A highly efficient dinuclear Cu(<scp>ii</scp>) chemosensor for colorimetric and fluorescent detection of cyanide in water

Rhaman, Mhahabubur; Alamgir, Azmain; Wong, Bryan M.; Powell, Douglas R.; Hossain, Md. Alamgir

doi:10.1039/c4ra10813b

Cited by 26 publications

(22 citation statements)

References 45 publications

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“…The third unbound carboxylate group in each binding mode is H-bonded with the OH group of the citrate (OH···O = 2.533 and 2.620 Å in A and B modes, respectively). For each of the optimized geometries, the binding energy (ΔE) was calculated with a 6–311 g(d, p) basis as described earlier 41 , yielding an attractive ΔE of −70.79 kcal/mol for mode A and −73.07 kcal/mol for mode B. The most attractive binding energy for mode B reflects the preferred orientation of the citrate with the dinuclear copper complex in mode B.…”

Section: Resultsmentioning

confidence: 99%

Highly selective and sensitive macrocycle-based dinuclear foldamer for fluorometric and colorimetric sensing of citrate in water

Rhaman

Hasan

Alamgir

et al. 2018

Sci Rep

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The selective detection of citrate anions is essential for various biological functions in living systems. A quantitative assessment of citrate is required for the diagnosis of various diseases in the human body; however, it is extremely challenging to develop efficient fluorescence and color-detecting molecular probes for sensing citrate in water. Herein, we report a macrocycle-based dinuclear foldamer (1) assembled with eosin Y (EY) that has been studied for anion binding by fluorescence and colorimetric techniques in water at neutral pH. Results from the fluorescence titrations reveal that the 1·EY ensemble strongly binds citrate anions, showing remarkable selectivity over a wide range of inorganic and carboxylate anions. The addition of citrate anions to the 1·EY adduct led to a large fluorescence enhancement, displaying a detectable color change under both visible and UV light in water up to 2 μmol. The biocompatibility of 1·EY as an intracellular carrier in a biological system was evaluated on primary human foreskin fibroblast (HF) cells, showing an excellent cell viability. The strong binding properties of the ensemble allow it to be used as a highly sensitive, detective probe for biologically relevant citrate anions in various applications.

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Section: Resultsmentioning

confidence: 99%

Highly selective and sensitive macrocycle-based dinuclear foldamer for fluorometric and colorimetric sensing of citrate in water

Rhaman

Hasan

Alamgir

et al. 2018

Sci Rep

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“…Synthetic receptors (SR) are architecturally designed by chemists for selective recognition of a variety of substrates, mimicking many critical enzymatic activities involved in biology [ 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 , 51 ]. The unique functional groups present in such molecules can be potentially used for designing drugs to target specific activities in a human body [ 45 ].…”

Section: Introductionmentioning

confidence: 99%

Synthetic Receptors Induce Anti Angiogenic and Stress Signaling on Human First Trimester Cytotrophoblast Cells

Pantho

Price

Ashraf

et al. 2017

IJERPH

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The cytotrophoblast (CTB) cells of the human placenta have membrane receptors that bind certain cardiotonic steroids (CTS) found in blood plasma. One of these, marinobufagenin, is a key factor in the etiology of preeclampsia. Herein, we used synthetic receptors (SR) to study their effectiveness on the angiogenic profile of human first trimester CTB cells. The humanextravillous CTB cells (Sw.71) used in this study were derived from first trimester chorionic villus tissue. Culture media of CTB cells treated with ≥1 nM SR level revealed sFlt-1 (Soluble fms-like tyrosine kinase-1) was significantly increased while VEGF (vascular endothelial growth factor) was significantly decreased in the culture media (* p < 0.05 for each) The AT2 receptor (Angiotensin II receptor type 2) expression was significantly upregulated in ≥1 nM SR-treated CTB cells as compared to basal; however, the AT1 (Angiotensin II receptor, type 1) and VEGFR-1 (vascular endothelial growth factor receptor 1) receptor expression was significantly downregulated (* p < 0.05 for each). Our results show that the anti-proliferative and anti-angiogenic effects of SR on CTB cells are similar to the effects of CTS. The observed anti angiogenic activity of SR on CTB cells demonstrates that the functionalized-urea/thiourea molecules may be useful as potent inhibitors to prevent CTS-induced impairment of CTB cells.

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“…[27][28] Using a supramolecular approach, there has been an immense interest in developing efficient chemical sensors for oxalate by colorimetric and fluorescence methods. [29][30][31][32][33][34][35][36][37][38][39][40][41] Previous studies demonstrated that the complexes of certain metal ions including zinc, [32][33] copper, [34][35][36][37][38][39] nickel, [40][41] and calcium [42] can be used as suitable chemosensors for detecting an oxalate anion in solution.…”

Section: Introductionmentioning

confidence: 99%

Molecular Recognition of Biologically Relevant Anions with an Expanded Dinuclear Copper(II) Complex: An Efficient Sensor for Oxalate Anion in Aqueous Solution

et al. 2021

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An expanded dinuclear copper(II) complex (1) derived from a biphenyl‐based hexaazamacrocyle (L) was synthesized and characterized by single crystal X‐ray analysis, exhibiting a boat‐shaped cavity with an elongated CuII⋅⋅⋅CuII distance of 11.01 Å. The dinuclear copper(II) complex was investigated for a verity of biologically relevant anions including carboxylates (oxalate, citrate, tartrate, glutamate, adipate, acetate and benzoate), oxoanions (phosphate, sulphate, perchlorate and nitrate), and halides (fluoride, chloride, bromide and iodide) by competitive fluorescence titrations via indicator displacement assay (IDA) using an external dye (Eosin Y) in water‐methanol solution at neutral pH. The receptor was shown to exhibit strong affinity for oxalate, providing the binding trend: oxalate (log K=6.07)>citrate (log K=5.74)>phosphate (log K=5.02)>tartrate (log K=4.78)>glutamate (log K=4.42)>adipate (log K=4.31)>acetate (log K=4.14)>benzoate (log K=4.01). No interaction was observed for other anions including sulphate, perchlorate, nitrate, fluoride, chloride, bromide and iodide under the identical conditions.

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A highly efficient dinuclear Cu(ii) chemosensor for colorimetric and fluorescent detection of cyanide in water

Abstract: A novel dinuclear copper chemosensor selectively binds cyanide over a wide range of inorganic anions, enabling it to detect cyanide in water up to 0.02 ppm which is 10 times lower than the EPA standard for drinking water.

Cited by 26 publications

References 45 publications

Highly selective and sensitive macrocycle-based dinuclear foldamer for fluorometric and colorimetric sensing of citrate in water

Highly selective and sensitive macrocycle-based dinuclear foldamer for fluorometric and colorimetric sensing of citrate in water

Synthetic Receptors Induce Anti Angiogenic and Stress Signaling on Human First Trimester Cytotrophoblast Cells

Molecular Recognition of Biologically Relevant Anions with an Expanded Dinuclear Copper(II) Complex: An Efficient Sensor for Oxalate Anion in Aqueous Solution

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