDFAnal Chim Acta
September 2024
School of Forensic Medicine, China Medical University, No.77 Puhe Road, Shenyang, Liaoning, 110122, China. Electronic address:
Chirality, an inherent characteristic of natural substances (such as sugars, peptides, proteins, and nucleic acid), plays a vital role in human metabolism and exerts substantial impacts. In general, chiral drugs can display diverse pharmacological and pharmacokinetic properties. One enantiomer may exhibit therapeutic effects, while the other could cause adverse reactions.
View Article and Find Full Text PDFChempluschem
December 2024
Department of Chemistry, Università degli Studi di Milano, Via Golgi 19, 20133, Milano, Italy.
Developing chemiresistive devices for the wireless detection of complex analytes has gained considerable interest. In particular, the enantioselective recognition of chiral molecules is still a challenge. Here, we design a hybrid chemiresistive device for the wireless enantioselective discrimination of chiral analytes by combining the enantiorecognition capabilities of an inherently chiral oligomer, that is, oligo-(3,3'-dibenzothiophene) (BTT) and the insulating/conducting transition of polypyrrole (Ppy).
View Article and Find Full Text PDFChirality
August 2024
Dip. Di Chimica, Univ. degli Studi di Milano, Milan, Italy.
In recent years, transductors of chiral information based on conducting polymers have gained considerable attention. In particular, inherently chiral materials, which allow differentiation between the antipodes of a chiral analyte in terms of energetic variations, are highly desired. In this work, we successfully synthesized a novel inherently chiral oligomer based on an indole-benzothiophene core, namely, 2-([2,2'-bithiophen]-5-yl)-3-(2-([2,2'-bithiophen]-5-yl)benzo[b]thiophen-3-yl)-N-methylindole (BTIndT).
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