ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

A novel pyrazoline-based turn-on fluorescent probe for highly sensitive detection of Al³⁺ in aqueous solution and its applications

Yajing Shang, Yuanyuan Li, Xinghu Wu, and Jin Li

School of Chemistry and Chemical Engineering, Lanzhou Jiaotong University, Lanzhou, China

E-mail: shangyaj@mail.lzjtu.cn

Received: 4 August 2023  Accepted: 30 October 2023

Abstract:

A new fluorescent sensor (E)-3-(1-acetyl-5-styryl-4,5-dihydro-1H -pyrazol-3-yl)-4-hydroxy-6-methyl-2H-pyran-2-one (DRS) for Al³⁺ detection was developed, and the optical properties of DRS were measured in H₂O/DMSO (pH = 5.5, 99:1, V/V) solution. DRS showed notable fluorescence enhancement in the presence of Al³⁺ and had good selectivity and sensitivity to Al³⁺. Compared to the probes designed by other previous research groups, a lower detection limit (9.13 × 10⁻⁹ M) and a shorter response time (14 s) were found. Furthermore, the Job’s plot showed that the stoichiometric ratio among DRS and Al³⁺ was 1:1, and ¹H NMR, IR and DFT calculations showed that the sensing mechanism of the probe DRS for detecting Al³⁺ was chelation-enhanced fluorescence. DRS has also been applied to Al³⁺ ion detection in actual water samples, drugs, and HeLa cells, indicating that it has potential application value in the biological process of detecting Al³⁺ ion.

Keywords: Fluorescent probe; Pyrazoline derivatives; Al3+ detection

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-03193-5

Chemical Papers 78 (3) 1659–1670 (2024)