schliessen

Filtern

 

Bibliotheken

The Development of Fluorescent Probes for Visualizing Intracellular Hydrogen Polysulfides

Endogenous hydrogen polysulfides (HS; >1) have been recognized as important regulators in sulfur‐related redox biology. HS can activate tumor suppressors, ion channels, and transcription factors with higher potency than HS. Although HS are drawing increasing attention, their exact mechanisms of acti... Full description

Journal Title: Angewandte Chemie International Edition 16 November 2015, Vol.54(47), pp.13961-13965
Main Author: Chen, Wei
Other Authors: Rosser, Ethan W. , Matsunaga, Tetsuro , Pacheco, Armando , Akaike, Takaaki , Xian, Ming
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201506887
Zum Text:
SendSend as email Add to Book BagAdd to Book Bag
Staff View
recordid: wj10.1002/anie.201506887
title: The Development of Fluorescent Probes for Visualizing Intracellular Hydrogen Polysulfides
format: Article
creator:
  • Chen, Wei
  • Rosser, Ethan W.
  • Matsunaga, Tetsuro
  • Pacheco, Armando
  • Akaike, Takaaki
  • Xian, Ming
subjects:
  • Cyclization
  • Fluorescence
  • Fluorescent Probes
  • Hydrogen Polysulfides
  • Imaging Agents
ispartof: Angewandte Chemie International Edition, 16 November 2015, Vol.54(47), pp.13961-13965
description: Endogenous hydrogen polysulfides (HS; >1) have been recognized as important regulators in sulfur‐related redox biology. HS can activate tumor suppressors, ion channels, and transcription factors with higher potency than HS. Although HS are drawing increasing attention, their exact mechanisms of action are still poorly understood. A major hurdle in this field is the lack of reliable and convenient methods for HS detection. Herein we report a HS‐mediated benzodithiolone formation under mild conditions. This method takes advantage of the unique dual reactivity of HS as both a nucleophile and an electrophile. Based on this reaction, three fluorescent probes (, , and ) were synthesized and evaluated. Among the probes prepared, showed a desirable off/on fluorescence response to HS and high specificity. The probe was successfully applied in visualizing intracellular HS. : The dual reactivity of hydrogen polysulfides (HS), which can act as both an electrophile and a nucleophile, is exploited in the development of highly sensitive and selective fluorescent probes. One of the probes was applied in the visualization of exogenous and endogenous HS in cells. CSE=cystathionine γ‐lyase.
language: eng
source:
identifier: ISSN: 1433-7851 ; E-ISSN: 1521-3773 ; DOI: 10.1002/anie.201506887
fulltext: fulltext
issn:
  • 1433-7851
  • 14337851
  • 1521-3773
  • 15213773
url: Link


