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A highly sensitive fluorescent probe based on the Michael addition mechanism with a large Stokes shift for cellular thiols imaging
Analytical and Bioanalytical Chemistry ( IF 3.8 ) Pub Date : 2018-04-23 , DOI: 10.1007/s00216-018-1082-y
Song Chen , Peng Hou , Jing Wang , Shuang Fu , Lei Liu

A novel fluorescent probe IPY-MAL for thiols was developed based on imidazo[1,5-α]pyridine derivative, which was decorated with a maleimide group. The probe IPY-MAL showed a rapid response (30 s), high sensitivity and selectivity for thiols with a large Stokes shift (140 nm), which was triggered by the Michael addition reaction of thiols toward the C=C double bond of the maleimide group. Moreover, this probe IPY-MAL could quantitatively detect the concentrations of thiols ranging from 0 to 50 μM, and the detection limit was found to be as low as 28 nM. Cell imaging results indicated that the probe IPY-MAL could detect and visualize thiols in the living cells.

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Graphical abstract

A novel imidazo[1,5-α]pyridine-based fluorescent probe was developed for sensitively monitoring and imaging thiols in living A549 cells with a large Stokes shift.



中文翻译:

基于迈克尔加成机理的高灵敏度荧光探针,具有大的斯托克斯位移,可用于细胞硫醇成像

基于咪唑并[1,5-α]吡啶衍生物,并用马来酰亚胺基修饰,开发了一种新型的硫醇荧光探针IPY-MAL。IPY-MAL探针对具有大斯托克斯位移(140 nm)的硫醇表现出快速响应(30 s),高灵敏度和选择性,这是由硫醇向马来酰亚胺的C = C双键的迈克尔加成反应触发的团体。此外,该探针IPY-MAL可以定量检测0至50μM范围内的硫醇浓度,并且检测限低至28 nM。细胞成像结果表明,探针IPY-MAL可以检测并可视化活细胞中的硫醇。

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图形概要

开发了一种新型的咪唑并[1,5-α]吡啶基荧光探针,用于敏感地监测和成像具有大斯托克斯位移的活A549细胞中的硫醇。

更新日期:2018-04-23
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