Near-infrared fluorescent probe for detection of thiophenols in water samples and living cells
- PMID: 25102423
- DOI: 10.1021/ac502227p
Near-infrared fluorescent probe for detection of thiophenols in water samples and living cells
Abstract
The development of probes for rapid, selective, and sensitive detection of the highly toxic thiophenols is of great importance in both environmental and biological science. Despite the appealing advantages of near-infrared (NIR) fluorescent detection, no NIR fluorescent probes have been reported for thiophenols to date. Using the chemical properties of thiophenols that are able to cleave sulfonamide selectively and efficiently under mild conditions, we herein report a dicyanomethylene-benzopyran (DCMB)-based NIR fluorescent probe for thiophenols. This probe features remarkable large Stokes shift and shows a rapid, highly selective, and sensitive detection process for thiophenols with significant NIR fluorescent turn-on responses. The potential applications of this new NIR fluorescent probe were demonstrated by the quantitative detection of thiophenol in real water samples and by fluorescent imaging of thiophenol in living cells.
Similar articles
-
A novel isophorone-based red-emitting/NIR probe for thiophenol and its application in real water sample and vivo.Spectrochim Acta A Mol Biomol Spectrosc. 2019 Mar 5;210:281-288. doi: 10.1016/j.saa.2018.11.030. Epub 2018 Nov 15. Spectrochim Acta A Mol Biomol Spectrosc. 2019. PMID: 30466034
-
A coumarin-based fluorescent probe for selective and sensitive detection of thiophenols and its application.Anal Chem. 2014 Mar 18;86(6):3037-42. doi: 10.1021/ac403885n. Epub 2014 Mar 3. Anal Chem. 2014. PMID: 24506518
-
A near-infrared fluorescent sensor with large Stokes shift for rapid and highly selective detection of thiophenols in water samples and living cells.Anal Bioanal Chem. 2018 Mar;410(7):2001-2009. doi: 10.1007/s00216-018-0867-3. Epub 2018 Jan 23. Anal Bioanal Chem. 2018. PMID: 29362851
-
Recent progress in the development of near-infrared fluorescent probes for bioimaging applications.Chem Soc Rev. 2014 Jan 7;43(1):16-29. doi: 10.1039/c3cs60271k. Epub 2013 Sep 19. Chem Soc Rev. 2014. PMID: 24052190 Review.
-
Far-red and near infrared BODIPY dyes: synthesis and applications for fluorescent pH probes and bio-imaging.Org Biomol Chem. 2014 Jun 21;12(23):3774-91. doi: 10.1039/c3ob42554a. Org Biomol Chem. 2014. PMID: 24781214 Review.
Cited by
-
Long-wavelength analyte-sensitive luminescent probes and optical (bio)sensors.Methods Appl Fluoresc. 2015 Dec;3(4):042005. doi: 10.1088/2050-6120/3/4/042005. Epub 2015 Oct 22. Methods Appl Fluoresc. 2015. PMID: 27134748 Free PMC article.
-
Antiproliferative Activity and Cellular Uptake of Evodiamine and Rutaecarpine Based on 3D Tumor Models.Molecules. 2016 Jul 21;21(7):954. doi: 10.3390/molecules21070954. Molecules. 2016. PMID: 27455219 Free PMC article.
-
A Fluorescent Probe for the Fast Detection of Hypochlorite and its Applications in Water, Test Strip and Living Cells.J Fluoresc. 2021 Mar;31(2):569-576. doi: 10.1007/s10895-020-02675-z. Epub 2021 Jan 21. J Fluoresc. 2021. PMID: 33475948
-
Recent Progress in the Development of Fluorescent Probes for Thiophenol.Molecules. 2019 Oct 16;24(20):3716. doi: 10.3390/molecules24203716. Molecules. 2019. PMID: 31623065 Free PMC article. Review.
-
Fluorescent probes based on nucleophilic aromatic substitution reactions for reactive sulfur and selenium species: Recent progress, applications, and design strategies.Coord Chem Rev. 2021 Jan 15;427:213601. doi: 10.1016/j.ccr.2020.213601. Epub 2020 Oct 2. Coord Chem Rev. 2021. PMID: 33024340 Free PMC article. Review.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Miscellaneous
