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An OFF–ON–OFF type fluorescent probe based on a naphthalene derivative for Al3+ and F− ions and its biological application
Authors:Yanpeng Ren  Juan Han  Yun Wang  Xu Tang  Lei Wang  Liang Ni
Affiliation:School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, People's Republic of China
Abstract:A novel fluorescent probe‐based naphthalene Schiff, 1‐(C2‐glucosyl‐ylimino‐methyl)‐naphthalene‐2‐ol (L) was synthesized by coupling d ‐glucosamine hydrochloride with 2‐hydroxy‐1‐naphthaldehyde. It exhibited excellent selectivity and highly sensitivity for Al3+ in ethanol with a strong fluorescence response, while other common metal ions such as Pb2+, Mg2+, Cu2+, Co2+, Ni2+, Cd2+, Fe2+, Mn2+, Hg2+, Li+, Na+, K+, Fe3+, Cr3+, Zn2+, Ag+, Ba2+ and Ca2+ did not cause the same fluorescence response. The probe selectively bound Al3+ with a binding constant (Ka) of 5.748 × 103 M?1 and a lowest detection limit (LOD) of 4.08 nM. Moreover, the study found that the fluorescence of the L ? Al3+ complex could be quenched after addition of F? in the same medium, while other anions, including Cl?, Br?, I?, NO2?, NO3?, ClO4?, CO32?, HCO3?, SO42?, HSO4?, CH3COO?, PO43?, HPO42?, S2? and S2O32? had nearly no influence on probe behaviour. Binding of the L ? Al3+] complex to a F? anion was established by different fluorescence titration studies, with a detection limit of 3.2 nM in ethanol. The fluorescent probe was also successfully applied in the imaging detection of Al3+ and F? in living cells.
Keywords:Al3+ and F−    cell detection  fluorescent probe  OFF–  ON–  OFF type
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