摘要/Abstract

以2-[6-（N，N-二甲胺基）萘基]-7-羟基-4H-色酮为荧光报告基团，2-吡啶甲酸酯为识别基团，设计合成了一种可识别铜离子的近红外荧光探针（6），并用¹H NMR、¹³C NMR、MS和元素分析进行了结构鉴定.该探针能够快速地与Cu²⁺发生特异性反应，655 nm处荧光强度明显增加，同时肉眼可见溶液颜色发生改变.在0~2.0×10^-5 mol/L内，荧光强度和Cu²⁺浓度呈现良好的线性关系，检测限为3.2×10^-8 mol/L.机制研究表明，Cu²⁺可使探针的酯键发生特异性断裂，生成具有强荧光的2-[6-（N，N-二甲胺基）萘基]-7-羟基-4H-色酮（5）.此外，该探针可用于活细胞中铜离子荧光成像.
关键词: 黄酮, 铜离子, 近红外, 荧光探针
A near-infrared fluorescent probe (6) was designed and synthesized by using 2-(6-(dimethylamino)naphthalen-2-yl)-7-hydroxy-4H-chromen-4-one as report group and 2-picolinate as recognition group. The probe was identified by ¹H NMR, ¹³C NMR, MS and elemental analysis. The probe could react specifically with Cu²⁺ and its fluorescence intensity increased obviously at 655 nm, at the meantime, the color change of the solution can be seen by naked eyes. A linear relationship was obtained between the fluorescence intensity and concentration of Cu²⁺ in the range of 0~2.0×10^-5 mol/L, and the detection limit was 3.2×10^-8 mol/L. The mechanism study showed that Cu²⁺ catalyzed the cleavage of the ester bond and strongly fluorescent 2-[6-(N,N-dimethylamino)naphthyl]-7-hydroxy-4H-chromen-4-one (5) was generated. In addition, the probe 6 could be used for fluorescence imaging of Cu²⁺ in living cells.
Key words: flavone, copper ion, near-infrared, fluorescent probe


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