A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite

Xin Zhou; Younghee Kwon; Gyoungmi Kim; Ji Hwan Ryu; Juyoung Yoon

doi:10.1016/j.bios.2014.08.089

A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite

Xin Zhou, Younghee Kwon, Gyoungmi Kim, Ji Hwan Ryu, Juyoung Yoon

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

156 Scopus citations

Abstract

In the study described herein, the red emitting probe CHCN, which possesses a linked coumarin-hemicyanine scaffold, was developed for detection of peroxynitrite (ONOO^-) under physiological conditions. The studies show that CHCN displays a dual ratiometric and colorimetric response to ONOO^- that is caused by an oxidation process. A possible mechanism of this oxidation process was proposed and confirmed by ESI-MS spectra for the first time. CHCN shown highly selective and sensitive towards ONOO^- with a low limit of detection LOD (49.7nM). Moreover, CHCN has appreciable cell permeability and, as a result, it is applicable to ratiometric detection of exogenous and endogenous ONOO^- in living cells during phagocytic immune response. We anticipate that, owing to their ideal properties, probes of this type will find great use in explorations of the role played by ONOO^- in biology.

Original language	English
Pages (from-to)	285-291
Number of pages	7
Journal	Biosensors and Bioelectronics
Volume	64
DOIs	https://doi.org/10.1016/j.bios.2014.08.089
State	Published - 15 Feb 2015

Bibliographical note

Funding Information:
This research was supported by a grant from the National Creative Research Initiative programs of the National Research Foundation of Korea (NRF) funded by the Korean Government ( Ministry of Science, ICT and Future Planning ) (No. 2012R1A3A2048814 ). J.-H.R. thanks for the Basic Science Research Program through the NRF funded by the Ministry of Education (Grant 2013R1A1A2008511 ), and the Bio & Medical Technology Development Program of the NRF funded by Ministry of Science, ICT and Future Planning ( NRF-2013M3A9D5072551 ).

Publisher Copyright:
© 2014 Elsevier B.V.

Keywords

Cell imaging
Fluorescent chemosensor
ONOO sensor
Peroxynitrite sensor
Reactive oxygen species probe

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10.1016/j.bios.2014.08.089

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title = "A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite",

abstract = "In the study described herein, the red emitting probe CHCN, which possesses a linked coumarin-hemicyanine scaffold, was developed for detection of peroxynitrite (ONOO-) under physiological conditions. The studies show that CHCN displays a dual ratiometric and colorimetric response to ONOO- that is caused by an oxidation process. A possible mechanism of this oxidation process was proposed and confirmed by ESI-MS spectra for the first time. CHCN shown highly selective and sensitive towards ONOO- with a low limit of detection LOD (49.7nM). Moreover, CHCN has appreciable cell permeability and, as a result, it is applicable to ratiometric detection of exogenous and endogenous ONOO- in living cells during phagocytic immune response. We anticipate that, owing to their ideal properties, probes of this type will find great use in explorations of the role played by ONOO- in biology.",

keywords = "Cell imaging, Fluorescent chemosensor, ONOO sensor, Peroxynitrite sensor, Reactive oxygen species probe",

author = "Xin Zhou and Younghee Kwon and Gyoungmi Kim and Ryu, {Ji Hwan} and Juyoung Yoon",

note = "Funding Information: This research was supported by a grant from the National Creative Research Initiative programs of the National Research Foundation of Korea (NRF) funded by the Korean Government ( Ministry of Science, ICT and Future Planning ) (No. 2012R1A3A2048814 ). J.-H.R. thanks for the Basic Science Research Program through the NRF funded by the Ministry of Education (Grant 2013R1A1A2008511 ), and the Bio & Medical Technology Development Program of the NRF funded by Ministry of Science, ICT and Future Planning ( NRF-2013M3A9D5072551 ). Publisher Copyright: {\textcopyright} 2014 Elsevier B.V.",

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AU - Yoon, Juyoung

N1 - Funding Information: This research was supported by a grant from the National Creative Research Initiative programs of the National Research Foundation of Korea (NRF) funded by the Korean Government ( Ministry of Science, ICT and Future Planning ) (No. 2012R1A3A2048814 ). J.-H.R. thanks for the Basic Science Research Program through the NRF funded by the Ministry of Education (Grant 2013R1A1A2008511 ), and the Bio & Medical Technology Development Program of the NRF funded by Ministry of Science, ICT and Future Planning ( NRF-2013M3A9D5072551 ). Publisher Copyright: © 2014 Elsevier B.V.

PY - 2015/2/15

Y1 - 2015/2/15

N2 - In the study described herein, the red emitting probe CHCN, which possesses a linked coumarin-hemicyanine scaffold, was developed for detection of peroxynitrite (ONOO-) under physiological conditions. The studies show that CHCN displays a dual ratiometric and colorimetric response to ONOO- that is caused by an oxidation process. A possible mechanism of this oxidation process was proposed and confirmed by ESI-MS spectra for the first time. CHCN shown highly selective and sensitive towards ONOO- with a low limit of detection LOD (49.7nM). Moreover, CHCN has appreciable cell permeability and, as a result, it is applicable to ratiometric detection of exogenous and endogenous ONOO- in living cells during phagocytic immune response. We anticipate that, owing to their ideal properties, probes of this type will find great use in explorations of the role played by ONOO- in biology.

AB - In the study described herein, the red emitting probe CHCN, which possesses a linked coumarin-hemicyanine scaffold, was developed for detection of peroxynitrite (ONOO-) under physiological conditions. The studies show that CHCN displays a dual ratiometric and colorimetric response to ONOO- that is caused by an oxidation process. A possible mechanism of this oxidation process was proposed and confirmed by ESI-MS spectra for the first time. CHCN shown highly selective and sensitive towards ONOO- with a low limit of detection LOD (49.7nM). Moreover, CHCN has appreciable cell permeability and, as a result, it is applicable to ratiometric detection of exogenous and endogenous ONOO- in living cells during phagocytic immune response. We anticipate that, owing to their ideal properties, probes of this type will find great use in explorations of the role played by ONOO- in biology.

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A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite

Abstract

Bibliographical note

Keywords

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