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Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging
A novel strategy has been established to assemble a series of single (Z)- or (E)-1H-isoindole derivatives through selectively and sequentially activating carbon–nitrogen triple bonds in a multicomponent system containing various nucleophilic and electrophilic sites. The reaction provides efficient a...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6677114/ https://www.ncbi.nlm.nih.gov/pubmed/31588275 http://dx.doi.org/10.1039/c9sc01035a |
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author | He, Dandan Zhuang, Zeyan Wang, Xu Li, Jiawei Li, Jianxiao Wu, Wanqing Zhao, Zujin Jiang, Huanfeng Tang, Ben Zhong |
author_facet | He, Dandan Zhuang, Zeyan Wang, Xu Li, Jiawei Li, Jianxiao Wu, Wanqing Zhao, Zujin Jiang, Huanfeng Tang, Ben Zhong |
author_sort | He, Dandan |
collection | PubMed |
description | A novel strategy has been established to assemble a series of single (Z)- or (E)-1H-isoindole derivatives through selectively and sequentially activating carbon–nitrogen triple bonds in a multicomponent system containing various nucleophilic and electrophilic sites. The reaction provides efficient access to structurally unique fluorophores with aggregation-induced emission characteristics. These new fluorophores show fluorescence wavelengths and efficiencies that can be modulated and have excellent potential to specifically light up lipid droplets (LDs) in living cells with bright fluorescence, low cytotoxicity and better photostability than commercially available LD-specific dyes. |
format | Online Article Text |
id | pubmed-6677114 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-66771142019-10-04 Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging He, Dandan Zhuang, Zeyan Wang, Xu Li, Jiawei Li, Jianxiao Wu, Wanqing Zhao, Zujin Jiang, Huanfeng Tang, Ben Zhong Chem Sci Chemistry A novel strategy has been established to assemble a series of single (Z)- or (E)-1H-isoindole derivatives through selectively and sequentially activating carbon–nitrogen triple bonds in a multicomponent system containing various nucleophilic and electrophilic sites. The reaction provides efficient access to structurally unique fluorophores with aggregation-induced emission characteristics. These new fluorophores show fluorescence wavelengths and efficiencies that can be modulated and have excellent potential to specifically light up lipid droplets (LDs) in living cells with bright fluorescence, low cytotoxicity and better photostability than commercially available LD-specific dyes. Royal Society of Chemistry 2019-06-12 /pmc/articles/PMC6677114/ /pubmed/31588275 http://dx.doi.org/10.1039/c9sc01035a Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0) |
spellingShingle | Chemistry He, Dandan Zhuang, Zeyan Wang, Xu Li, Jiawei Li, Jianxiao Wu, Wanqing Zhao, Zujin Jiang, Huanfeng Tang, Ben Zhong Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging |
title | Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging
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title_full | Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging
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title_fullStr | Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging
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title_full_unstemmed | Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging
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title_short | Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging
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title_sort | assembly of 1h-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6677114/ https://www.ncbi.nlm.nih.gov/pubmed/31588275 http://dx.doi.org/10.1039/c9sc01035a |
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