A triazole linked C-glycosyl pyrene fluorescent sensor for selective detection of Au3+ in aqueous solution and its application in bioimaging

Dolai, Bholanath; Nayim, Sk; Hossain, Maidul; Pahari, Pallab; Atta, Ananta Kumar

doi:10.1016/j.snb.2018.09.105

Cited by 41 publications

(11 citation statements)

References 46 publications

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“…POSS-2 exhibits a high sensitivity for Au(III) determination with a low LOD of 1.2 ppb (6.1 nM). The value is comparable to or higher than many gold sensors, such as fluorescent silicon quantum dots (13.67 ppb), triazole-linked C-glycosyl pyrene (27.57 ppb), thiocarbonate-functionalized 2-(2-hydroxyphenyl) benzothiazole (9.5 ppb), and conjugated adsorbent (0.11 ppb) . The comparison results are summarized in Table .…”

Section: Resultsmentioning

confidence: 69%

An Imidazole Thione-Modified Polyhedral Oligomeric Silsesquioxane for Selective Detection and Adsorptive Recovery of Au(III) from Aqueous Solutions

Chen

Wang

Feng

et al. 2021

ACS Appl. Mater. Interfaces

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Developing a material toward simultaneous detection and recovery of gold ions (Au(III)) is highly desirable for the economy and the environment. Herein, we report a highly efficient dual-function material for simultaneous Au(III) detection and recovery by simply introducing abundant imidazole thione and thioether groups in one system. This material, that is, an imidazole thione-modified polyhedral oligomeric silsesquioxane (POSS-2), was prepared by a mild reaction of an imidazolium-containing POSS and sulfur at ambient temperature. The POSS-2 suspension in water can rapidly and selectively detect Au(III) with a very low limit of detection of 1.2 ppb by fluorescence quenching or a visualized color change from white to dark orange. POSS-2 can also selectively and efficiently capture Au(III) with a maximum adsorption uptake of 1486.5 mg/g. The adsorption process well fits with the pseudo-second-order kinetic and Langmuir models. The intriguing dual-function performance is better than most of the previous Au(III) probes or adsorbents. The mechanism study reveals that the detection and adsorption behavior are mainly caused by the redox reaction and coordination between imidazole thione and thioether groups and Au(III). Furthermore, POSS-2 was successfully utilized to extract gold without interference from a discard CPU. These results indicate the potential application of the present dual-function material for Au(III) detection and recovery from aqueous solutions. More dual-functional materials could be designed and prepared by this simple strategy.

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Section: Resultsmentioning

confidence: 69%

An Imidazole Thione-Modified Polyhedral Oligomeric Silsesquioxane for Selective Detection and Adsorptive Recovery of Au(III) from Aqueous Solutions

Chen

Wang

Feng

et al. 2021

ACS Appl. Mater. Interfaces

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“…Only a few triazole-based sensors can detect Au 3+ ion . In this regard, Atta and co-workers explored pyrene as fluorophore and developed a triazole-linked carbohydrate-based sensor for the selective detection of Au 3+ ion . Glucose azide 39 upon CuAAC coupling reaction with pyrene alkyne 1455 in the presence of CuSO 4 /NaAsc produced glycohybrid 1456 .…”

Section: Cuaac Carbo-click In Sensing Gelation Chelation Glycosylatio...mentioning

confidence: 99%

“…The acetate groups were removed from the resultant triazole selectively or fully, depending on the amount of hydrazine hydrate used and the reaction time, to give sensors 1457 and 1458 , which were highly selective and sensitive for Au 3+ ion in citrate phosphate buffer (Scheme ). Both absorbance and fluorescence detection techniques were used for sensors 1457 and 1458 and their limits of detection for Au 3+ ions were found to be 0.08 μM and 0.14 μM, respectively. The authors stated that this was the first ever example of fluorescent Au 3+ sensors.…”

Section: Cuaac Carbo-click In Sensing Gelation Chelation Glycosylatio...mentioning

confidence: 99%

Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications

et al. 2021

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Copper(I)-catalyzed 1,3-dipolar cycloaddition between organic azides and terminal alkynes, commonly known as CuAAC or click chemistry, has been identified as one of the most successful, versatile, reliable, and modular strategies for the rapid and regioselective construction of 1,4-disubstituted 1,2,3-triazoles as diversely functionalized molecules. Carbohydrates, an integral part of living cells, have several fascinating features, including their structural diversity, biocompatibility, bioavailability, hydrophilicity, and superior ADME properties with minimal toxicity, which support increased demand to explore them as versatile scaffolds for easy access to diverse glycohybrids and well-defined glycoconjugates for complete chemical, biochemical, and pharmacological investigations. This review highlights the successful development of CuAAC or click chemistry in emerging areas of glycoscience, including the synthesis of triazole appended carbohydrate-containing molecular architectures (mainly glycohybrids, glycoconjugates, glycopolymers, glycopeptides, glycoproteins, glycolipids, glycoclusters, and glycodendrimers through regioselective triazole forming modular and bio-orthogonal coupling protocols). It discusses the widespread applications of these glycoproducts as enzyme inhibitors in drug discovery and development, sensing, gelation, chelation, glycosylation, and catalysis. This review also covers the impact of click chemistry and provides future perspectives on its role in various emerging disciplines of science and technology.

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“…[ 5–7 ] The key for the effective colorimetric depends on the emerging highly selective and sensitive chromogenic chemosensors developed in this study and other studies for the determination of heavy metal ions. [ 8–15 ]…”

Section: Introductionmentioning

confidence: 99%

Tannic acid as a chemosensor for colorimetric detection of Fe(II) and Au(III) ions in environmental water samples

Lin

Hsieh

Chang

et al. 2022

J Chinese Chemical Soc

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A simple and efficient method to detect and quantify Fe(II) and Au(III) cations in environmental water samples was developed. The detection principle is based on the 1:1 mol‐ratio complex formation between the probe molecule (tannic acid, TA) and Fe(II)/or Au(III), which yields visual color change and strong light absorbance at 518 nm and 534 nm, respectively. The association constant Ka for Fe(II) and Au(III) cations 4.01 × 104 and 4.13 × 104 M−1, respectively, was determined from Benesi–Hildebrand plot, indicating strong interactions between TA and target ions. This TA probe performed well in 50 mM phosphate buffer (PB, pH 9.0) solution and demonstrated an outstanding selectivity over 16 potential interfering metal ions and a good selectivity over Fe(III). The linear range in this study for Fe(II) and Au(III) cations was 0.25–100 μM and 1.0–100 μM, respectively. The detection limit of the TA probe for Fe(II) and Au(III) cations was found to be 0.080 and 0.50 μM, respectively. The spike recovery for both metal ions in three environmental aqueous samples (spring water and pond water) was ranged 90.2%–117.2%. This study demonstrated that the TA probe is a simple and convenient detection method for analyzing water samples obtained from fresh water sources.

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A triazole linked C-glycosyl pyrene fluorescent sensor for selective detection of Au3+ in aqueous solution and its application in bioimaging

Cited by 41 publications

References 46 publications

An Imidazole Thione-Modified Polyhedral Oligomeric Silsesquioxane for Selective Detection and Adsorptive Recovery of Au(III) from Aqueous Solutions

An Imidazole Thione-Modified Polyhedral Oligomeric Silsesquioxane for Selective Detection and Adsorptive Recovery of Au(III) from Aqueous Solutions

Cu(I)-Catalyzed Click Chemistry in Glycoscience and Their Diverse Applications

Tannic acid as a chemosensor for colorimetric detection of Fe(II) and Au(III) ions in environmental water samples

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