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A simple copper(II) dppy-based receptor for sensing of L-Cysteine and L-Histidine in aqueous acetonitrile medium

Das, Dipankar, Roy, Aritra, Sutradhar, Sourav, Fantuzzi, Felipe, Nath Ghosh, Biswa (2023) A simple copper(II) dppy-based receptor for sensing of L-Cysteine and L-Histidine in aqueous acetonitrile medium. Sensors & Diagnostics, . E-ISSN 2635-0998. (doi:10.1039/D3SD00183K) (KAR id:103380)

Abstract

The development of simple yet efficient receptors that rapidly detect and monitor amino acids with high sensitivity and reliability is crucial for the early-stage identification of various diseases. In this work, we report the synthesis and characterisation of a copper(II) complex, CuCl2L, by employing a 2,6-dipyrazinylpyridine (dppy)-based ligand (L = 2,2'-(4-(3,4,5-trimethoxyphenyl)pyridine-2,6-diyl)dipyrazine). The in-situ prepared CuCl2L receptor exhibits an instantaneous response to the presence of L-Cysteine (Cys) and L-Histidine (His) in aqueous acetonitrile (4:1 v/v, 10 mM HEPES buffer, pH 7.4). Furthermore, competitive experiments demonstrate the selectivity of CuCl2L towards Cys (1 equiv.) in the vicinity of other L-amino acids in the aforementioned solvent conditions. The lowest detection limits for Cys and His are calculated as 0.33 µM and 1.40 µM, respectively. DFT calculations offer a plausible explanation for the observed selectivity of the CuCl2L receptor towards Cys and His. They reveal that the most stable conformer of Cu:Cys complex (1:1) is a five-membered ring formed through N,S-coordination mode (ΔG = –26.7 kcal mol–1) over various other possible coordination modes, while comparable ΔG values are only obtained for Cu:His complexes featuring two His moieties.

Item Type: Article
DOI/Identification number: 10.1039/D3SD00183K
Subjects: Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Chemistry and Forensics
Funders: University of Kent (https://ror.org/00xkeyj56)
Depositing User: Felipe Fantuzzi
Date Deposited: 21 Oct 2023 10:33 UTC
Last Modified: 09 Jan 2024 15:37 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/103380 (The current URI for this page, for reference purposes)

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