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Wagner, Brian D.; Fitzpatrick, Shannon J.

doi:10.1023/a:1008198825835

Cited by 45 publications

(29 citation statements)

References 40 publications

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“…In order to express this polarity sensitivity of fluorescence probes, we developed the concept of the "Polarity Sensitivity Factor", or PSF, as a quantitative expression of the degree to which the fluorescence emission of a given probe changes in a nonpolar relative to a polar environment. 8,12,13 The PSF is given by: PSF = (F EtOH /F H2O ) × (A H2O /A EtOH )…”

Section: Introductionmentioning

confidence: 99%

The polarity sensitivity factor of some fluorescent probe molecules used for studying supramolecular systems and other heterogeneous environments

et al. 2018

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Fluorescence spectroscopy provides an excellent technique for investigating heterogeneous systems, due to its high sensitivity and the large effect of the local environment on molecular emission. In addition, the use of polarity-sensitive fluorescent probes as guests in supramolecular host–guest inclusion complexes can be exploited in fluorescent sensors. This paper identifies, tabulates, and quantifies a series of useful polarity-sensitive fluorescent probes, with a wide range of polarity-dependent fluorescence responses. The degree of polarity sensitivity is quantified using the polarity sensitivity factor (PSF), developed in our laboratory. In most cases, such polarity-sensitive probes show increased emission as the local polarity is decreased (PSF > 1); 10 such probes are described. However, less commonly, “reverse polarity dependence” can occur in which probe emission decreases with decreasing polarity (PSF < 1); four such probes are described. The mechanism for the observed polarity-induced fluorescence changes will also be discussed in selected representative cases. The purpose of this paper is to present details on a broad arsenal of polarity-sensitive fluorescence probes with varying properties, with potentially useful applications in the study of heterogeneous systems, including inclusion phenomena, and in practical applications such as fluorescent sensors, which will be useful to researchers studying supramolecular and other heterogeneous systems using fluorescence spectroscopy.

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Section: Introductionmentioning

confidence: 99%

The polarity sensitivity factor of some fluorescent probe molecules used for studying supramolecular systems and other heterogeneous environments

et al. 2018

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“…It is very interesting to question whether the inclusion of chromophoric guests, most importantly fluorescent dyes, can affect their photophysical properties and, potentially, lead to unprecedented effects and, ultimately, new applications. In fact, numerous investigations have dealt with variations of fluorescent properties upon complexation [31][32][33][34]. In most cases, the effects of inclusion complexation are satisfactorily understood in terms of (i) the relocation of the fluorophore into the more hydrophobic environment of the host cavities or (ii) the geometrical confinement of the chromophore within the host.…”

Section: Supramolecular Assemblies and Host Moleculesmentioning

confidence: 99%

“…Solvatochromic probes have, in fact, been previously employed to determine the polarity of solvents [55] or inside macrocyclic hosts [31], or to assess hydrogen bond donor properties of the environment [55]. 1-Anilinonaphthalene-8-sulfonate is an example for a polarity-sensitive probe that has been applied to cyclodextrins [32,33] and water-soluble calixarenes [34] (Fig. 1), providing evidence for a hydrophobic environment inside these hosts (similar to alcohol : water mixtures, but with calixarenes being more hydrophobic).…”

Section: Supramolecular Assemblies and Host Moleculesmentioning

confidence: 99%

Squeezing Fluorescent Dyes into Nanoscale Containers—The Supramolecular Approach to Radiative Decay Engineering

Nau

Hennig

Koner

2007

Springer Series on Fluorescence

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“…Of three well-known industrially produced CDs, low-cost p-CD has been further chemically modified. Much attention has been paid to improve its solubility for the purpose of studying the physical properties of inclusion complexes of p-CD with functionalized compounds [7][8][9][10] or to synthesize functionalized p-CD for the purpose of molecular recognition [11][12][13][14]. However, substitution of hydroxyl groups at the rim of p-CD may affect the inclusion of the p-CD host with guests in the above-mentioned areas to a significant extent on the basis of dimensional and hydrophobic considerations.…”

Section: Introductionmentioning

confidence: 99%

“…However, substitution of hydroxyl groups at the rim of p-CD may affect the inclusion of the p-CD host with guests in the above-mentioned areas to a significant extent on the basis of dimensional and hydrophobic considerations. A few groups have reported that modified p-CD shows different hydrogen bonding interactions and thermodynamic parameters [8,9,12]. Little description was presented on steric considerations during the course of inclusion of guests, especially the second guest in the CD cavity.…”

Section: Introductionmentioning

confidence: 99%

Steric Considerations in Supramolecular Inclusion of Modified β-cyclodextrins with Triton X-100 and α-bromonaphthalene

Lü

Wang

et al. 2005

Supramolecular Chemistry

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Supramolecular inclusion of modified p-cyc!odextrin (p-CD) with Triton X-100 (TX) and a-bromonaphthalene (BN) was studied by fluorescence and phosphorescence measurements. Major differences were observed in the magnitude of the apparent stability constants and quenching constants of the inclusion complexes. Methyl substitution on the rims of (i-CD increased the binding of TX with P-CD but was unfavorable to the protection of the phenyl group of TX from fluorescence quenching and further accommodation of BN for steric considerations. According to the overall molecular size of (J-CD, TX and BN, further inclusion of BN in the cavity of p-CD occupied by TX may force the flexible fcrf-octyl chain of TX to deform to a greater extent and close packing complexes were obtained. Phosphorescence of BN arising from intermolecular energy transfer between BN and the phenyl group of TX was observed when the phenyl group of TX was irradiated. In the case of heptakis(2,6-di-O-methyl)-(i-CD, BN failed to penetrate into the cavity because of the steric hindrance of the methyl substituents at the rim of the p-CD cavity.

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Untitled

Cited by 45 publications

References 40 publications

The polarity sensitivity factor of some fluorescent probe molecules used for studying supramolecular systems and other heterogeneous environments

The polarity sensitivity factor of some fluorescent probe molecules used for studying supramolecular systems and other heterogeneous environments

Squeezing Fluorescent Dyes into Nanoscale Containers—The Supramolecular Approach to Radiative Decay Engineering

Steric Considerations in Supramolecular Inclusion of Modified β-cyclodextrins with Triton X-100 and α-bromonaphthalene

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