Chinese Journal of Organic Chemistry >
A New Turn-On Fluorescent Chemosensor for Selective Detection of Al3+ Based on a Purine Schiff Base and Its Cell Imaging
Received date: 2021-12-02
Revised date: 2022-01-13
Online published: 2022-03-22
Supported by
Key Research & Development Project of Zhenjiang City(SH2020009); Jiangsu University of Science and Technology.
A new “turn-on” fluorescent probe (E)-2-((2-(8,9-di(naphthalen-1-yl)-9H-purin-6-yl)hydrazono)methyl)-5-(diethylamino)phenol (DNHP) for detecting Al3+ was designed, synthesized and evaluated based on purine schiff base. DNHP exhibited remarkable selectivity and rapid response towards Al3+ in MeOH/H2O (V∶V=9∶1, pH=7.4), accompanying with a fluorescent color change from yellow to bright blue. A good linear relationship (R2=0.98367) was obtained between the emission intensity of DNHP and the concentration of Al3+ (2~6 µmol/L) with a detection limit of 588 nmol/L. The sensing mechanism of DNHP to Al3+ was investigated through the Job’s plot, 1H NMR and density functional theory (DFT) study. More importantly, the sensor DNHP exhibits permeability and could be successfully applied for detection of intracellular cadmium ions in living HepG-2 cells.
Key words： fluorescent sensor; purine; aluminum; practical application
Lixin Ju , Qi Shao , Linchuan Lu , Hongfei Lu . A New Turn-On Fluorescent Chemosensor for Selective Detection of Al3+ Based on a Purine Schiff Base and Its Cell Imaging[J]. Chinese Journal of Organic Chemistry, 2022 , 42(6) : 1706 -1712 . DOI: 10.6023/cjoc202112002
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