基于香豆素343的荧光探针快速检测亚硫酸根

doi:10.11944/j.issn.1000-0518.2016.07.150348

摘要/Abstract

摘要：

以香豆素343和2-苯并噻唑乙腈为原料,合成了香豆素343-亚硫酸根离子探针(Coumarin 343-SO₂),并用¹H NMR、¹³C NMR、MS和HRMS等技术手段对合成的化合物进行了表征。该探针与亚硫酸根离子(SO₃^2-)发生亲核加成反应后,阻断了苯并噻唑与香豆素的共轭结构,从而引起荧光强度的变化,达到检测亚硫酸根离子的目的。此探针对SO₃^2-具有响应快、高灵敏度、高选择性及检测限低至0.08 μmol/L的特点,其它常见的阴离子及还原性物质对SO₃^2-的检测均无干扰。此外,该探针具有良好的细胞膜通透性,可用于活细胞中对SO₃^2-进行荧光成像。

关键词: 香豆素343, 荧光探针, 亚硫酸根离子, 细胞成像

Abstract:

The probe, Coumarin 343-SO₂, was readily synthesized from Coumarin 343 and 2-benzothiazole acetonitrile. The structure of this probe was fully characterized by ¹H NMR, ¹³C NMR, MS, and HRMS. The mechanism of this fluorescent probes for SO₃^2- is based on blocking conjugated structure of the benzothiazole and coumarin upon SO₃^2- nucleophilic addition. The probe exhibits excellent water solubility, fast response, high sensitivity, and high selectivity over other biological related species, with the low detection limit at 0.08 μmol/L. In addition, the probe has good cell membrane permeability, and is suitable for fluorescence imaging of SO₃^2- in living cells.

Key words: coumarin 343, fluorescence probe, sulfite ion, cell imaging

王姣亮, 龙立平, 谢丹. 基于香豆素343的荧光探针快速检测亚硫酸根[J]. 应用化学, 2016, 33(7): 841-847.

WANG Jiaoliang, LONG Liping, XIE Dan. A Coumarin 343 Basded Fluorescent Probe for Fast Sensing of Sulfite Ion[J]. Chinese Journal of Applied Chemistry, 2016, 33(7): 841-847.

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