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

Chemical Science
Adam C SedgwickTony D James

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.

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Citations

Jul 13, 2018·Chemical Communications : Chem Comm·Maria L OdyniecTony D James
Aug 18, 2018·Chemical Communications : Chem Comm·Luling WuTony D James
Sep 25, 2018·Chemical Communications : Chem Comm·Luling WuTony D James
Oct 27, 2018·Chemical Society Reviews·Adam C SedgwickJuyoung Yoon
Nov 27, 2018·Macromolecular Rapid Communications·Farah El-MohtadiNicola Tirelli
Feb 12, 2019·Chemical Communications : Chem Comm·Ji-Ting HouJong Seung Kim
Jul 30, 2019·Chemical Communications : Chem Comm·Huawei NiuYufen Zhao
Mar 12, 2020·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Hattie C SchunkLaura J Suggs
Apr 28, 2020·Chemistry : a European Journal·Die ChenXiaoping Xu
Apr 24, 2018·Chemical Communications : Chem Comm·Adam C SedgwickTony D James
Jan 14, 2021·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Minmin WangJin Wang
Feb 13, 2021·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Huihui SuWeili Zhao
Jan 25, 2020·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Zejun LiDerek Ho
Oct 27, 2020·Frontiers in Chemistry·Adam SikoraBalaraman Kalyanaraman
Jun 12, 2021·Chemical Communications : Chem Comm·Fanpeng KongBo Tang
Jun 13, 2021·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Minglu LiChuan Dong
Sep 22, 2020·Journal of the American Chemical Society·Xianzhi ChaiHe Tian
Sep 12, 2020·Journal of the American Chemical Society·Yaguang RenChengbo Liu
Oct 3, 2018·Journal of the American Chemical Society·Adam C SedgwickTony D James
Oct 15, 2021·Chemical Communications : Chem Comm·Omri ShelefJonathan L Sessler
Jan 4, 2022·Analytical and Bioanalytical Chemistry·Jing Li, Xiaojiang Xie

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Methods Mentioned

BETA
fluorescence imaging

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