A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells

A selective and ratiometric turn-on fluorescent probe was designed and synthesized by using a novel dicyanoisophorone-based derivative and acrylate moiety. The probe displayed high stability and good selectivity to cysteine (Cys) over homocysteine (Hcy) and glutathione (GSH). It also exhibited rapid...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Hengrui, Qin, Nan, Fang, Zhijie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017397/
https://www.ncbi.nlm.nih.gov/pubmed/29470399
http://dx.doi.org/10.3390/molecules23020475
_version_ 1783334740256882688
author Zhang, Hengrui
Qin, Nan
Fang, Zhijie
author_facet Zhang, Hengrui
Qin, Nan
Fang, Zhijie
author_sort Zhang, Hengrui
collection PubMed
description A selective and ratiometric turn-on fluorescent probe was designed and synthesized by using a novel dicyanoisophorone-based derivative and acrylate moiety. The probe displayed high stability and good selectivity to cysteine (Cys) over homocysteine (Hcy) and glutathione (GSH). It also exhibited rapid response to Cys within 180 s. Most importantly, the fluorescence intensity ratio at 590 and 525 nm (I(590)/I(525)) was linearly dependent on the Cys concentration in the range from 0 to 40 μM and the detection limit calculated to be 0.48 μM. This probe was also applied for bioimaging of intracellular Cys in living HeLa cells with low cytotoxicity.
format Online
Article
Text
id pubmed-6017397
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-60173972018-11-13 A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells Zhang, Hengrui Qin, Nan Fang, Zhijie Molecules Article A selective and ratiometric turn-on fluorescent probe was designed and synthesized by using a novel dicyanoisophorone-based derivative and acrylate moiety. The probe displayed high stability and good selectivity to cysteine (Cys) over homocysteine (Hcy) and glutathione (GSH). It also exhibited rapid response to Cys within 180 s. Most importantly, the fluorescence intensity ratio at 590 and 525 nm (I(590)/I(525)) was linearly dependent on the Cys concentration in the range from 0 to 40 μM and the detection limit calculated to be 0.48 μM. This probe was also applied for bioimaging of intracellular Cys in living HeLa cells with low cytotoxicity. MDPI 2018-02-22 /pmc/articles/PMC6017397/ /pubmed/29470399 http://dx.doi.org/10.3390/molecules23020475 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhang, Hengrui
Qin, Nan
Fang, Zhijie
A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells
title A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells
title_full A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells
title_fullStr A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells
title_full_unstemmed A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells
title_short A Novel Dicyanoisophorone-Based Ratiometric Fluorescent Probe for Selective Detection of Cysteine and Its Bioimaging Application in Living Cells
title_sort novel dicyanoisophorone-based ratiometric fluorescent probe for selective detection of cysteine and its bioimaging application in living cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017397/
https://www.ncbi.nlm.nih.gov/pubmed/29470399
http://dx.doi.org/10.3390/molecules23020475
work_keys_str_mv AT zhanghengrui anoveldicyanoisophoronebasedratiometricfluorescentprobeforselectivedetectionofcysteineanditsbioimagingapplicationinlivingcells
AT qinnan anoveldicyanoisophoronebasedratiometricfluorescentprobeforselectivedetectionofcysteineanditsbioimagingapplicationinlivingcells
AT fangzhijie anoveldicyanoisophoronebasedratiometricfluorescentprobeforselectivedetectionofcysteineanditsbioimagingapplicationinlivingcells
AT zhanghengrui noveldicyanoisophoronebasedratiometricfluorescentprobeforselectivedetectionofcysteineanditsbioimagingapplicationinlivingcells
AT qinnan noveldicyanoisophoronebasedratiometricfluorescentprobeforselectivedetectionofcysteineanditsbioimagingapplicationinlivingcells
AT fangzhijie noveldicyanoisophoronebasedratiometricfluorescentprobeforselectivedetectionofcysteineanditsbioimagingapplicationinlivingcells

Ejemplares similares