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A NIR fluorescent probe based on phenazine with a large Stokes shift for the detection and imaging of endogenous H2O2 in RAW 264.7 cells.

Authors
  • Yan, Yongchao1
  • Liu, Lingyan
  • Li, Chenglin
  • Yang, Zhicheng
  • Yi, Tao
  • Hua, Jianli
  • 1 Key Laboratory for Advanced Materials, Joint International Research Laboratory for Precision Chemistry and Molecular Engineering, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, PR China. [email protected] , (China)
Type
Published Article
Journal
The Analyst
Publisher
The Royal Society of Chemistry
Publication Date
Jun 21, 2020
Volume
145
Issue
12
Pages
4196–4203
Identifiers
DOI: 10.1039/d0an00153h
PMID: 32501463
Source
Medline
Language
English
License
Unknown

Abstract

Hydrogen peroxide (H2O2), one of the reactive oxygen species (ROS), plays vital roles in diverse physiological processes. Thus, herein, to improve the signal-to-noise ratio, a new near-infrared region (NIR) fluorophore (PCN) based on reduced phenazine was developed. PCN was further designed as a "turn on" fluorescent probe (PCN-BP) for the detection of H2O2 by introducing p-boratebenzyl. After H2O2 was added, the p-boratebenzyl group in PCN-BP was oxidized to p-hydroxy benzyl; it then self-departed, forming PCN, which displayed 24-fold NIR emission at 680 nm with a large Stokes shift (more than 200 nm). This probe presented an excellent linear relation with the concentration of H2O2 and good selectivity to various ions, ROS and biothiols; thus, it can be utilized as a colorimetric and fluorescence turn-on probe. More importantly, the probe was also employed for the exogenous and endogenous imaging of H2O2 in RAW 264.7 cells.

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