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The development of a novel AND logic based fluorescence probe for the detection of peroxynitrite and GSH†
Chemical Science ( IF 8.4 ) Pub Date : 2018-03-16 00:00:00 , DOI: 10.1039/c8sc00733k
Adam C Sedgwick 1 , Hai-Hao Han 2 , Jordan E Gardiner 1 , Steven D Bull 1 , Xiao-Peng He 2 , Tony D James 1
Affiliation  

We have developed a novel AND logic based fluorescence probe for the simultaneous detection of ONOO and GSH (GSH-PF3). The GSH-PF3 probe was synthesised over three steps starting from commercially available fluorescein. The probe was constructed by attaching the GSH reactive motif, 2,4-dinitrobenzenesulfonyl, to the previously reported boronate fluorescence based probe, PF3. GSH-PF3 produced only a small fluorescence response towards the addition of GSH or ONOO separately. However, when the probe was exposed to both analytes, there was a significant (40-fold) fluorescence enhancement. GSH-PF3 demonstrated an excellent selectivity towards both GSH and ONOO. In cellular imaging experiments the probe was shown to be cell permeable with no ‘turn-on’ response observed for the addition of either GSH or ONOO separately. However, in the presence of both analytes, a clear fluorescence response was observed in live cells. GSH-PF3 was further able to monitor the co-existence of metabolically produced ONOO and GSH by exogenous stimulation.

中文翻译:

用于检测过氧亚硝酸盐和谷胱甘肽的新型 AND 逻辑荧光探针的开发†

我们开发了一种新颖的基于 AND 逻辑的荧光探针,用于同时检测 ONOO -和 GSH ( GSH-PF3 )。GSH-PF3探针从市售的荧光素开始经过三个步骤合成。该探针是通过将 GSH 反应基序 2,4-二硝基苯磺酰基连接到先前报道的基于硼酸盐荧光的探针PF3来构建的。GSH-PF3对单独添加 GSH 或 ONOO -仅产生很小的荧光响应。然而,当探针暴露于两种分析物时,荧光显着增强(40 倍)。GSH-PF3对 GSH 和 ONOO 均表现出优异的选择性-在细胞成像实验中,探针被证明具有细胞渗透性,没有观察到单独添加 GSH 或 ONOO -的“开启”反应。然而,在两种分析物存在的情况下,在活细胞中观察到了清晰的荧光响应。GSH-PF3能够通过外源刺激进一步监测代谢产生的 ONOO -和 GSH的共存
更新日期:2018-03-16
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