A Rhodamine-Based Dual Chemosensor for Cu(II) and Fe(III (original) (raw)
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Keywords: Rhodamine dye Paramagnetic metal ions Different detection style Zebrafish embryos Molecular logic gate A B S T R A C T A Rhodamine based quinoline conjugated fluorescence chemosensor (RhQA) was delineated for the detection of two paramagnetic metal ions (Fe 3+ /Cu 2+) through various analytical techniques. The addition of Fe 3+ and Cu 2+ ions induced a great enhancement in the absorption of RhQA; moreover, Fe 3+ also induced a strong fluorescence enhancement. Hence, this is an admirable example for the selective detection of the biologically/ environmentally significant transition metal ions as dual chemosensor. The obtained results reveal that the chemosensor (RhQA) has remarkable selectivity towards Fe 3+ /Cu 2+ ions even in the presence of higher concentration of various interference metal ions such as Pb 2+ , Cd 2+ , Hg 2+ , Zn 2+ , Ni 2+ , Co 2+ , Mn 2+ , Fe 2+ , Cr 3+ , Ca 2+ , Ba 2+ , Mg 2+ , Na + , K + , and Ag +. Its excellency in sensitivity was confirmed by the obtained linear relationship with Fe 2+ /Cu 3+ ions, and the calculated detection limit values are, 1.8 × 10 −8 and 3.3 × 10 −8 M for Cu 2+ and Fe 3+ ions respectively. More interestingly, this chemosensor, RhQA was successfully employed to trace out the intra cellular Fe 3+ ions in Zebrafish embryos.
Rhodamine-Based Cu2+ -Selective Fluorosensor: Synthesis, Mechanism, and Application in Living Cells
Journal of Fluorescence, 2013
A rhodamine B-based fluorescence probe (1) for the sensitive and selective detection of Cu 2+ ion has been designed and synthesized using pyridine moiety. The optical properties of this compound have been investigated in acetonitrile-water binary solution (7:3 v/v). Compound 1 is found to be an excellent sensor for a biologically/physiologically very important transition metal ion (Cu 2+) using only the two very different modes of measurements (absorption and emission); one case displayed intensity enhancement whereas in other case showed intensity depletion (quenching). A mechanistic investigation has been performed to explore the static nature of quenching process. The sensor has been found to be very effective in sensing Cu 2+ ion inside living cells also.
Highly sensitive chemosensor for Cu(II) and Hg(II) based on the tripodal rhodamine receptor
Sensors and Actuators B: Chemical, 2009
A new flexible tripodal compound 1 linked with three rhodamine groups as fluorophores and recognition sites was synthesized and its sensing behavior toward metal ions was investigated by UV-vis and fluorescence spectroscopy methods. It exhibited excellent selectivity for Cu(II) over miscellaneous metal ions including Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Zn(II), Cd(II), Al(III), Mg(II), Ca(II), Sr(II), Na(I), and K(I). While the fluorescence of the 1-Cu(II) complex could be enhanced significantly upon the addition of Hg(II) compound 1 may therefore be applicable as an OFF-ON fluorescent chemosensor for Cu(II) and Hg(II).
Materials Technology, 2011
Copper is one of the essential trace nutrients in biological systems. Apart from its biological role, copper is predominantly being used in ceramics, alloys, household utensils, electrical wires, fertiliser preparation and in various engineering purposes, owing to its high malleability, electrical conductivity and antibacterial activity. Such widespread use leads to accumulation of copper in the environment, which subsequently gets into the human body. Therefore, environmental and biological detection of copper is necessary to assess its concentration levels. We have developed 4-(diethylamino)-salicylaldehyde rhodamine hydrazone ligand 1 as a naked eye chemosensor for Cu 2z with enhanced turn-on fluorescence emission in the longer wavelength region that works even in aqueous media. The observed turn-on colourimetric and fluorescence emission upon binding of ligand 1 to Cu 2z was attributed to the ring opening of spirolactam moiety and the strong coordination ability of ring opened form to the copper(II) ion. Ligand 1 can be readily used for the environmental as well as biological detection of Cu 2z , owing to excitation and fluorescence emission in the longer wavelength region, vomiting adverse effects of ultraviolet radiation as observed with most of the reported chemosensors for Cu 2z .
A new rhodamine derivative as a single optical probe for the recognition of Cu 2+ and Zn 2+ ions
RSC Adv., 2015
A bifunctional colorimetric and fluorescent chemosensor of type 3,5-dinitro-2-hydroxy benzaldehyde rhodamine hydrazone (RHDN) is synthesized by the condensation of 3,5-dinitro salicylaldehyde and rhodamine B hydrazide. It is characterized by using spectroscopic techniques and single crystal studies. The chemosensor RHDN exhibits remarkably enhanced absorbance and colour changes from colourless to pink color on binding with for Cu 2+ ions. In contrast, Zn 2+ ions are identified by their selective binding 10 with RHDN showing OFF-ON type fluorescence which changes from colorless to orange color in ultra violet-light. Absorbance and emission pattern of RHDN adduct separately with Cu 2+ and Zn 2+ ions are restored respectively with the addition of aqueous solution of disodium salt of ethylenediaminetetraacetic acid. Thus, RHDN is found very robust and reversible in its binding with Cu 2+ and Zn 2+ ions separately. 65 colorless to orange color on binding with Zn 2+ ions in ultra violetlight.
ChemistrySelect, 2019
A new isatin-triazole tethered rhodamine based fluorescent probe R1 (1-(2''-(4'-(((3''',6'''-bis(diethylamino)-3''-oxospiro[isoindoline-1'',9'''-xanthen]-2''-yl)amino)methyl)-1H-1',2',3'-triazolyl) ethyl)indoline-2,3-dione) has been synthesized using click chemistry approach. Probe R1 exhibits a dual sensor property for Cu 2 + and Fe 3 + ions through turn-on fluorescence response. A prominent colour change from colourless to pink allows the naked eye identification of aforementioned metal ions. R1 forms a 1:2 complex with Cu 2 + and Fe 3 + ions with binding constants 8.0 × 10 8 and 2.93 × 10 7 M À 2 , respectively. The binding mode is scrutinised through various spectroscopic techniques which is further supported by theoretical calculations. The detection limit of R1 for Cu 2 + and Fe 3 + ions is found to be 12.2 nM and 0.33 μM, respectively. Further, R1 has been evaluated for its potential to detect Cu 2 + ions in biological systems using fluorescence cell imaging studies.
Sensors and Actuators B: Chemical, 2014
A new rhodamine derivative (R1) has been synthesized by a hydrazone formation of rhodamine B hydrazide with pyrrole-2-carboxaldehyde and its binding affinity to metal ions were examined. R1 shows highly binding selectivity to Cu 2+ over commonly coexistent metal ions in neutral aqueous-organic media including alkali, alkaline-earth and transition metals. The linear response to Cu 2+ was obtained across the concentration range of 0.4-10 M with the detection limit of 280 nM. Using newly synthesized probe R1, determination of Cu 2+ concentration in drinking water and serums, and living cell imaging of Cu 2+ were carried out. Also, by incorporating the R1 with filter paper, the sensor was performed in Cu 2+ spiked samples.