Sedgwick Adam C, Han Hai-Hao, Gardiner Jordan E, Bull Steven D, He Xiao-Peng, James Tony D
Department of Chemistry , University of Bath , Bath , BA2 7AY , UK . Email:
Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering , Feringa Nobel Prize Scientist Joint Research Center , School of Chemistry and Molecular Engineering , East China University of Science and Technology , 130 Meilong Rd. , Shanghai 200237 , China . Email:
Chem Sci. 2018 Mar 16;9(15):3672-3676. doi: 10.1039/c8sc00733k. eCollection 2018 Apr 21.
We have developed a novel AND logic based fluorescence probe for the simultaneous detection of ONOO and GSH (). The 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, . 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. 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. was further able to monitor the co-existence of metabolically produced ONOO and GSH by exogenous stimulation.
我们开发了一种基于新型与逻辑的荧光探针，用于同时检测过氧亚硝酸盐（ONOO⁻）和谷胱甘肽（GSH）（）。该探针从市售荧光素开始经过三步合成。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酯荧光的探针上构建了该探针。单独添加GSH或ONOO⁻时，该探针仅产生很小的荧光响应。然而，当该探针同时暴露于两种分析物时，荧光有显著增强（40倍）。该探针对GSH和ONOO⁻均表现出优异的选择性。在细胞成像实验中，该探针显示出可透过细胞，单独添加GSH或ONOO⁻时未观察到“开启”响应。然而，在两种分析物同时存在的情况下，在活细胞中观察到明显的荧光响应。该探针还能够通过外源刺激监测代谢产生的ONOO⁻和GSH的共存情况。
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