Coumarin-based fluorescent 'AND' logic gate probes for the detection of homocysteine and a chosen biological analyte

Luling Wu; Jordan E. Gardiner; Lokesh K. Kumawat; Hai Hao Han; Ruiying Guo; Xin Li; Xiao Peng He; Robert B.P. Elmes; Adam C. Sedgwick; Steven D. Bull; Tony D. James

doi:10.1039/c9ra04908h

Coumarin-based fluorescent 'AND' logic gate probes for the detection of homocysteine and a chosen biological analyte

Luling Wu, Jordan E. Gardiner, Lokesh K. Kumawat, Hai Hao Han, Ruiying Guo, Xin Li, Xiao Peng He, Robert B.P. Elmes, Adam C. Sedgwick, Steven D. Bull, Tony D. James

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10 Citations (SciVal)

Abstract

With this research we set out to develop a number of coumarin-based 'AND' logic fluorescence probes that were capable of detecting a chosen analyte in the presence of HCys. Probe JEG-CAB was constructed by attaching the ONOO^- reactive unit, benzyl boronate ester, to a HCys/Cys reactive fluorescent probe, CAH. Similarly, the core unit CAH was functionalised with the nitroreductase (NTR) reactive p-nitrobenzyl unit to produce probe JEG-CAN. Both, JEG-CAB and JEG-CAN exhibited a significant fluorescence increase when exposed to either HCys and ONOO^- (JEG-CAB) or HCys and NTR (JEG-CAN) thus demonstrating their effectiveness to function as AND logic gates for HCys and a chosen analyte.

Original language	English
Pages (from-to)	26425-26428
Number of pages	4
Journal	RSC Advances
Volume	9
Issue number	45
DOIs	https://doi.org/10.1039/c9ra04908h
Publication status	Published - 27 Aug 2019

Funding

LW wishes to thank China Scholarship Council and the University of Bath for supporting his PhD work in the UK. JEG and ACS wish to thank the EPSRC for funding their PhD studentships. TDJ wishes to thank the Royal Society for a Wolf-son Research Merit Award. X.-P. He thanks the National Natural Science Foundation of China (21722801 and 21572058), the Programme of Introducing Talents of Discipline to Universities (B16017) and the Shanghai Rising-Star Program (16QA1401400). LKK wishes to acknowledge the Irish Research Council for a Government of Ireland Postdoctoral Research Fellowship (GOIPD/2017/1091) and Science Foundation Ireland are acknowledged for the funding of Advion Mass Spec facilities through the Opportunistic Infrastructure Fund (16/RI/3399). RBPE would like to thank Science Foundation Ireland (SFI) and the European Regional Development Fund (12/RC/ 2275_P2). NMR characterisation facilities were provided through the Material and Chemical Characterisation Facility (MC2) at the University of Bath (http://go.bath.ac.uk/mc2). The EPSRC UK National Mass Spectrometry Facility at Swansea University is thanked for analyses.

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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abstract = "With this research we set out to develop a number of coumarin-based 'AND' logic fluorescence probes that were capable of detecting a chosen analyte in the presence of HCys. Probe JEG-CAB was constructed by attaching the ONOO- reactive unit, benzyl boronate ester, to a HCys/Cys reactive fluorescent probe, CAH. Similarly, the core unit CAH was functionalised with the nitroreductase (NTR) reactive p-nitrobenzyl unit to produce probe JEG-CAN. Both, JEG-CAB and JEG-CAN exhibited a significant fluorescence increase when exposed to either HCys and ONOO- (JEG-CAB) or HCys and NTR (JEG-CAN) thus demonstrating their effectiveness to function as AND logic gates for HCys and a chosen analyte.",

author = "Luling Wu and Gardiner, {Jordan E.} and Kumawat, {Lokesh K.} and Han, {Hai Hao} and Ruiying Guo and Xin Li and He, {Xiao Peng} and Elmes, {Robert B.P.} and Sedgwick, {Adam C.} and Bull, {Steven D.} and James, {Tony D.}",

year = "2019",

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doi = "10.1039/c9ra04908h",

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AU - Wu, Luling

AU - Gardiner, Jordan E.

AU - Kumawat, Lokesh K.

AU - Han, Hai Hao

AU - Guo, Ruiying

AU - Li, Xin

AU - He, Xiao Peng

AU - Elmes, Robert B.P.

AU - Sedgwick, Adam C.

AU - Bull, Steven D.

AU - James, Tony D.

PY - 2019/8/27

Y1 - 2019/8/27

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AB - With this research we set out to develop a number of coumarin-based 'AND' logic fluorescence probes that were capable of detecting a chosen analyte in the presence of HCys. Probe JEG-CAB was constructed by attaching the ONOO- reactive unit, benzyl boronate ester, to a HCys/Cys reactive fluorescent probe, CAH. Similarly, the core unit CAH was functionalised with the nitroreductase (NTR) reactive p-nitrobenzyl unit to produce probe JEG-CAN. Both, JEG-CAB and JEG-CAN exhibited a significant fluorescence increase when exposed to either HCys and ONOO- (JEG-CAB) or HCys and NTR (JEG-CAN) thus demonstrating their effectiveness to function as AND logic gates for HCys and a chosen analyte.

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Coumarin-based fluorescent 'AND' logic gate probes for the detection of homocysteine and a chosen biological analyte

Abstract

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