A novel colorimetric and fluorescent sensor based on calix[4]arene possessing triphenylamine units

Erdemir, Serkan; Malkondu, Sait; Koçyiğit, Özcan; Alici, Onder

doi:10.1016/j.saa.2013.05.069

Cited by 20 publications

(10 citation statements)

References 49 publications

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“…One shortcoming of this research is that the response of the calixarenes to other metal cations was not reported. In one final example, Erdemir and co-workers found that triphenylamine-bearing calixarene 46 (Figure ) was moderately selective for the FRET-based fluorescence detection of mercury over other cations with a Benesi–Hildebrand binding constant of 7.52 × 10 4 M –1 …”

Section: Luminescent Macrocycle Sensorsmentioning

confidence: 99%

Supramolecular Luminescent Sensors

2018

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There is great need for stand-alone luminescence-based chemosensors that exemplify selectivity, sensitivity, and applicability and that overcome the challenges that arise from complex, real-world media. Discussed herein are recent developments toward these goals in the field of supramolecular luminescent chemosensors, including macrocycles, polymers, and nanomaterials. Specific focus is placed on the development of new macrocycle hosts since 2010, coupled with considerations of the underlying principles of supramolecular chemistry as well as analytes of interest and common luminophores. State-of-the-art developments in the fields of polymer and nanomaterial sensors are also examined, and some remaining unsolved challenges in the area of chemosensors are discussed. CONTENTS 4.4. Explosives 4.5. Pharmaceutical Agents 4.6. Biologically Relevant 4.6.1. Adenosine Triphosphate (ATP)

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Section: Luminescent Macrocycle Sensorsmentioning

confidence: 99%

Supramolecular Luminescent Sensors

2018

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“…In this regard, the calix[4]arenes are important owing to their (i) amphiphilic nature, (ii) presence of arene core, (iii) presence of the platform suitable for organic derivatization both at lower and upper rims, and (iv) presence of flexible arms to provide suitable and selective coordination environment. Their demonstrated success in the areas of chemo-sensors, catalysis, biomimetic models, and supramolecular science provides an added advantage to calix[4]arene based molecular systems. − There are only a few receptor molecules based on the calixarene platform in the literature for the detection of fluoride ions in solution, − though there is no report to our knowledge where fluoride ions are being detected both in solution and in biological cells using a calixarene conjugate.…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Lower Rim 1,3-Dibenzooxadiazole Conjugate of Calix[4]arene in Selective Sensing of Fluoride in Solution and in Biological Cells Using Confocal Microscopy

et al. 2018

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p- tert-Butyl-calix[4]arene was derivatized by integrating a benzooxadiazole fluorescent tag into its 1,3-arms at the lower rim to result in L and was characterized. L was titrated with 17 anions in THF and found selective for F ions with lowest detection limit of 109 ppb. L and F form a 1:1 complex. L self-assembles in THF to result in sheet like structures which converts into smaller spherical particles upon addition of F. The site of interaction of F was deduced based on H NMR spectroscopy and the coordination features by density functional theory (DFT) computations wherein six noncovalent interactions of the type X-H···F (where X = O, N, or C) were noticed. The sensing of F is reversible when titrated with Ca, and the reversibility was demonstrated for 10 cycles without losing sensitivity. The study has been extended to the biological cells using fluorescence and confocal microscopy. While L shows strong fluorescence in HeLa cells, increasing concentrations of F exhibited greater fluorescence quenching. Thus, L acts as a good sensor for F in solution as well as in biological cells, a rare and unique combination for a calixarene conjugate to exhibit such sensing behavior in dual media.

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“…All of these sensors utilized the ligands which responded and bound to Hg 2+ to serve as the ionophores. These ligands included hydroxyquinolines [17,18], cyclens [19,20], cyclams [21][22][23], dioxocyclams [24], diazatetrathia crown ethers [25], azines [26], and calixarenes [27][28][29].…”

Section: Introductionmentioning

confidence: 99%