A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images

A highly selective NIR fluorescent turn-on probe for hydroxyl radical (·OH) has been built up using triphenylphosphine as a reactive-site for ·OH in an energy transfer cassette 2b consisting of 8-2′-(thiophen-2-yl) quinoline (TQ) as a donor and 3,5-diphenylphosphinostyryl-substituted BODIPY as an ac...

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Autores principales: Qu, Xingyu, Song, Wenting, Shen, Zhen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6724658/
https://www.ncbi.nlm.nih.gov/pubmed/31555638
http://dx.doi.org/10.3389/fchem.2019.00598
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author Qu, Xingyu
Song, Wenting
Shen, Zhen
author_facet Qu, Xingyu
Song, Wenting
Shen, Zhen
author_sort Qu, Xingyu
collection PubMed
description A highly selective NIR fluorescent turn-on probe for hydroxyl radical (·OH) has been built up using triphenylphosphine as a reactive-site for ·OH in an energy transfer cassette 2b consisting of 8-2′-(thiophen-2-yl) quinoline (TQ) as a donor and 3,5-diphenylphosphinostyryl-substituted BODIPY as an acceptor, which exhibits ca. 317 nm pseudo Stokes' shift due to efficient through-bond energy transfer (up to 169%). The triphenylphosphine substituent of 2b selectively oxidized by ·OH over the other reactive oxygen species (ROS) and the reactive nitrogen species (RNS) resulting in fluorescence enhancement in aqueous solution and in living cells.
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spelling pubmed-67246582019-09-25 A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images Qu, Xingyu Song, Wenting Shen, Zhen Front Chem Chemistry A highly selective NIR fluorescent turn-on probe for hydroxyl radical (·OH) has been built up using triphenylphosphine as a reactive-site for ·OH in an energy transfer cassette 2b consisting of 8-2′-(thiophen-2-yl) quinoline (TQ) as a donor and 3,5-diphenylphosphinostyryl-substituted BODIPY as an acceptor, which exhibits ca. 317 nm pseudo Stokes' shift due to efficient through-bond energy transfer (up to 169%). The triphenylphosphine substituent of 2b selectively oxidized by ·OH over the other reactive oxygen species (ROS) and the reactive nitrogen species (RNS) resulting in fluorescence enhancement in aqueous solution and in living cells. Frontiers Media S.A. 2019-08-28 /pmc/articles/PMC6724658/ /pubmed/31555638 http://dx.doi.org/10.3389/fchem.2019.00598 Text en Copyright © 2019 Qu, Song and Shen. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Qu, Xingyu
Song, Wenting
Shen, Zhen
A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images
title A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images
title_full A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images
title_fullStr A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images
title_full_unstemmed A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images
title_short A Highly Selective NIR Fluorescent Turn-on Probe for Hydroxyl Radical and Its Application in Living Cell Images
title_sort highly selective nir fluorescent turn-on probe for hydroxyl radical and its application in living cell images
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6724658/
https://www.ncbi.nlm.nih.gov/pubmed/31555638
http://dx.doi.org/10.3389/fchem.2019.00598
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