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Novel 2‐hydroxynaphthalene‐based fluorescent turn‐on sensor for highly sensitive and selective detection of Al 3+ and its application in imaging in vitro and in vivo
Author(s) -
Xu LingWen,
Wang XinTian,
Zou YunHong,
Yu XuYa,
Xie ChengZhi,
Qiao Xin,
Li QingZhong,
Xu JingYuan
Publication year - 2020
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.5812
Subject(s) - chemistry , fluorescence , detection limit , titration , turn (biochemistry) , proton nmr , in vivo , schiff base , combinatorial chemistry , chromatography , inorganic chemistry , stereochemistry , biochemistry , physics , microbiology and biotechnology , quantum mechanics , biology
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 Al 3+ fluorescent chemosensors can revolutionize our understanding of the physiological and pathological processes of Al 3+ 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 Al 3+ 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, 1 H NMR, and ESI‐MS spectroscopy as well as density functional theory calculations. Notably, bis‐NAPPD showed great potential for tracing Al 3+ 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 Al 3+ probe in bioimaging and biomedical applications.