Novel 2‐hydroxynaphthalene‐based fluorescent turn‐on sensor for highly sensitive and selective detection of Al3+ and its application in imaging in vitro and in vivo

• Published in: Applied organometallic chemistry 2020-10, Vol.34 (10), p.n/a
• Main Authors: Xu, Ling‐Wen, Wang, Xin‐Tian, Zou, Yun‐Hong, Yu, Xu‐Ya, Xie, Cheng‐Zhi, Qiao, Xin, Li, Qing‐Zhong, Xu, Jing‐Yuan
• Format: Article
• Language: English
• Subjects: Aluminum; biological imaging; Biomedical materials; Chemical sensors; Chemistry; Chemoreceptors; Density functional theory; Fluorescence; fluorescent probe; Imines; Larvae; Medical imaging; NMR; Nuclear magnetic resonance; Schiff base; Titration; Zebrafish
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.5812

Excessive aluminum exposure in the human body has been held responsible for multiple adverse effects, and existing data underscore the significance of aluminum detection in environmental and biological systems. Developing high‐performance Al3+ fluorescent chemosensors can revolutionize our understanding of the physiological and pathological processes of Al3+ ions. Herein, we reported a highly sensitive and selective Schiff base fluorescence sensor, bis‐NAPPD (1,1'‐((1E,1'E)‐(pyridine‐2,3‐diylbis(azanylylidene))bis(methanylylidene))bis(naphthalen‐2‐ol)), which can recognize Al3+ ions and exhibits a remarkable turn‐on dual emission response (by ~23 fold) with a low nanomolar level detection limit (1.67 × 10−8 M) in methanol. Furthermore, the binding behavior and the turn‐on fluorescence probing mechanism of bis‐NAPPD were illustrated in detail by UV–vis titration, 1H NMR, and ESI‐MS spectroscopy as well as density functional theory calculations. Notably, bis‐NAPPD showed great potential for tracing Al3+ distribution in cells and living zebrafish larvae, and can also be applied in the fluorimetric detection of aluminum in sucralfate tablets with good precision and satisfactory accuracy, which may represent a promising Al3+ probe in bioimaging and biomedical applications. Bis‐NAPPD showed great potential for tracing Al3+ distribution in cells and living zebrafish larvae, and can also be applied in the fluorimetric detection of aluminum in sucralfate tablets with good precision and satisfactory accuracy, which may represent a promising Al3+ probe in bioimaging and biomedical applications.