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Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction

Fluorogenic labeling enables imaging cellular molecules of interest with minimal background. This process is accompanied with the notable increase of the quantum yield of fluorophore, thus minimizing the background signals from unactivated profluorophores. Herein, the development of a highly efficie...

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Autores principales: Li, Bai, Zhou, Xian‐Hao, Yang, Peng‐Yu, Zhu, Liping, Zhong, Yuan, Cai, Zhengjun, Jiang, Biao, Cai, Xiaoqing, Liu, Jia, Jiang, Xianxing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6662066/
https://www.ncbi.nlm.nih.gov/pubmed/31380178
http://dx.doi.org/10.1002/advs.201802039
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author Li, Bai
Zhou, Xian‐Hao
Yang, Peng‐Yu
Zhu, Liping
Zhong, Yuan
Cai, Zhengjun
Jiang, Biao
Cai, Xiaoqing
Liu, Jia
Jiang, Xianxing
author_facet Li, Bai
Zhou, Xian‐Hao
Yang, Peng‐Yu
Zhu, Liping
Zhong, Yuan
Cai, Zhengjun
Jiang, Biao
Cai, Xiaoqing
Liu, Jia
Jiang, Xianxing
author_sort Li, Bai
collection PubMed
description Fluorogenic labeling enables imaging cellular molecules of interest with minimal background. This process is accompanied with the notable increase of the quantum yield of fluorophore, thus minimizing the background signals from unactivated profluorophores. Herein, the development of a highly efficient and bioorthogonal nitroso‐based Diels–Alder fluorogenic reaction is presented and its usefulness is validated as effective and controllable in fluorescent probes and live‐cell labeling strategies for dynamic cellular imaging. It is demonstrated that nitroso‐based cycloaddition is an efficient fluorogenic labeling tool through experiments of further UV‐activatable fluorescent labeling on proteins and live cells. The ability of tuning the fluorescence of labeled proteins by UV‐irradiation enables selective activation of proteins of interest in a particular cell compartment at a given time point, while leaving the remaining labeled molecules untouched.
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spelling pubmed-66620662019-08-02 Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction Li, Bai Zhou, Xian‐Hao Yang, Peng‐Yu Zhu, Liping Zhong, Yuan Cai, Zhengjun Jiang, Biao Cai, Xiaoqing Liu, Jia Jiang, Xianxing Adv Sci (Weinh) Full Papers Fluorogenic labeling enables imaging cellular molecules of interest with minimal background. This process is accompanied with the notable increase of the quantum yield of fluorophore, thus minimizing the background signals from unactivated profluorophores. Herein, the development of a highly efficient and bioorthogonal nitroso‐based Diels–Alder fluorogenic reaction is presented and its usefulness is validated as effective and controllable in fluorescent probes and live‐cell labeling strategies for dynamic cellular imaging. It is demonstrated that nitroso‐based cycloaddition is an efficient fluorogenic labeling tool through experiments of further UV‐activatable fluorescent labeling on proteins and live cells. The ability of tuning the fluorescence of labeled proteins by UV‐irradiation enables selective activation of proteins of interest in a particular cell compartment at a given time point, while leaving the remaining labeled molecules untouched. John Wiley and Sons Inc. 2019-05-02 /pmc/articles/PMC6662066/ /pubmed/31380178 http://dx.doi.org/10.1002/advs.201802039 Text en © 2019 The Authors. Published by WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Li, Bai
Zhou, Xian‐Hao
Yang, Peng‐Yu
Zhu, Liping
Zhong, Yuan
Cai, Zhengjun
Jiang, Biao
Cai, Xiaoqing
Liu, Jia
Jiang, Xianxing
Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction
title Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction
title_full Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction
title_fullStr Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction
title_full_unstemmed Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction
title_short Photoactivatable Fluorogenic Labeling via Turn‐On “Click‐Like” Nitroso‐Diene Bioorthogonal Reaction
title_sort photoactivatable fluorogenic labeling via turn‐on “click‐like” nitroso‐diene bioorthogonal reaction
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6662066/
https://www.ncbi.nlm.nih.gov/pubmed/31380178
http://dx.doi.org/10.1002/advs.201802039
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