Carbazole–azine based fluorescence 'off–on' sensor for selective detection of Cu 2+ and its live cell imaging (original) (raw)
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Selective fluorescence detection of Cu2+ in aqueous solution and living cells
Journal of Luminescence, 2014
A rhodamine B semicarbazide 3 was synthesized by the reaction of rhodamine B acid chloride 2 with hydrazine carboxamide hydrochloride under reflux with triethyl amine in acetonitrile. It was used as selective fluorescent and colorimetric sensor for visual detection of Cu 2 þ over competitive ions (Fe 3 þ , Fe 2 þ , Cr 3 þ , Cd 2 þ , Pb 2 þ , Zn 2 þ , Hg 2 þ , Co 2 þ , Ni 2 þ , Ca 2 þ , Mg 2 þ , Ag 2 þ , Mn 2 þ , Sr 2 þ , Cs 2 þ , Na þ , K þ , Li þ ) in aqueous methanol (1:1, v/v), exhibiting a fast response time, less than few second and a detection limit of 1.6 Â 10 À 7 mol/L at neutral pH. The proposed sensing system can be successfully applicable for determination of Cu 2 þ in waste water samples showing turn on fluorescence response and for further monitoring of intracellular Cu 2 þ levels in living cells with high sensitivity and selectivity at micro molar level concentrations using confocal fluorescence spectroscopy. The synthesis of probe 3 was confirmed by 1 H NMR, 13 C NMR and mass spectrometric analysis.
Tetrahedron Letters, 2010
Schiff base sensor 1, containing naphthalene and naphthalimide fluorophores with separate and distinct emission wavelengths, showed good selectivity for Cu(II) over other tested physiological and environmentally important cations through changes in its fluorescence spectra in THF/H 2 O (9:1) HEPES buffered solution. By taking the ratiometric change of the emissions at 435 nm (naphthalene-Schiff base) and 510 nm (naphthalimide) good linearity was observed in the 0-10 lM range. The enhancement of the 435 nm emission upon binding Cu 2+ was attributed to a prevention of the rapid C@N isomerisation that otherwise leads to non-radiative decay, while the quenching of the naphthalimide emission was attributed to electron transfer between the excited naphthalimide fluorophore and the redox active Cu 2+ .
A Schiff-based fluorescence sensor for the detection of Cu2+ and its application in living cells
Journal of Photochemistry and Photobiology A: Chemistry, 2019
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Applied Organometallic Chemistry, 2020
A new "on-off-on" fluorescence chemosensor (DPD) was designed, synthesized, and characterized based on pyrene and benzothiozole hydrazide. The probe DPD shows high affinity towards Cu 2+ ions and the DPD-Cu 2+ ensemble shows high sensitivity towards S 2− ions through the displacement method in the presence of other interfering ions. The detection limits of DPD for Cu 2+ and S 2− ions were found to be 0.73 and 0.87 nM, respectively. Furthermore, the receptor was effectively applied to recognize Cu 2+ and S 2− ions in real samples and live A549 cells through imaging studies.
Sensors and Actuators B: Chemical, 2014
The commercially available 2, 3-diaminophenazine, 1, 2-diamino-anthraquinone and 2, 4dinitrophenylhydrazine (S1-S3) act as a colorimetric, fluorescent probes for selective detection of Cu 2+ ions in aqueous medium over other metal ions. In presence of Cu 2+ , S1 shows fluorescent turn-off by the paramagnetic effect. S2 and S3 with Cu 2+ ions show fluorescent turn-on due to the inhibition of photoinduced electron transfer mechanism. The fluorescent probes S1-S3 detect Cu 2+ ions in aqueous solution at nanomolar levels. Theoretical calculations were employed to understand the sensing mechanism of the sensors towards Cu 2+. S1, S2 and S3 were further applied for biological imaging to confirm that it can be used as a fluorescent probe for monitoring Cu 2+ in living cells, and demonstrated its value in practical applications such as environmental and biological systems.
A pyrazolo[1,5-a]pyridine-based ratiometric fluorescent probe for sensing Cu2+ in cell
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2019
Ratiometric fluorescent probes based on FRET mechanism have attracted great attention due to their large pseudo-Stokes shifts and built-in correction for environmental effects. However, most donors failed to meet the requirement that the emission of the donor must overlap well with the absorption of the acceptor. Therefore, searching for new fluorophore to construct FRET system is in great need. In this paper, a new fluorescent dye pyrazolo[1,5-a]pyridine was synthesized and used as a donor in the FRET system for ratiometric sensing of Cu 2+. The probe is based on FRET and PET mechanism. It shows high selectivity and sensitivity toward Cu 2+ (detection limit 30 nM). Furthermore, it was successfully used to detect Cu 2+ in Glioma cells.
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2019
A fluorescein-based nano probe was designed and synthesized for ultra-sensitive detection of Cu 2+ in aqueous solution. The formation of fluorescent organic nanoparticles confirmed by using particle size analysis and scanning electron microscopy. UV-Vis. absorption and fluorescence spectroscopy displays excellent photophysical properties of prepared nanoparticles as compared to parent molecule i.e. N-(3′,6′-dihydroxy-3-oxo-3,3adihydrospiro[isoindole-1,9′-xanthene]-2(7aH)-yl)-1-naphthamide (FNH) in acetone. A series of 18 metal ion was examined with FNH nanoparticles (FNHNPs) to examine the change in fluorescence response. Pleasingly, only copper ion (Cu 2+) shows selective and sensitive fluorescence enhancement effect, which discussed on chelation-enhanced fluorescence phenomenon. Other competing metal ions does not affect the FNHNPs fluorescence enhancement induced by Cu 2+ ion. The excited state complexation through chelation-enhanced fluorescence of FNHNPs was further supported by UV-Vis. absorption and fluorescence decay titration of FNHNPs with and without the addition of Cu 2+. The present investigation approach serves extremely low detection limit of 1.62 ng/mL (0.024 μM) for Cu 2+ in aqueous solution. In addition, benefit of present study includes practical application for the quantitative estimation of Cu 2+ in drinking water sample and intracellular cell imaging for Cu 2+ .