'AND'-based fluorescence scaffold for the detection of ROS/RNS and a second analyte

Maria L. Odyniec; Adam C. Sedgwick; Alexander H. Swan; Maria Weber; Simon Tang; Jordan E. Gardiner; Miao Zhang; Yun Bao Jiang; Gabriele Kociok-Kohn; Robert B.P. Elmes; Steven D. Bull; Xiao Peng He; Tony D. James

doi:10.1039/c8cc04316g

'AND'-based fluorescence scaffold for the detection of ROS/RNS and a second analyte

Maria L. Odyniec, Adam C. Sedgwick, Alexander H. Swan, Maria Weber, Simon Tang, Jordan E. Gardiner, Miao Zhang, Yun Bao Jiang, Gabriele Kociok-Kohn, Robert B.P. Elmes, Steven D. Bull, Xiao Peng He, Tony D. James

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44 Citations (SciVal)

Abstract

Traditionally, fluorescence probes have focused on the detection of a single biomarker for a specific process. In this work, we set out to develop a number of fluorescence probes that enable the detection of a chosen analyte in the presence of reactive oxygen/nitrogen species (ROS/RNS). These fluorescence probes when activated result in the formation of the highly fluorescent pink dye, resorufin. Therefore, we have labelled these fluorescent probes as -Pinkments'. Our first -Pinkment' was shown to detect biologically relevant concentrations of ONOO^- and have an excellent selectivity against other ROS/RNS. Pinkment-OH was developed to provide a core unit which could be easily functionalised to produce a range of -AND' based fluorescence probes for the detection of ROS/RNS and a second analyte. For proof of concept, we synthesised Pinkment-OTBS and Pinkment-OAc. These -AND'-based probes were successfully shown to detect ROS/RNS and F^- or esterase, respectively.

Original language	English
Pages (from-to)	8466-8469
Number of pages	4
Journal	Chemical Communications
Volume	54
Early online date	27 Jun 2018
DOIs	https://doi.org/10.1039/c8cc04316g
Publication status	E-pub ahead of print - 27 Jun 2018

Funding

We would like to thank the EPSRC and the University of Bath for funding for ACS, MLO, JEG for studentships. MW would like to thank the EPSRC for funding (i) EP/L016354/1 and CDT in Sustainable Chemical Technologies. TDJ wishes to thank the Royal Society for a Wolfson Research Merit Award and Sophia University for a visiting professorship. MZ and YBJ were supported by the NSF of China under grants 21435005 and 21521004. XPH wishes to thank the National Natural Science Foundation of China (21722801), the Science and Technology Commission of Shanghai Municipality (15540723800) and the Shanghai Rising-Star Program (16QA1401400) for financial support. TDJ, MZ and YBJ thank the Royal Society for funding an International Joint Project (IE121564). NMR characterisation facilities were provided through the Chemical Characterisation and Analysis Facility (CCAF) at the University of Bath (www.bath. ac.uk/ccaf). The EPSRC UK National Mass Spectrometry Facility at Swansea University is thanked for analyses. All data supporting this study are provided as ESI† accompanying this paper.

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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Odyniec, M. L., Sedgwick, A. C., Swan, A. H., Weber, M., Tang, S., Gardiner, J. E., Zhang, M., Jiang, Y. B., Kociok-Kohn, G., Elmes, R. B. P., Bull, S. D., He, X. P., & James, T. D. (2018). 'AND'-based fluorescence scaffold for the detection of ROS/RNS and a second analyte. Chemical Communications, 54, 8466-8469. Advance online publication. https://doi.org/10.1039/c8cc04316g

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author = "Odyniec, {Maria L.} and Sedgwick, {Adam C.} and Swan, {Alexander H.} and Maria Weber and Simon Tang and Gardiner, {Jordan E.} and Miao Zhang and Jiang, {Yun Bao} and Gabriele Kociok-Kohn and Elmes, {Robert B.P.} and Bull, {Steven D.} and He, {Xiao Peng} and James, {Tony D.}",

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AU - Odyniec, Maria L.

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AU - Tang, Simon

AU - Gardiner, Jordan E.

AU - Zhang, Miao

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AU - Kociok-Kohn, Gabriele

AU - Elmes, Robert B.P.

AU - Bull, Steven D.

AU - He, Xiao Peng

AU - James, Tony D.

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'AND'-based fluorescence scaffold for the detection of ROS/RNS and a second analyte

Abstract

Funding

ASJC Scopus subject areas

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