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A General Strategy for Development of Near‐Infrared Fluorescent Probes for Bioimaging

Near‐infrared (NIR) fluorescent dyes with favorable photophysical properties are highly useful for bioimaging, but such dyes are still rare. The development of a unique class of NIR dyes via modifying the rhodol scaffold with fused tetrahydroquinoxaline rings is described. These new dyes showed larg... Full description

Journal Title: Angewandte Chemie International Edition 22 December 2017, Vol.56(52), pp.16611-16615
Main Author: Chen, Wei
Other Authors: Xu, Shi , Day, Jacob J. , Wang, Difei , Xian, Ming
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201710688
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recordid: wj10.1002/anie.201710688
title: A General Strategy for Development of Near‐Infrared Fluorescent Probes for Bioimaging
format: Article
creator:
  • Chen, Wei
  • Xu, Shi
  • Day, Jacob J.
  • Wang, Difei
  • Xian, Ming
subjects:
  • Cyclization
  • Fluorescence
  • Fluorescent Probes
  • Imaging Agents
  • Sulfide
ispartof: Angewandte Chemie International Edition, 22 December 2017, Vol.56(52), pp.16611-16615
description: Near‐infrared (NIR) fluorescent dyes with favorable photophysical properties are highly useful for bioimaging, but such dyes are still rare. The development of a unique class of NIR dyes via modifying the rhodol scaffold with fused tetrahydroquinoxaline rings is described. These new dyes showed large Stokes shifts (>110 nm). Among them, WR3, WR4, WR5, and WR6 displayed high fluorescence quantum yields and excellent photostability in aqueous solutions. Moreover, their fluorescence properties were tunable by easy modifications on the phenolic hydroxy group. Based on WR6, two NIR fluorescent turn‐on probes, WSP‐NIR and SeSP‐NIR, were devised for the detection of HS. The probe SeSP‐NIR was applied in visualizing intracellular HS. These dyes are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging. : A unique class of rhodol‐based NIR dyes with large Stokes shifts, high fluorescence quantum yields, excellent photostability, and optically tunable groups were developed. They are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging.
language: eng
source:
identifier: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201710688
fulltext: fulltext
issn:
  • 1433-7851
  • 14337851
  • 1521-3773
  • 15213773
url: Link


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titleA General Strategy for Development of Near‐Infrared Fluorescent Probes for Bioimaging
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ispartofAngewandte Chemie International Edition, 22 December 2017, Vol.56(52), pp.16611-16615
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subjectCyclization ; Fluorescence ; Fluorescent Probes ; Imaging Agents ; Sulfide
descriptionNear‐infrared (NIR) fluorescent dyes with favorable photophysical properties are highly useful for bioimaging, but such dyes are still rare. The development of a unique class of NIR dyes via modifying the rhodol scaffold with fused tetrahydroquinoxaline rings is described. These new dyes showed large Stokes shifts (>110 nm). Among them, WR3, WR4, WR5, and WR6 displayed high fluorescence quantum yields and excellent photostability in aqueous solutions. Moreover, their fluorescence properties were tunable by easy modifications on the phenolic hydroxy group. Based on WR6, two NIR fluorescent turn‐on probes, WSP‐NIR and SeSP‐NIR, were devised for the detection of HS. The probe SeSP‐NIR was applied in visualizing intracellular HS. These dyes are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging. : A unique class of rhodol‐based NIR dyes with large Stokes shifts, high fluorescence quantum yields, excellent photostability, and optically tunable groups were developed. They are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging.
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titleA General Strategy for Development of Near‐Infrared Fluorescent Probes for Bioimaging
descriptionNear‐infrared (NIR) fluorescent dyes with favorable photophysical properties are highly useful for bioimaging, but such dyes are still rare. The development of a unique class of NIR dyes via modifying the rhodol scaffold with fused tetrahydroquinoxaline rings is described. These new dyes showed large Stokes shifts (>110 nm). Among them, WR3, WR4, WR5, and WR6 displayed high fluorescence quantum yields and excellent photostability in aqueous solutions. Moreover, their fluorescence properties were tunable by easy modifications on the phenolic hydroxy group. Based on WR6, two NIR fluorescent turn‐on probes, WSP‐NIR and SeSP‐NIR, were devised for the detection of HS. The probe SeSP‐NIR was applied in visualizing intracellular HS. These dyes are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging. : A unique class of rhodol‐based NIR dyes with large Stokes shifts, high fluorescence quantum yields, excellent photostability, and optically tunable groups were developed. They are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging.
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abstractNear‐infrared (NIR) fluorescent dyes with favorable photophysical properties are highly useful for bioimaging, but such dyes are still rare. The development of a unique class of NIR dyes via modifying the rhodol scaffold with fused tetrahydroquinoxaline rings is described. These new dyes showed large Stokes shifts (>110 nm). Among them, WR3, WR4, WR5, and WR6 displayed high fluorescence quantum yields and excellent photostability in aqueous solutions. Moreover, their fluorescence properties were tunable by easy modifications on the phenolic hydroxy group. Based on WR6, two NIR fluorescent turn‐on probes, WSP‐NIR and SeSP‐NIR, were devised for the detection of HS. The probe SeSP‐NIR was applied in visualizing intracellular HS. These dyes are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging. : A unique class of rhodol‐based NIR dyes with large Stokes shifts, high fluorescence quantum yields, excellent photostability, and optically tunable groups were developed. They are expected to be useful fluorophore scaffolds in the development of new NIR probes for bioimaging.
doi10.1002/anie.201710688
pages16611-16615
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date2017-12-22