Reaction-based Indicator displacement Assay (RIA) for the selective colorimetric and fluorometric detection of peroxynitrite

Xiaolong Sun; Karel Lacina; Elena C. Ramsamy; Stephen E. Flower; John S. Fossey; Xuhong Qian; Eric V. Anslyn; Steven D. Bull; Tony D. James

doi:10.1039/C4SC03983A

Reaction-based Indicator displacement Assay (RIA) for the selective colorimetric and fluorometric detection of peroxynitrite

Xiaolong Sun, Karel Lacina, Elena C. Ramsamy, Stephen E. Flower, John S. Fossey, Xuhong Qian, Eric V. Anslyn, Steven D. Bull, Tony D. James

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Abstract

Using the self-assembly of aromatic boronic acids with Alizarin Red S (ARS), we developed a new chemosensor for the selective detection of peroxynitrite. Phenylboronic acid (PBA), benzoboroxole (BBA) and 2-(N,N-dimethylaminomethyl)phenylboronic acid (NBA) were employed to bind with ARS to form the complex probes. In particular, the ARS–NBA system with a high binding affinity can preferably react with peroxynitrite over hydrogen peroxide and other ROS/RNS due to the protection of the boron via the solvent-insertion B–N interaction. Our simple system produces a visible colorimetric change and on–off fluorescence response towards peroxynitrite. By coupling a chemical reaction that leads to an indicator displacement, we have developed a new sensing strategy, referred to herein as RIA (Reaction-based Indicator displacement Assay).

Original language	English
Pages (from-to)	2963-2967
Number of pages	5
Journal	Chemical Science
Volume	6
Issue number	5
Early online date	6 Mar 2015
DOIs	https://doi.org/10.1039/C4SC03983A
Publication status	Published - 1 May 2015

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title = "Reaction-based Indicator displacement Assay (RIA) for the selective colorimetric and fluorometric detection of peroxynitrite",

abstract = "Using the self-assembly of aromatic boronic acids with Alizarin Red S (ARS), we developed a new chemosensor for the selective detection of peroxynitrite. Phenylboronic acid (PBA), benzoboroxole (BBA) and 2-(N,N-dimethylaminomethyl)phenylboronic acid (NBA) were employed to bind with ARS to form the complex probes. In particular, the ARS–NBA system with a high binding affinity can preferably react with peroxynitrite over hydrogen peroxide and other ROS/RNS due to the protection of the boron via the solvent-insertion B–N interaction. Our simple system produces a visible colorimetric change and on–off fluorescence response towards peroxynitrite. By coupling a chemical reaction that leads to an indicator displacement, we have developed a new sensing strategy, referred to herein as RIA (Reaction-based Indicator displacement Assay).",

author = "Xiaolong Sun and Karel Lacina and Ramsamy, {Elena C.} and Flower, {Stephen E.} and Fossey, {John S.} and Xuhong Qian and Anslyn, {Eric V.} and Bull, {Steven D.} and James, {Tony D.}",

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doi = "10.1039/C4SC03983A",

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volume = "6",

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journal = "Chemical Science",

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TY - JOUR

T1 - Reaction-based Indicator displacement Assay (RIA) for the selective colorimetric and fluorometric detection of peroxynitrite

AU - Sun, Xiaolong

AU - Lacina, Karel

AU - Ramsamy, Elena C.

AU - Flower, Stephen E.

AU - Fossey, John S.

AU - Qian, Xuhong

AU - Anslyn, Eric V.

AU - Bull, Steven D.

AU - James, Tony D.

PY - 2015/5/1

Y1 - 2015/5/1

N2 - Using the self-assembly of aromatic boronic acids with Alizarin Red S (ARS), we developed a new chemosensor for the selective detection of peroxynitrite. Phenylboronic acid (PBA), benzoboroxole (BBA) and 2-(N,N-dimethylaminomethyl)phenylboronic acid (NBA) were employed to bind with ARS to form the complex probes. In particular, the ARS–NBA system with a high binding affinity can preferably react with peroxynitrite over hydrogen peroxide and other ROS/RNS due to the protection of the boron via the solvent-insertion B–N interaction. Our simple system produces a visible colorimetric change and on–off fluorescence response towards peroxynitrite. By coupling a chemical reaction that leads to an indicator displacement, we have developed a new sensing strategy, referred to herein as RIA (Reaction-based Indicator displacement Assay).

AB - Using the self-assembly of aromatic boronic acids with Alizarin Red S (ARS), we developed a new chemosensor for the selective detection of peroxynitrite. Phenylboronic acid (PBA), benzoboroxole (BBA) and 2-(N,N-dimethylaminomethyl)phenylboronic acid (NBA) were employed to bind with ARS to form the complex probes. In particular, the ARS–NBA system with a high binding affinity can preferably react with peroxynitrite over hydrogen peroxide and other ROS/RNS due to the protection of the boron via the solvent-insertion B–N interaction. Our simple system produces a visible colorimetric change and on–off fluorescence response towards peroxynitrite. By coupling a chemical reaction that leads to an indicator displacement, we have developed a new sensing strategy, referred to herein as RIA (Reaction-based Indicator displacement Assay).

U2 - 10.1039/C4SC03983A

DO - 10.1039/C4SC03983A

M3 - Article

SN - 2041-6520

VL - 6

SP - 2963

EP - 2967

JO - Chemical Science

JF - Chemical Science

IS - 5

ER -

Reaction-based Indicator displacement Assay (RIA) for the selective colorimetric and fluorometric detection of peroxynitrite

Abstract

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