2009
DOI: 10.1021/ol900929g
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A Polyanionic Dendritic Fluorophore for Selective Detection of Hg2+ in Triton X-100 Aqueous Media

Abstract: A series of water-soluble fluorescent dendritic compounds composed of phenylene-ethynylene repeating units and anionic carboxylate or cationic ammonium peripheral groups were synthesized. The first generation fluorescent dendrimer containing nine phenylene-ethynylene units and six carboxylate peripheral groups exhibited a highly selective fluorescence quenching by Hg(2+) ions. The Stern-Volmer constant (K(sv)) was 33,700 M(-1) in aqueous media in the presence of Triton X-100 surfactant.

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Cited by 53 publications
(19 citation statements)
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“…4). This unique effect of Triton X-100 has been observed in the previously reported sensing systems based on phenylene-ethynylene that is likely attributed to compatibility of the aromatic ring and chelating effect of the oligo(ethylene glycol) chain in the structure of Triton X-100 [22,31]. The interaction between oligo(ethylene glycol) chain and sodium ion can locally increase the concentration of cyanide anion around its micelle.…”
Section: Resultsmentioning
confidence: 61%
See 1 more Smart Citation
“…4). This unique effect of Triton X-100 has been observed in the previously reported sensing systems based on phenylene-ethynylene that is likely attributed to compatibility of the aromatic ring and chelating effect of the oligo(ethylene glycol) chain in the structure of Triton X-100 [22,31]. The interaction between oligo(ethylene glycol) chain and sodium ion can locally increase the concentration of cyanide anion around its micelle.…”
Section: Resultsmentioning
confidence: 61%
“…For F1, 5-tert-butyl-2-hydroxy-3-iodobenzaldehyde [21] (1.14 g, 3.76 mmol), PdCl 2 (PPh 3 ) 2 (132 mg, 0.19 mmol, ∼5 mol%), CuI (36 mg, 0.19 mmol), PPh 3 (51 mg, 0.19 mmol) and 4-ethynyl-N,N-dimethylaniline [22] (0.66 g, 4.51 mmol, ∼120 mol%) were dissolved in tetrahydrofuran (10 mL) and triethylamine (10 mL) using a magnetic stirring bar in a round-bottom flask. The reaction mixture was stirred at room temperature for 24 h. The mixture was filtered and the filtrate was evaporated.…”
Section: Synthesis Of Fluorophores F1-f3mentioning
confidence: 99%
“…[12][13][14][15][16][17] Phosphorescent chemosensors constitute another attractive method, because their emission may be discriminated readily from the scattered light and/or shorter-lived background fluorescence normally present in biological and clinical samples. 18 Among the various types of phosphors, cyclometalated iridium (III) complexes formed with three identical cyclometalated (C^N) ligands (homoleptic) or two cyclometalated (C^N) ligands and a bidentate ancillary ligand (LX) (heteroleptic) have been known to show high phosphorescence efficiency and micromillisecond lifetimes and, consequently, they have been utilized as efficient phosphorescent dopants in organic light emitting diodes (OLEDs).…”
Section: +mentioning
confidence: 99%
“…Regarding this, surfactant aggregates such as micelles are a good choice as they have been previously used as nanocontainers, in which two fluorophores are kept together where the communication between the fluorophores do not need any covalent spacer . In addition, micelles enhance sensing capabilities of the fluorescent sensor by increasing the interaction between the fluorophore and metal ions . In this work, we demonstrate Zn 2+ detection and imaging via FRET between PPQ and Rhodamine dyes, when they are entrapped in anionic SDS micelle.…”
Section: Introductionmentioning
confidence: 99%
“…[16][17][18] In addition, micelles enhance sensing capabilities of the fluorescent sensor by increasing the interaction between the fluorophore and metal ions. [19][20][21][22] In this work, we demonstrate Zn 2 + detection and imaging via FRET between PPQ [23] and Rhodamine dyes, when they are entrapped in anionic SDS micelle. The structures of donor and acceptor are shown in scheme 1.…”
Section: Introductionmentioning
confidence: 99%