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Dansyl-based fluorescent sensor for highly sensitive detection of nitroaromatics in solution

Imran Muhammad and Turghun Muhammad

School of Chemical Engineering and Technology, Xinjiang University, Urumqi, People’s Republic of China

 

E-mail: turghunm@xju.edu.cn

Received: 21 December 2022  Accepted: 5 April 2023

Abstract:

Fluorophores, (S)-5-(dimethylamino)-N-(1-phenylethyl)naphthalene-1-sulfonamide (DNS-S-PEA) and N-(2-(1H-indol-3-yl)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide (DNS-TRY), were synthesized by sulfonamide group formation applying dansyl and amine interaction in a single step in an aqueous medium, and their photophysical properties and interactions with various nitroaromatics were investigated. DNS-S-PEA and DNS-TRY showed emission at 522 nm and 520 nm, respectively, with excitation at 341 nm showing large stokes shifts. The fluorophores exhibited a linear fluorescence quenching response toward increasing concentrations of nitroaromatics. Surprisingly, the dynamic quenching constant (Ksv) was significantly higher for metronidazole compared with the other four quenchers. These fluorophores demonstrated high potential for the sensitive and selective detection of metronidazole in solutions and in real samples.

Keywords: Dansyl chloride; Probe synthesis; Sensing; Nitroaromatics; Fluorescence quenching

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-02816-1

 

Chemical Papers 77 (8) 4671–4682 (2023)

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