An Ionic 1,4-Bis(styryl)benzene-Based Fluorescent Probe for Mercury(II) Detection in Water via Deprotection of the Thioacetal Group (original) (raw)
Related papers
Analytical Chemistry, 2008
In this paper we unveil a new homogeneous assay-using TOTO-3 and the polythymine oligonucleotide T 33 -for the highly selective and sensitive detection of Hg 2+ in aqueous solution. The fluorescence of TOTO-3 is weak in the absence or presence of randomly coiled T 33 . After T 33 interacts specifically with Hg 2+ ions through T-Hg 2+ -T bonding, however, its conformation changes to form a folded structure that preferably binds to TOTO-3. As a result, the fluorescence of a mixture of T 33 and TOTO-3 increases in the presence of Hg 2+ . Our data from fluorescence polarization spectroscopy and capillary electrophoresis with laser-induced fluorescence detection confirm the formation of folded T 33 -Hg 2+ complexes. Under optimum conditions, the TOTO-3/T 33 probe exhibited a high selectivity (≥265fold) toward Hg 2+ over other metal ions, with a limit of detection of 0.6 ppb. We demonstrate the practicality of this TOTO-3/T 33 probe through its use for the rapid determination of Hg 2+ in pond water and in batteries. This approach offers several advantages, including rapidity (<15 min), simplicity (label free), and low cost.
Tetrahedron Letters, 2012
In this Letter we present a new probe, 2-amino-3-hydroxy-2-(hydroxymethyl)propyl 2-(7-hydroxy-2oxo-2H-chromen-4-yl)acetate (PMR), which can reversibly detect mercuric ions (Hg 2+ ) in HEPES buffer under physiological conditions. Possible interference with other analytes was examined. PMR displays a highly selective decrease of its fluorescence at 460 nm when it reacts with Hg 2+ . Interestingly, the probe can also be used as a fluorescent turn-on sensor for biologically relevant thiols such as glutathione and cysteine. PMR can be used to determine mercury in living cells.
Dyes and Pigments, 2011
A sensor membrane based on the fluorescence enhancement of a novel triazine-thione derivative, 4-ethyl-5-hydroxy-5,6-di-pyridin-2-yl-4,5-dihydro-2H-[1,2,4]triazine-3-thione, was capable of determining mercury(II) with high selectivity over the range 5.0 × 10−10 and 5.0 × 10−5 mol L−1 with a limit of detection of 1.8 × 10−10 mol L−1 (0.036 μg L−1). The sensor can be regenerated using 5% thiourea in 1.0 mol L−1 HCl solution. The sensor also displayed unique selectivity toward mercury(II) ion with respect to
Fluorescent sensing and determination of mercury (II) ions in water
The presence of heavy metals released from industrial activities into water streams is an ever-growing challenge to ensuring a safe and clean aquatic environment. Detection and determination of the levels of these heavy metals in wastewater is an important step before any measures can be taken. In this study we report on a fluorescent sensing probe based on a naphthyl azo dye modified dibenzo-18-crown-6-ether (DB18C6) for the detection and determination of mercury (II) ions in water. The probe showed high sensitivity and selectivity towards the mercury (II) ion among various alkali, alkaline earth, and transition metal ions. The mercury (II) ion quenched the fluorescence of the probe. Stern-Volmer quenching constants (K sv) were found to be highest for Hg 2+ ion at 1.18 x 10 5 M-1 compared to 3.85 x 10 4 M-1 for copper (II) ion. The stoichiometry of the sensor– metal ion interaction was found to be 1:1 for both metal ions using Job plots. The detection limit for Hg 2+ was 1.25 x 10-8 M. The dye modified crown ether was then used to detect mercury in a water sample from a coal-fired power plant and to determine the amount of mercury in the water sample.
Analytical Chemistry, 2006
A new gold-nanoparticle (AuNP)-based sensor for detecting Hg(II) ions in aqueous solution has been developed. Rhodamine B (RB) molecules that are highly fluorescent in bulk solution fluoresce weakly when they are adsorbed onto AuNP surfaces as a result of fluorescence resonance energy transfer and collision with AuNPs. In the presence of metal ions such as Hg(II), RB molecules are released from the AuNP surface and thus restore the florescence of RB. The modulation of the photoluminescence quenching efficiency of RB-AuNPs in the presence of Hg(II) ions can achieve a large turn-on fluorescence enhancement (400-fold) in aqueous solution, and the entire detection takes less than 10 min. We have improved the selectivity of the probe further by modifying the AuNP surfaces with thiol ligands (mercaptopropionic acid, mercaptosuccinic acid, and homocystine) and adding a chelating ligand (2,6-pyridinedicarboxylic acid) to the sample solutions. Under the optimum conditions, the selectivity of this system for Hg(II) over other metal ions in aqueous solutions is remarkably high (50-fold or more), and its LOD for Hg(II) in the matrix pond water is 2.0 ppb. Our approach demonstrated the feasibility of using the developed nanosensor for rapid determination of Hg(II) in aqueous environmental samples and in batteries.
