A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells

Hydrogen peroxide (H2O2) plays a significant role in regulating a variety of biological processes. Dysregulation of H2O2 can lead to various diseases. Although numerous fluorescent imaging probes for H2O2 have been reported, the development of H2O2 ratiometric fluorescent probe with large Stokes shi...

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Main Authors: Qingxin Chen, Ke Cheng, Wanhe Wang, Liu Yang, Yusheng Xie, Ling Feng, Jie Zhang, Huatang Zhang, Hongyan Sun
Format: Article
Language:English
Published: Elsevier 2020-10-01
Series:Journal of Pharmaceutical Analysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2095177920310236
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spelling doaj-f62db425d9154e18b9fee113ed0f0e512021-04-02T14:55:17ZengElsevierJournal of Pharmaceutical Analysis2095-17792020-10-01105490497A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cellsQingxin Chen0Ke Cheng1Wanhe Wang2Liu Yang3Yusheng Xie4Ling Feng5Jie Zhang6Huatang Zhang7Hongyan Sun8Department of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Key Laboratory of Biochip Technology, Biotech and Health Centre, City University of Hong Kong Shenzhen Research Institute, Shenzhen, 518057, ChinaDepartment of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Key Laboratory of Biochip Technology, Biotech and Health Centre, City University of Hong Kong Shenzhen Research Institute, Shenzhen, 518057, ChinaDepartment of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Key Laboratory of Biochip Technology, Biotech and Health Centre, City University of Hong Kong Shenzhen Research Institute, Shenzhen, 518057, ChinaDepartment of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Chengdu Research Institute, City University of Hong Kong, Chengdu, 610000, ChinaDepartment of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Key Laboratory of Biochip Technology, Biotech and Health Centre, City University of Hong Kong Shenzhen Research Institute, Shenzhen, 518057, ChinaDepartment of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Key Laboratory of Biochip Technology, Biotech and Health Centre, City University of Hong Kong Shenzhen Research Institute, Shenzhen, 518057, ChinaDepartment of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Chengdu Research Institute, City University of Hong Kong, Chengdu, 610000, ChinaSchool of Chemical Engineering and Light Industry, School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, 510006, ChinaDepartment of Chemistry and Center of Super-Diamond and Advanced Films, City University of Hong Kong, Hong Kong, China; Chengdu Research Institute, City University of Hong Kong, Chengdu, 610000, China; Corresponding author. Department of Chemistry and Center of Super-Diamond and Advanced Films (COSDAF), City University of Hong Kong, Hong Kong, China.Hydrogen peroxide (H2O2) plays a significant role in regulating a variety of biological processes. Dysregulation of H2O2 can lead to various diseases. Although numerous fluorescent imaging probes for H2O2 have been reported, the development of H2O2 ratiometric fluorescent probe with large Stokes shift remains rather limited. Such probes have shown distinct advantages, such as minimized interference from environment and improved signal-to noise ratio. In this work, we reported a new pyrene-based compound Py-VPB as H2O2 fluorescent probe in vitro. The probe demonstrated ratiometric detection behavior, large Stokes shift and large emission shift. In addition, the probe showed high sensitivity and selectivity towards H2O2 in vitro. Based on these excellent properties, we successfully applied Py-VPB to the visualization of exogenous and endogenous H2O2 in living cells. Cell imaging study also showed that our probe was localized in the mitochondria. We envision that the probe can provide a useful tool for unmasking the biological roles of mitochondrial H2O2 in living systems.http://www.sciencedirect.com/science/article/pii/S2095177920310236Hydrogen peroxideFluorescent probePyreneRatiometric detectionLarge Stokes shift
collection DOAJ
language English
format Article
sources DOAJ
author Qingxin Chen
Ke Cheng
Wanhe Wang
Liu Yang
Yusheng Xie
Ling Feng
Jie Zhang
Huatang Zhang
Hongyan Sun
spellingShingle Qingxin Chen
Ke Cheng
Wanhe Wang
Liu Yang
Yusheng Xie
Ling Feng
Jie Zhang
Huatang Zhang
Hongyan Sun
A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells
Journal of Pharmaceutical Analysis
Hydrogen peroxide
Fluorescent probe
Pyrene
Ratiometric detection
Large Stokes shift
author_facet Qingxin Chen
Ke Cheng
Wanhe Wang
Liu Yang
Yusheng Xie
Ling Feng
Jie Zhang
Huatang Zhang
Hongyan Sun
author_sort Qingxin Chen
title A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells
title_short A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells
title_full A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells
title_fullStr A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells
title_full_unstemmed A pyrene-based ratiometric fluorescent probe with a large Stokes shift for selective detection of hydrogen peroxide in living cells
title_sort pyrene-based ratiometric fluorescent probe with a large stokes shift for selective detection of hydrogen peroxide in living cells
publisher Elsevier
series Journal of Pharmaceutical Analysis
issn 2095-1779
publishDate 2020-10-01
description Hydrogen peroxide (H2O2) plays a significant role in regulating a variety of biological processes. Dysregulation of H2O2 can lead to various diseases. Although numerous fluorescent imaging probes for H2O2 have been reported, the development of H2O2 ratiometric fluorescent probe with large Stokes shift remains rather limited. Such probes have shown distinct advantages, such as minimized interference from environment and improved signal-to noise ratio. In this work, we reported a new pyrene-based compound Py-VPB as H2O2 fluorescent probe in vitro. The probe demonstrated ratiometric detection behavior, large Stokes shift and large emission shift. In addition, the probe showed high sensitivity and selectivity towards H2O2 in vitro. Based on these excellent properties, we successfully applied Py-VPB to the visualization of exogenous and endogenous H2O2 in living cells. Cell imaging study also showed that our probe was localized in the mitochondria. We envision that the probe can provide a useful tool for unmasking the biological roles of mitochondrial H2O2 in living systems.
topic Hydrogen peroxide
Fluorescent probe
Pyrene
Ratiometric detection
Large Stokes shift
url http://www.sciencedirect.com/science/article/pii/S2095177920310236
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