@attributes
ID1276370995
RANK0.07
NO1
SEARCH_ENGINEprimo_central_multiple_fe
SEARCH_ENGINE_TYPEPrimo Central Search Engine
LOCALfalse
PrimoNMBib
record
control
sourcerecordid10.1002/anie.201506887
sourceidwj
recordidTN_wj10.1002/anie.201506887
sourcesystemPC
pqid1760883753
galeid440007785
display
typearticle
titleThe Development of Fluorescent Probes for Visualizing Intracellular Hydrogen Polysulfides
creatorChen, Wei ; Rosser, Ethan W. ; Matsunaga, Tetsuro ; Pacheco, Armando ; Akaike, Takaaki ; Xian, Ming
ispartofAngewandte Chemie International Edition, 16 November 2015, Vol.54(47), pp.13961-13965
identifier
subjectCyclization ; Fluorescence ; Fluorescent Probes ; Hydrogen Polysulfides ; Imaging Agents
descriptionEndogenous hydrogen polysulfides (HS; >1) have been recognized as important regulators in sulfur‐related redox biology. HS can activate tumor suppressors, ion channels, and transcription factors with higher potency than HS. Although HS are drawing increasing attention, their exact mechanisms of action are still poorly understood. A major hurdle in this field is the lack of reliable and convenient methods for HS detection. Herein we report a HS‐mediated benzodithiolone formation under mild conditions. This method takes advantage of the unique dual reactivity of HS as both a nucleophile and an electrophile. Based on this reaction, three fluorescent probes (, , and ) were synthesized and evaluated. Among the probes prepared, showed a desirable off/on fluorescence response to HS and high specificity. The probe was successfully applied in visualizing intracellular HS. : The dual reactivity of hydrogen polysulfides (HS), which can act as both an electrophile and a nucleophile, is exploited in the development of highly sensitive and selective fluorescent probes. One of the probes was applied in the visualization of exogenous and endogenous HS in cells. CSE=cystathionine γ‐lyase.
languageeng
source
version7
lds50peer_reviewed
links
openurl$$Topenurl_article
openurlfulltext$$Topenurlfull_article
search
creatorcontrib
0Chen, Wei
1Rosser, Ethan W.
2Matsunaga, Tetsuro
3Pacheco, Armando
4Akaike, Takaaki
5Xian, Ming
titleThe Development of Fluorescent Probes for Visualizing Intracellular Hydrogen Polysulfides
descriptionEndogenous hydrogen polysulfides (HS; >1) have been recognized as important regulators in sulfur‐related redox biology. HS can activate tumor suppressors, ion channels, and transcription factors with higher potency than HS. Although HS are drawing increasing attention, their exact mechanisms of action are still poorly understood. A major hurdle in this field is the lack of reliable and convenient methods for HS detection. Herein we report a HS‐mediated benzodithiolone formation under mild conditions. This method takes advantage of the unique dual reactivity of HS as both a nucleophile and an electrophile. Based on this reaction, three fluorescent probes (, , and ) were synthesized and evaluated. Among the probes prepared, showed a desirable off/on fluorescence response to HS and high specificity. The probe was successfully applied in visualizing intracellular HS. : The dual reactivity of hydrogen polysulfides (HS), which can act as both an electrophile and a nucleophile, is exploited in the development of highly sensitive and selective fluorescent probes. One of the probes was applied in the visualization of exogenous and endogenous HS in cells. CSE=cystathionine γ‐lyase.
subject
0Cyclization
1Fluorescence
2Fluorescent Probes
3Hydrogen Polysulfides
4Imaging Agents
general
0English
1WILEY‐VCH Verlag
210.1002/anie.201506887
3Wiley Online Library
sourceidwj
recordidwj10.1002/anie.201506887
issn
01433-7851
114337851
21521-3773
315213773
rsrctypearticle
creationdate2015
addtitle
0Angewandte Chemie International Edition
1Angew. Chem. Int. Ed.
searchscope
0wj
1wiley
scope
0wj
1wiley
lsr30VSR-Enriched:[galeid, pqid, pages]
sort
titleThe Development of Fluorescent Probes for Visualizing Intracellular Hydrogen Polysulfides
authorChen, Wei ; Rosser, Ethan W. ; Matsunaga, Tetsuro ; Pacheco, Armando ; Akaike, Takaaki ; Xian, Ming
creationdate20151116
facets
frbrgroupid-2391014538337290924
frbrtype5
languageeng
creationdate2015
topic
0Cyclization
1Fluorescence
2Fluorescent Probes
3Hydrogen Polysulfides
4Imaging Agents
collectionWiley Online Library
prefilterarticles
rsrctypearticles
creatorcontrib
0Chen, Wei
1Rosser, Ethan W.
2Matsunaga, Tetsuro
3Pacheco, Armando
4Akaike, Takaaki
5Xian, Ming
jtitleAngewandte Chemie International Edition
toplevelpeer_reviewed
delivery
delcategoryRemote Search Resource
fulltextfulltext
addata
aulast
0Chen
1Rosser
2Matsunaga
3Pacheco
4Akaike
5Xian
aufirst
0Wei
1Ethan W.
2Tetsuro
3Armando
4Takaaki
5Ming
au
0Chen, Wei
1Rosser, Ethan W.
2Matsunaga, Tetsuro
3Pacheco, Armando
4Akaike, Takaaki
5Xian, Ming
atitleThe Development of Fluorescent Probes for Visualizing Intracellular Hydrogen Polysulfides
jtitleAngewandte Chemie International Edition
risdate20151116
volume54
issue47
spage13961
epage13965
issn1433-7851
eissn1521-3773
genrearticle
ristypeJOUR
abstractEndogenous hydrogen polysulfides (HS; >1) have been recognized as important regulators in sulfur‐related redox biology. HS can activate tumor suppressors, ion channels, and transcription factors with higher potency than HS. Although HS are drawing increasing attention, their exact mechanisms of action are still poorly understood. A major hurdle in this field is the lack of reliable and convenient methods for HS detection. Herein we report a HS‐mediated benzodithiolone formation under mild conditions. This method takes advantage of the unique dual reactivity of HS as both a nucleophile and an electrophile. Based on this reaction, three fluorescent probes (, , and ) were synthesized and evaluated. Among the probes prepared, showed a desirable off/on fluorescence response to HS and high specificity. The probe was successfully applied in visualizing intracellular HS. : The dual reactivity of hydrogen polysulfides (HS), which can act as both an electrophile and a nucleophile, is exploited in the development of highly sensitive and selective fluorescent probes. One of the probes was applied in the visualization of exogenous and endogenous HS in cells. CSE=cystathionine γ‐lyase.
copWeinheim
pubWILEY‐VCH Verlag
doi10.1002/anie.201506887
pages13961-13965
date2015-11-16