Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging

A novel donor–acceptor–donor (D-A-D) type compound containing pyrazine as the acceptor and triphenylamine as the donor has been designed and synthesized. The photophysical properties and biocompatibility of this probe, namely (OMeTPA)2-Pyr for live cell imaging were systematically investigated, with...

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Autores principales:	Pei Liu, Suna Chen, Wenxuan Zhao, Qiutang Wang, Shuqi Wu, Liang Xu, Dan Bai
Formato:	article
Lenguaje:	EN
Publicado:	Frontiers Media S.A. 2021
Materias:	fluorescent probe live cell imaging pyrazine D-A-D molecules long-term imaging Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/c3c1018ecf8f41638d24625a8c43ec79
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spelling	oai:doaj.org-article:c3c1018ecf8f41638d24625a8c43ec792021-12-02T00:40:37ZNovel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging2296-264610.3389/fchem.2021.782827https://doaj.org/article/c3c1018ecf8f41638d24625a8c43ec792021-12-01T00:00:00Zhttps://www.frontiersin.org/articles/10.3389/fchem.2021.782827/fullhttps://doaj.org/toc/2296-2646A novel donor–acceptor–donor (D-A-D) type compound containing pyrazine as the acceptor and triphenylamine as the donor has been designed and synthesized. The photophysical properties and biocompatibility of this probe, namely (OMeTPA)2-Pyr for live cell imaging were systematically investigated, with observed large Stokes shifts, high photostability, and low cytotoxicity. Furthermore, we demonstrated that (OMeTPA)2-Pyr could permeate live cell membranes for labeling. The proposed mechanism of this probe was the binding and shafting through membrane integral transport proteins by electrostatic and hydrophobic interactions. These salient and novel findings can facilitate the strategic design of new pyrazine-fused charge-neutral molecular platforms as fluorescent probes, for long-term in situ dynamic monitoring in live cells.Pei LiuSuna ChenWenxuan ZhaoQiutang WangShuqi WuLiang XuDan BaiDan BaiDan BaiFrontiers Media S.A.articlefluorescent probelive cell imagingpyrazineD-A-D moleculeslong-term imagingChemistryQD1-999ENFrontiers in Chemistry, Vol 9 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	fluorescent probe live cell imaging pyrazine D-A-D molecules long-term imaging Chemistry QD1-999
spellingShingle	fluorescent probe live cell imaging pyrazine D-A-D molecules long-term imaging Chemistry QD1-999 Pei Liu Suna Chen Wenxuan Zhao Qiutang Wang Shuqi Wu Liang Xu Dan Bai Dan Bai Dan Bai Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging
description	A novel donor–acceptor–donor (D-A-D) type compound containing pyrazine as the acceptor and triphenylamine as the donor has been designed and synthesized. The photophysical properties and biocompatibility of this probe, namely (OMeTPA)2-Pyr for live cell imaging were systematically investigated, with observed large Stokes shifts, high photostability, and low cytotoxicity. Furthermore, we demonstrated that (OMeTPA)2-Pyr could permeate live cell membranes for labeling. The proposed mechanism of this probe was the binding and shafting through membrane integral transport proteins by electrostatic and hydrophobic interactions. These salient and novel findings can facilitate the strategic design of new pyrazine-fused charge-neutral molecular platforms as fluorescent probes, for long-term in situ dynamic monitoring in live cells.
format	article
author	Pei Liu Suna Chen Wenxuan Zhao Qiutang Wang Shuqi Wu Liang Xu Dan Bai Dan Bai Dan Bai
author_facet	Pei Liu Suna Chen Wenxuan Zhao Qiutang Wang Shuqi Wu Liang Xu Dan Bai Dan Bai Dan Bai
author_sort	Pei Liu
title	Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging
title_short	Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging
title_full	Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging
title_fullStr	Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging
title_full_unstemmed	Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging
title_sort	novel pyrazine-bridged d-a-d type charge neutral probe for membrane permeable long-term live cell imaging
publisher	Frontiers Media S.A.
publishDate	2021
url	https://doaj.org/article/c3c1018ecf8f41638d24625a8c43ec79
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Novel Pyrazine-Bridged D-A-D Type Charge Neutral Probe for Membrane Permeable Long-Term Live Cell Imaging

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