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Issue 15, 2018
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The development of a novel AND logic based fluorescence probe for the detection of peroxynitrite and GSH

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Abstract

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.

Graphical abstract: The development of a novel AND logic based fluorescence probe for the detection of peroxynitrite and GSH

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Publication details

The article was received on 13 Feb 2018, accepted on 10 Mar 2018 and first published on 16 Mar 2018


Article type: Edge Article
DOI: 10.1039/C8SC00733K
Citation: Chem. Sci., 2018,9, 3672-3676
  • Open access: Creative Commons BY license
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    The development of a novel AND logic based fluorescence probe for the detection of peroxynitrite and GSH

    A. C. Sedgwick, H. Han, J. E. Gardiner, S. D. Bull, X. He and T. D. James, Chem. Sci., 2018, 9, 3672
    DOI: 10.1039/C8SC00733K

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