A highly selective and sensitive fluorescent probe for hypochlorous acid and its lysosome-targetable biological applications

A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For comparison, the probe PT-2 without morpholine moiety as a lysosome-directing group was also synthesized and investigated. Probes PT-1 and PT-2 exhibite...

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Published inTalanta (Oxford) Vol. 174; pp. 234 - 242
Main Authors Liu, Chang, Jiao, Xiaojie, He, Song, Zhao, Liancheng, Zeng, Xianshun
Format Journal Article
LanguageEnglish
Published Netherlands Elsevier B.V 01.11.2017
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Abstract A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For comparison, the probe PT-2 without morpholine moiety as a lysosome-directing group was also synthesized and investigated. Probes PT-1 and PT-2 exhibited high selectivity, high sensitivity (with the detection limits down to the 10−10M range) and response in real time (within 10s) toward HOCl over other reactive oxygen species (ROS). Both PT-1 and PT-2 were cell permeable and enabled them to be used for monitoring of HOCl in living cells. Meanwhile, the probe PT-1 demonstrated an accurately lysosome-targeting ability, and was successfully applied to image of exogenous, endogenous produced HOCl in living cells. The success of subcellular imaging suggested that the probe PT-1 could be used in further applications for the investigation of biological functions and pathological roles of HOCl at organelle levels. A novel lysosome-targetable fluorescence probe has been rationally designed and synthesized for sensitive and selective detection of HOCl. The probe functions as an excellent fluorescence probe for real-time imaging of HOCl in lysosomes. [Display omitted] •A novel lysosome-targetable fluorescence probe has been rationally designed and synthesized.•The probe exhibits high selectivity and sensitivity for the detection of HOCl.•The probe functions as an excellent fluorescence probe for real-time imaging of HOCl in lysosomes.
AbstractList A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For comparison, the probe PT-2 without morpholine moiety as a lysosome-directing group was also synthesized and investigated. Probes PT-1 and PT-2 exhibited high selectivity, high sensitivity (with the detection limits down to the 10−10M range) and response in real time (within 10s) toward HOCl over other reactive oxygen species (ROS). Both PT-1 and PT-2 were cell permeable and enabled them to be used for monitoring of HOCl in living cells. Meanwhile, the probe PT-1 demonstrated an accurately lysosome-targeting ability, and was successfully applied to image of exogenous, endogenous produced HOCl in living cells. The success of subcellular imaging suggested that the probe PT-1 could be used in further applications for the investigation of biological functions and pathological roles of HOCl at organelle levels. A novel lysosome-targetable fluorescence probe has been rationally designed and synthesized for sensitive and selective detection of HOCl. The probe functions as an excellent fluorescence probe for real-time imaging of HOCl in lysosomes. [Display omitted] •A novel lysosome-targetable fluorescence probe has been rationally designed and synthesized.•The probe exhibits high selectivity and sensitivity for the detection of HOCl.•The probe functions as an excellent fluorescence probe for real-time imaging of HOCl in lysosomes.
A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For comparison, the probe PT-2 without morpholine moiety as a lysosome-directing group was also synthesized and investigated. Probes PT-1 and PT-2 exhibited high selectivity, high sensitivity (with the detection limits down to the 10−10M range) and response in real time (within 10s) toward HOCl over other reactive oxygen species (ROS). Both PT-1 and PT-2 were cell permeable and enabled them to be used for monitoring of HOCl in living cells. Meanwhile, the probe PT-1 demonstrated an accurately lysosome-targeting ability, and was successfully applied to image of exogenous, endogenous produced HOCl in living cells. The success of subcellular imaging suggested that the probe PT-1 could be used in further applications for the investigation of biological functions and pathological roles of HOCl at organelle levels.
A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For comparison, the probe PT-2 without morpholine moiety as a lysosome-directing group was also synthesized and investigated. Probes PT-1 and PT-2 exhibited high selectivity, high sensitivity (with the detection limits down to the 10-10M range) and response in real time (within 10s) toward HOCl over other reactive oxygen species (ROS). Both PT-1 and PT-2 were cell permeable and enabled them to be used for monitoring of HOCl in living cells. Meanwhile, the probe PT-1 demonstrated an accurately lysosome-targeting ability, and was successfully applied to image of exogenous, endogenous produced HOCl in living cells. The success of subcellular imaging suggested that the probe PT-1 could be used in further applications for the investigation of biological functions and pathological roles of HOCl at organelle levels.A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For comparison, the probe PT-2 without morpholine moiety as a lysosome-directing group was also synthesized and investigated. Probes PT-1 and PT-2 exhibited high selectivity, high sensitivity (with the detection limits down to the 10-10M range) and response in real time (within 10s) toward HOCl over other reactive oxygen species (ROS). Both PT-1 and PT-2 were cell permeable and enabled them to be used for monitoring of HOCl in living cells. Meanwhile, the probe PT-1 demonstrated an accurately lysosome-targeting ability, and was successfully applied to image of exogenous, endogenous produced HOCl in living cells. The success of subcellular imaging suggested that the probe PT-1 could be used in further applications for the investigation of biological functions and pathological roles of HOCl at organelle levels.
A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For comparison, the probe PT-2 without morpholine moiety as a lysosome-directing group was also synthesized and investigated. Probes PT-1 and PT-2 exhibited high selectivity, high sensitivity (with the detection limits down to the 10 M range) and response in real time (within 10s) toward HOCl over other reactive oxygen species (ROS). Both PT-1 and PT-2 were cell permeable and enabled them to be used for monitoring of HOCl in living cells. Meanwhile, the probe PT-1 demonstrated an accurately lysosome-targeting ability, and was successfully applied to image of exogenous, endogenous produced HOCl in living cells. The success of subcellular imaging suggested that the probe PT-1 could be used in further applications for the investigation of biological functions and pathological roles of HOCl at organelle levels.
Author Zeng, Xianshun
Jiao, Xiaojie
Zhao, Liancheng
Liu, Chang
He, Song
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  givenname: Liancheng
  surname: Zhao
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  organization: Tianjin Key Laboratory for Photoelectric Materials and Devices, and Key Laboratory of Display Materials & Photoelectric Devices, Ministry of Education, School of Materials Science & Engineering, Tianjin University of Technology, Tianjin 300384, China
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Keywords Hypochlorous acid
1,8-Naphthalimide
Imaging
PET
Fluorescent probe
Lysosome
Language English
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Snippet A novel lysosome-targetable fluorescence probe PT-1 based on a photoinduced electron transfer (PET) mechanism has been designed and synthesized. For...
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SubjectTerms 1,8-Naphthalimide
electron transfer
fluorescence
fluorescent dyes
Fluorescent probe
Hypochlorous acid
image analysis
Imaging
Lysosome
monitoring
morpholine
PET
reactive oxygen species
Title A highly selective and sensitive fluorescent probe for hypochlorous acid and its lysosome-targetable biological applications
URI https://dx.doi.org/10.1016/j.talanta.2017.06.012
https://www.ncbi.nlm.nih.gov/pubmed/28738574
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