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A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens

Environmentally sensitive fluorescent probes (including AIEgens) play pivotal roles in numerous biological studies. Many of these functional materials are developed based on the twisted intramolecular charge transfer (TICT) mechanism. However, the TICT tendency of dialkylated amino groups in biocomp...

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Autores principales: Miao, Rong, Li, Jing, Wang, Chao, Jiang, Xuefeng, Gao, Ying, Liu, Xiaoling, Wang, Dan, Li, Xin, Liu, Xiaogang, Fang, Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8844555/
https://www.ncbi.nlm.nih.gov/pubmed/34927375
http://dx.doi.org/10.1002/advs.202104609
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author Miao, Rong
Li, Jing
Wang, Chao
Jiang, Xuefeng
Gao, Ying
Liu, Xiaoling
Wang, Dan
Li, Xin
Liu, Xiaogang
Fang, Yu
author_facet Miao, Rong
Li, Jing
Wang, Chao
Jiang, Xuefeng
Gao, Ying
Liu, Xiaoling
Wang, Dan
Li, Xin
Liu, Xiaogang
Fang, Yu
author_sort Miao, Rong
collection PubMed
description Environmentally sensitive fluorescent probes (including AIEgens) play pivotal roles in numerous biological studies. Many of these functional materials are developed based on the twisted intramolecular charge transfer (TICT) mechanism. However, the TICT tendency of dialkylated amino groups in biocompatible main‐stream fluorophores (i.e., coumarins and rhodamines) is weak, limiting their sensitivities. Herein, by replacing dialkylated amino donors with an N‐methylpyrrole group to enhance TICT, a simple and general method to engineer highly environmentally sensitive fluorescent probes is reported. This method yields a platter of colorful fluorescent probes that demonstrates outstanding polarity and viscosity sensitivity with large turn‐on ratios (up to 191 times for polarity and 14 times for viscosity), as well as distinct aggregation‐induced emission (AIE) characteristics. The utilities of these probes in both wash‐free bioimaging and protein detections are also successfully demonstrated. It is expected that this molecular design strategy will inspire the creation of many environmentally sensitive probes.
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spelling pubmed-88445552022-02-24 A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens Miao, Rong Li, Jing Wang, Chao Jiang, Xuefeng Gao, Ying Liu, Xiaoling Wang, Dan Li, Xin Liu, Xiaogang Fang, Yu Adv Sci (Weinh) Research Articles Environmentally sensitive fluorescent probes (including AIEgens) play pivotal roles in numerous biological studies. Many of these functional materials are developed based on the twisted intramolecular charge transfer (TICT) mechanism. However, the TICT tendency of dialkylated amino groups in biocompatible main‐stream fluorophores (i.e., coumarins and rhodamines) is weak, limiting their sensitivities. Herein, by replacing dialkylated amino donors with an N‐methylpyrrole group to enhance TICT, a simple and general method to engineer highly environmentally sensitive fluorescent probes is reported. This method yields a platter of colorful fluorescent probes that demonstrates outstanding polarity and viscosity sensitivity with large turn‐on ratios (up to 191 times for polarity and 14 times for viscosity), as well as distinct aggregation‐induced emission (AIE) characteristics. The utilities of these probes in both wash‐free bioimaging and protein detections are also successfully demonstrated. It is expected that this molecular design strategy will inspire the creation of many environmentally sensitive probes. John Wiley and Sons Inc. 2021-12-19 /pmc/articles/PMC8844555/ /pubmed/34927375 http://dx.doi.org/10.1002/advs.202104609 Text en © 2021 The Authors. Advanced Science published by Wiley‐VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Miao, Rong
Li, Jing
Wang, Chao
Jiang, Xuefeng
Gao, Ying
Liu, Xiaoling
Wang, Dan
Li, Xin
Liu, Xiaogang
Fang, Yu
A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens
title A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens
title_full A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens
title_fullStr A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens
title_full_unstemmed A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens
title_short A General Method to Develop Highly Environmentally Sensitive Fluorescent Probes and AIEgens
title_sort general method to develop highly environmentally sensitive fluorescent probes and aiegens
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8844555/
https://www.ncbi.nlm.nih.gov/pubmed/34927375
http://dx.doi.org/10.1002/advs.202104609
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