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A near-infrared fluorescent sensor with large Stokes shift for rapid and highly selective detection of thiophenols in water samples and living cells
Analytical and Bioanalytical Chemistry ( IF 3.8 ) Pub Date : 2018-01-23 , DOI: 10.1007/s00216-018-0867-3
Rongjin Zeng , Qian Gao , Fenmin Cheng , Yunshan Yang , Peisheng Zhang , Shu Chen , Heping Yang , Jian Chen , Yunfei Long

The development of simple methods with high sensitivity and selectivity to differentiate toxic aromatic thiols (thiophenols) from aliphatic thiols (cysteine, homocysteine, and glutathione) and hydrogen sulfide (H2S) is of great significance. Herein, we report on the fabrication of a novel near-infrared (NIR) fluorescent sensor for rapid and highly selective detection of thiophenols through the photoinduced electron transfer (PET) mechanism. In the presence of the thiophenols, an obvious enhancement of NIR fluorescence at 658 nm could be visualized with the aid of nucleophilic aromatic substitution (SNAr) reaction. The sensor displays large Stokes shift (~ 227 nm), fast response time (< 30 s), high sensitivity (~ 8.3 nM), and good biocompatibility. Moreover, the as-prepared sensor possesses an excellent anti-interference feature even when other possible interferents exist (aliphatic thiols and H2S) and has been successfully utilized for thiophenol detection in both water samples and living cells.

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Graphical abstract

Illustration of the sensor for thiophenol imaging in living cells



中文翻译:

具有大斯托克斯位移的近红外荧光传感器,可快速,高选择性地检测水样和活细胞中的苯酚

开发具有高灵敏度和选择性以区分有毒芳香族硫醇(硫酚)与脂肪族硫醇(半胱氨酸,高半胱氨酸和谷胱甘肽)和硫化氢(H 2 S)的简单方法具有重要意义。在此,我们报告了一种新型的近红外(NIR)荧光传感器的制造,该传感器可通过光致电子转移(PET)机制快速,高度选择性地检测苯硫酚。在苯酚存在的情况下,借助亲核芳香族取代(S NAr)反应。该传感器显示出较大的斯托克斯位移(〜227 nm),快速的响应时间(<30 s),高的灵敏度(〜8.3 nM)和良好的生物相容性。而且,即使存在其他可能的干扰物(脂肪族硫醇和H 2 S),所制备的传感器也具有出色的抗干扰功能,并且已成功用于水样和活细胞中的硫酚检测。

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图形概要

活细胞中苯硫酚成像传感器的图示

更新日期:2018-01-23
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