Novel Flavonoid Photoswitchable "Turn-On" Fluorescent Chemosensors: Synthesis of Bromo Flavonols for Nanomolar Aluminum Ion Detection and Cellular Imaging, among Other Applications.

Autor: An C; Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environment Science, Shaanxi University of Technology, 723000, Hanzhong, Shaanxi, China. 18091669700@163.com., Li H; Key Laboratory of Environment and Disease Genetics, Ministry of Education, Xi'an Jiaotong University, Xi'an, Shaanxi, 710061, China., Liu C; Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environment Science, Shaanxi University of Technology, 723000, Hanzhong, Shaanxi, China., Liu D; Institute of Molecular and Translational Medicine (IMTM), Department of Biochemistry and Molecular Biology, Xi'an Jiaotong University Health Science Center, Xi'an, 710061, Shaanxi, China., Wang W; Institute of Molecular and Translational Medicine (IMTM), Department of Biochemistry and Molecular Biology, Xi'an Jiaotong University Health Science Center, Xi'an, 710061, Shaanxi, China., Zhang C; Institute of Molecular and Translational Medicine (IMTM), Department of Biochemistry and Molecular Biology, Xi'an Jiaotong University Health Science Center, Xi'an, 710061, Shaanxi, China., Zhao B; Institute of Molecular and Translational Medicine (IMTM), Department of Biochemistry and Molecular Biology, Xi'an Jiaotong University Health Science Center, Xi'an, 710061, Shaanxi, China., Liu B; Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environment Science, Shaanxi University of Technology, 723000, Hanzhong, Shaanxi, China., Tian G; Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environment Science, Shaanxi University of Technology, 723000, Hanzhong, Shaanxi, China.
Jazyk: angličtina
Zdroj: Journal of fluorescence [J Fluoresc] 2023 Oct 31. Date of Electronic Publication: 2023 Oct 31.
DOI: 10.1007/s10895-023-03469-9
Abstrakt: Aluminum (Al), a non-essential element in living systems, can potentially cause chronic toxicity. Therefore, it is crucial to have a specific and sensitive method for detecting Al 3+ in order to assess its risk to life. In this study, we designed and synthesized a novel fluorescent probe (IV) based on bromoflavonol. Upon binding to Al 3+ , probe IV exhibits a blue shift in emission and enhanced fluorescence, making it suitable for Al 3+ detection. Our UV-Vis absorption and fluorescence emission spectra demonstrate that probe IV has high selectivity and sensitivity towards Al 3+ while being immune to interference from other metal ions. Through fluorescence titration, we determined that the detection limit (LOD) of probe IV for Al 3+ is 1.8 × 10 -8  mol/L. Job's curve and 1  H NMR titration further confirmed a 1:1 binding stoichiometry between probe IV and Al 3+ . Additionally, using DFT (Density Functional Theory), we calculated the energy gap difference between IV and IV + Al 3+ and found that the complex formed by probe IV and Al 3+ is more stable than IV alone. We successfully detected Al 3+ in tap water and river water from the middle regions of the Han River, achieving recoveries of over 96% using this probe. This demonstrates its potential for quantitative detection of Al 3+ in environmental water samples. Moreover, we successfully used the probe for imaging Al 3+ in MG63 cells, suggesting its potential application in biological imaging.
(© 2023. The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.)
Databáze: MEDLINE
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