A switch‐off fluorescence probe towards Pb(II) and cu(II) ions based on a calix[4]pyrrole bearing amino‐quinoline group

Bhatt, Keyur D.; Shah, Hemangini; Panchal, Manthan

doi:10.1002/bio.3336

Cited by 19 publications

(13 citation statements)

References 58 publications

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“…Sensing of metal cations can also be achieved using calix[4]arenes such as those shown in Figure . − Dansyl-tagged calix[4]pyrrole, 125 (Figure ), was found to undergo fluorescence quenching in the presence of uranium(IV), thorium(IV), and iron(III) cations in methanol solution . Additional metal cations, including alkali metals, alkaline earth metals, and other heavy metals, had no effect on the fluorescence of 125 .…”

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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“…These structural modifications of the receptor scaffold are translated into modulations of solubility and binding properties. Fluorescent calix[4]pyrrole chemosensors for the recognition of anions − and cations , are known in the literature. In contrast, the development of fluorescent calix[4]pyrrole chemosensors for the detection and quantification of relevant polar biomolecules remains practically unexplored …”

Section: Introductionmentioning

confidence: 99%

Optical Supramolecular Sensing of Creatinine

et al. 2020

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Calix[4]pyrrole phosphonate-cavitands were used as receptors for the design of supramolecular sensors for creatinine and its lipophilic derivative hexylcreatinine. The sensing principle is based on indicator displacement assays of an inherently fluorescent guest dye or a black-hole quencher from the receptor’s cavity by means of competition with the creatinine analytes. The systems were thermodynamically and kinetically characterized regarding their 1:1 binding properties by means of nuclear magnetic resonance spectroscopy (1H and 31P NMR), isothermal titration calorimetry, and optical spectroscopies (UV/vis absorption and fluorescence). For the use of the black-hole indicator dye, the calix[4]pyrrole was modified with a dansyl chromophore as a signaling unit that engages in Förster resonance energy transfer with the indicator dye. The 1:1 binding constants of the indicator dyes are in the range of 107 M–1, while hexylcreatinine showed values around (2–4) × 105 M–1. The competitive displacement of the indicators by hexylcreatinine produced supramolecular fluorescence turn-on sensors that work at micromolar analyte concentrations that are compatible with those observed for healthy as well as sick patients. The limit of detection for one of the systems reached submicromolar ranges (110 nM).

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“…The K sq value can be used to quantitatively determine the ability of the complex to interact with the DNA under the same conditions. The greater the K sq value, the stronger the ability . The emission spectra of EtBr bound to DNA in the absence and presence of the two complexes and the fluorescence‐quenching curve are shown in Figure .…”

Section: Resultsmentioning

confidence: 99%

Isomeric Effect on the anticancer Behavior of two Zinc (II) complexes based on 3,5‐bis(1‐imidazoly) pyridine: Experimental and Theoretical Approach

Zhu

Song

Liu³

et al. 2019

Applied Organom Chemis

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Two isomeric Zinc (II) complexes constructed by 3,5-bis(1-imidazoly) pyridine has been synthesized and characterized by single crystal X-ray diffraction, elemental analyses and infrared spectroscopy. The binding mode and ability of complex 1-2 with CT-DNA were studied by UV and fluorescence spectra. The intrinsic binding constant K b (K b1 = 2.305 × 10 4 M −1 , K b2 = 3.095 × 10 4 M −1 ) and the observed association constant K obs (K obs1 = 1.523*10 6 M −1 , K obs2 = 2.057*10 6 M −1 ) indicated that the insertion ability of complex 2 with CT-DNA is stronger than complex 1. Gel electrophoresis showed that complexes have a good ability to hydrolyze cleavage pBR322 plasmid DNA. The cytotoxicity and apoptosis studies showed that complexes exhibited excellent cytotoxic activity against HeLa cells, especially complex 2 had better growth inhibition than Cisplatin. Molecular docking study simulated the binding model of complexes with DNA (PDB:4av1), showing an imidazole plane of complex 2 can be inserted into a DNA base pair in relative parallel. Both complexes can be used as potential anticancer agents.

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A switch‐off fluorescence probe towards Pb(II) and cu(II) ions based on a calix[4]pyrrole bearing amino‐quinoline group

Cited by 19 publications

References 58 publications

Supramolecular Luminescent Sensors

Supramolecular Luminescent Sensors

Optical Supramolecular Sensing of Creatinine

Isomeric Effect on the anticancer Behavior of two Zinc (II) complexes based on 3,5‐bis(1‐imidazoly) pyridine: Experimental and Theoretical Approach

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