Analytica Chimica Acta, 2007
A gold-nanoparticles (Au NPs)-Rhodamine 6G (Rh6G) based fluorescent sensor for detecting Hg (II) in aqueous solution has been developed. Water-soluble and monodisperse gold nanoparticles (Au NPs) has been prepared facilely and further modified with thioglycolic acid (TGA). Free Rh6G dye was strongly fluorescent in bulk solution. The sensor system composing of Rh6G and Au NPs fluoresce weakly as result of fluorescence resonance energy transfer (FRET) and collision. The fluorescence of Rh6G and Au NPs based sensor was gradually recovered due to Rh6G units departed from the surface of functionalized Au NPs in the presence of Hg(II). Based on the modulation of fluorescence quenching efficiency of Rh6G-Au NPs by Hg(II) at pH 9.0 of teraborate buffer solution, a simple, rapid, reliable and specific turn-on fluorescent assay for Hg(II) was proposed. Under the optimum conditions, the fluorescence intensity of sensor is proportional to the concentration of Hg(II). The calibration graphs are linear over the range of 5.0 × 10 −10 to 3.55 × 10 −8 mol L −1 , and the corresponding limit of detection (LOD) is low as 6.0 × 10 −11 mol L −1 . The relative standard deviation of 10 replicate measurements is 1.5% for 2.0 × 10 −9 mol L −1 Hg(II). In comparison with conventional fluorimetric methods for detection of mercury ion, the present nanosensor endowed with higher sensitivity and selectivity for Hg(II) in aqueous solution. Mercury(II) of real environmental water samples was determined by our proposed method with satisfactory results that were obtained by atomic absorption spectroscopy (AAS).
Tetrahedron Letters, 2011
A novel fluorometric sensor bearing three dansyl moieties based on tris[2-(2-aminoethylthio)ethyl]amine was prepared by a simple approach using a conventional two-step synthesis. The sensor exhibits highly Hg 2+ -selective ON-OFF fluorescence quenching behavior in aqueous acetonitrile solutions and is shown to discriminate various competing metal ions, particularly Cu 2+ , Ag + , and Pb 2+ as well as Ca 2+ , Cd 2+ , Co 2+ , Fe 3+ , Mn 2+ , Na + , Ni 2+ , and Zn 2+ , with a detection limit of 1.15 Â 10 À7 M or 23 ppb.
Sensors and Actuators B: Chemical, 2018
Highlights An incisively novel AIE active anthracene based fluorescent probe (AIN) is designed It furnishes strong green colour fluorescent aggregates in mixed aqueous media The fluorescent aggregates shows superb selectivity toward Hg 2+ ion as low as ~3 ppb The aggregates coated TLC strips detect Hg 2+ ions for an instant 'naked eye' response It is also applied to determine the concentration of Hg 2+ in real water samples Abstract: An Anthracene based fluorescent probe, 1-(Anthracen-2-yliminomethyl)napthalen-2-ol (AIN), was synthesized via simple one-pot reaction from inexpensive reagents. Intriguingly, it exhibited novel AIE characteristics in H2O-THF mixtures at high water content. Size and growth process of particles in different volume percentage of water and THF mixtures were investigated using TRPL, DLS, SEM and optical microscope. The fluorescent aggregates exhibited distinct Hg 2+-selective "on-off" type fluorescence switching upon binding. Additionally, the fluorescence quenching showed a linear correlation in the Hg 2+ concentration range from 0.3 to 3.6 μM and the limit of detection was estimated as low as ~3 ppb. The drastic decrease in emission intensity of AIN aggregates was observed in the presence of mercury ions via a complex interplay through the ground state complexation between AIN and Hg 2+ ions and external heavy atom induced perturbation by Hg 2+ ions to the excited states of the AIN. A large Stern-Volmer quenching constant was estimated to be 2.54 × 10 5 M-1. The proposed analytical system with clear AIE characteristics demonstrates a potential outlook for the on-site visual detection of Hg 2+ in paper strips. Finally, the sensory probe was also applied to determine the concentration of Hg 2+ in real water samples to demonstrate its practical applications.
Dalton Trans., 2012
A new chemosensor molecule 3 based on a ferrocene-imidazophenanthrophenazine dyad effectively recognizes Hg 2+ in an aqueous environment through three different channels. Upon recognition, an anodic shift of the ferrocene-ferrocenium oxidation potential (ΔE 1/2 = 240 mV) and a progressive red shift (Δλ = 17 nm) of the low energy band in its absorption spectrum is produced. The emission spectrum of 3 in an aqueous environment, CH 3 CN-EtOH-H 2 O (65 : 25 : 10), and conducted at pH = 7.4 (20 × 10 −3 M HEPES) (Φ = 0.003), is perturbed after addition of Hg 2+ cations and an intense and structureless red shift emission band at 494 nm (Δλ = 92 nm) appeared along with an increase of the intensity of the emission band (CHEF = 77), the quantum yield (Φ = 0.054) resulted in a 18-fold increase. The combined 1 H NMR data of the complex and the theoretical calculations suggest the proposed bridging coordination mode.