Synthesis and spectroscopic–electrochemical properties of novel ratiometric Hg (II) chemosensor containing Bodipy and the N-phenylaza-15-crown-5 moiety
Abstract:The aryl-amine containing azacrown ether ring and alkyl-chloro boradiazaindacene (Bodipy) were synthesized by Schiff base condensation. The absorption and emission of a novel Schiff base derivative (based on azacrown-Bodipy ) were performed in presence of different cations such as Zn2+, Ga3+, Pb2+, Hg2+, NH4+ Ca2+, Cu2+, Na+, Ni2+, Cd2+ and Cr3+. The complexation property of the Schiff base was studied in dimethylformamide (DMF) by interacting azacrown-ether group and transition metal nitrates-ammonium chlorid… Show more
“…The use of Bodipy compounds has been reported in the field of fluorescent probes for detection of various cations [7][8][9]. Reportedly, Bodipy is of noteworthy synthetic versatility, high solubility, stability and optical properties Bodipy can also be used as a ligand for metals which require different coordination spheres [10][11][12][13]. Although these Bodipy fluorescent compounds exhibited a good selectivity&sensitivity for the recognition of metal cations, the reported chemosensors were not soluble in pure water [14][15][16][17].…”
A general synthetic method was improved to synthesize a chemosensor based on a tripodal Bodipy (t-BODIPY) structure. The product and its intermediates products were successfully prepared and fully characterized. The metal ion sensing performance of the tripodal compound was evaluated by. UV/Vis and fluorescence spectroscopies. According to the obtained data, t-BODIPY is a selective and. sensitive fluorescence probe for detection of Cu 2+ ions. in the presence and in the absence of competing ions. This chemosensor presents relatively a low detection limit of 5.4 x10 -7 M for Cu 2+ . Bio-imaging studies on living yeast cells suggest that t-BODIPY has some advantages over other chemosensors to recognize copper (II) ions.
“…The use of Bodipy compounds has been reported in the field of fluorescent probes for detection of various cations [7][8][9]. Reportedly, Bodipy is of noteworthy synthetic versatility, high solubility, stability and optical properties Bodipy can also be used as a ligand for metals which require different coordination spheres [10][11][12][13]. Although these Bodipy fluorescent compounds exhibited a good selectivity&sensitivity for the recognition of metal cations, the reported chemosensors were not soluble in pure water [14][15][16][17].…”
A general synthetic method was improved to synthesize a chemosensor based on a tripodal Bodipy (t-BODIPY) structure. The product and its intermediates products were successfully prepared and fully characterized. The metal ion sensing performance of the tripodal compound was evaluated by. UV/Vis and fluorescence spectroscopies. According to the obtained data, t-BODIPY is a selective and. sensitive fluorescence probe for detection of Cu 2+ ions. in the presence and in the absence of competing ions. This chemosensor presents relatively a low detection limit of 5.4 x10 -7 M for Cu 2+ . Bio-imaging studies on living yeast cells suggest that t-BODIPY has some advantages over other chemosensors to recognize copper (II) ions.
“…These compounds are commonly considered functional cages because of their ability and selectivity to heavy or alkali metal sensors by using light. Furthermore, dibenzo 18 crown-6 ether derivatives proposed as effective highly selective chemosensor for Hg 2+ and Al 3+ [33][34][35] .…”
A novel series of benzo crown ether (dibenzo 18 -crown-6 ether, benzo 18-crown-6 ether and benzo 15 -crown -5 ether) functionalized enamines derivatives from amino benzo crown ether (4-amino dibenzo 18-crown-6 ether, 4-amino benzo 18-crown-6 ether, 4-amino benzo 15-crown-5 ether) and substituted 3-(dimethylamino)-1-phenylprop-2-en-1-one compounds have been synthesized. All the synthesized compounds were characterized by IR, 1 H NMR, 13 C NMR, DEPT 135, Mass and Elemental analysis techniques. The cation recognition property for benzo crown ether enamine 8a was studied by absorption and fluorescence spectroscopy.
Graphical Abstract:KEYWORDS: Benzo 15-crown-5 ether, Benzo 18-crown-6 ether, benzo crown ether enamine, photo physical properties, 4-amino dibenzo 18-crown-6 ether.
“…Jouanneau et al improved heavy metal detection using different strains of E. coli as bioluminescence bacteria [29,30]. Kursunlu et al and Sulak et al designed and prepared fluorescent alkyl-chloride boradiazaindacene (Bodipy) based sensors [31][32][33]. ey showed that Calix [4]-B (obtained by click reaction [31] and a fluorescent Bodipy with alkylchloride terminal) [32], aryl-amine (containing azacrown ether ring and Bodipy) and on/off rhodamine-Bodipy (RB) [33] are appropriate sensors which could be used for high sensitivity detection of mercury ion.…”
In this study, a biosensor is designed to remove mercury as a toxic metal contaminant from the soil. The rhamnolipid biosurfactant was used to extract the mercury sorbed to soil to the aqueous phase. An immobilized bioluminescent bacterium (Escherichia coli MC106) with pmerRBPmerlux plasmid is assisted for mercury detection. A significant decrease in luminescence level was observed in a biosensor system containing contaminated soil sample extract. The concentrations of extracting mercury are well correlated with the mercury toxicity data obtained from experimental biosensor systems according to the RBL value. The optimum aeration rate of 20 ml/min was obtained for the biosensor systems. The advantage of such a biosensor is the in situ quantification of mercury as a heavy metal contaminant in soils. Therefore, this system could be proposed as a good biosensor-based alternative for future detection of heavy toxic metals in soils.
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