A highly selective quinoline-based fluorescent sensor for Zn(II)

Kim, Hyun; Kang, Juhye; Kim, Kyung Beom; Song, Eun Joo; Kim, Cheal

doi:10.1016/j.saa.2013.09.118

Cited by 38 publications

(18 citation statements)

References 43 publications

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“…47 Zn 2+ -induced arrest of PET from an amine to the quinoline fluorophore is responsible for the fluorescence of 11 at 382 nm giving a FEZn2+ of 34 (LogZn2+ = 4.5) when excited at 311 nm in 85 MeCN. 48 Importantly, Cd 2+ has virtually no effect. However, the receptor property of the quinoline fluorophore is responsible for the ICT (internal charge transfer) aspects of the sensor behaviour, e.g.…”

Section: Transition Metal and Post-transition Metal Ion Targetsmentioning

confidence: 99%

Current developments in fluorescent PET (photoinduced electron transfer) sensors and switches

2015

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Following a brief introduction to the principle of fluorescent PET (photoinduced electron transfer) sensors and switches, the outputs of laboratories in various countries from the past year or two are categorized and critically discussed. Emphasis is placed on the molecular design and the experimental outcomes in terms of target-induced fluorescence enhancements and input/output wavelengths. The handling of single targets takes up a major fraction of the review, but the extension to multiple targets is also illustrated. Conceptually new channels of investigation are opened up by the latter approach, e.g.'lab-on-a-molecule' systems and molecular keypad locks. The growing trends of theoretically-fortified design and intracellular application are pointed out.

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Section: Transition Metal and Post-transition Metal Ion Targetsmentioning

confidence: 99%

Current developments in fluorescent PET (photoinduced electron transfer) sensors and switches

2015

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“…Quinoline derivatives, especially 8-hydroxy substituted are particularly good chelators for metal ions, and therefore, this type of probes have dominated this field of chemosensing [18]. Among them are the Zn 2+ sensors, which have very good properties (Figure 1D-I) [19][20][21][22]. Indeed, the first and most commonly known fluorescent zinc ion indicator was 8-hydroxyquinoline, which was used in 1968, for detection in human plasma [23].…”

Section: Introductionmentioning

confidence: 99%

Theoretical and Experimental Investigations of Large Stokes Shift Fluorophores Based on a Quinoline Scaffold

et al. 2020

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A series of novel styrylquinolines with the benzylidene imine moiety were synthesized and spectroscopically characterized for their applicability in cellular staining. The spectroscopic study revealed absorption in the ultraviolet–visible region (360–380 nm) and emission that covered the blue-green range of the light (above 500 nm). The fluorescence quantum yields were also determined, which amounted to 0.079 in the best-case scenario. The structural features that are behind these values are also discussed. An analysis of the spectroscopic properties and the theoretical calculations indicated the charge-transfer character of an emission, which was additionally evaluated using the Lippert–Mataga equation. Changes in geometry in the ground and excited states, which had a significant influence on the emission process, are also discussed. Additionally, the capability of the newly synthesized compounds for cellular staining was also investigated. These small molecules could effectively penetrate through the cellular membrane. Analyses of the images that were obtained with several of the tested styrylquinolines indicated their accumulation in organelles such as the mitochondria and the endoplasmic reticulum.

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“… 5 − 13 Because Zn(II) is spectroscopically silent because of its d 10 electron configuration, sensitive and noninvasive fluorescence sensing becomes the most promising technique for Zn analysis and imaging. Various fluorophore-based chemosensors such as quinoline, 14 − 19 dansyl, 20 − 22 coumarin, 23 − 27 and fluorescein 28 have been developed to sense Zn(II). Even though there are many sensors developed for Zn(II), a need still remains for highly selective, nontoxic sensors.…”

Section: Introductionmentioning

confidence: 99%

Thermally Stable Fluorogenic Zn(II) Sensor Based on a Bis(benzimidazole)pyridine-Linked Phenyl-Silsesquioxane Polymer

Lenora

Furgal

2020

ACS Omega

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A 2,6-bis(2-benzimidazolyl) pyridine-linked silsesquioxane-based semi-branched polymer was synthesized, and its photophysical and metal-sensing properties have been investigated. The polymer is thermally stable up to 285 °C and emits blue in both solid and solution state. The emission of the polymer is sensitive to pH and is gradually decreased and quenched upon protonation of the linkers. The initial emission color is recoverable upon deprotonation with triethylamine. The polymer also shows unique spectroscopic properties in both absorption and emission upon long-term UV irradiation, with red-shifted absorption and emission not present in a simple blended system of phenylsilsesquioxane and linker, suggesting that a long-lived energy transfer or charge separated state is present. In addition, the polymer acts as a fluorescence shift sensor for Zn(II) ions, with red shifts observed from 464 to 528 nm, and reversible binding by the introduction of a competitive ligand such as tetrahydrofuran. The ion sensing mechanism can differentiate Zn(II) from Cd(II) by fluorescence color shifts, which is unique because they are in the same group of the periodic table and possess similar chemical properties. Finally, the polymer system embedded in a paper strip acts as a fluorescent chemosensor for Zn(II) ions in solution, showing its potential as a solid phase ion extractor.

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A highly selective quinoline-based fluorescent sensor for Zn(II)

Cited by 38 publications

References 43 publications

Current developments in fluorescent PET (photoinduced electron transfer) sensors and switches

Current developments in fluorescent PET (photoinduced electron transfer) sensors and switches

Theoretical and Experimental Investigations of Large Stokes Shift Fluorophores Based on a Quinoline Scaffold

Thermally Stable Fluorogenic Zn(II) Sensor Based on a Bis(benzimidazole)pyridine-Linked Phenyl-Silsesquioxane Polymer

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