New cavitand derivatives bearing four coumarin groups as fluorescent chemosensors for Cu2+ and recognition of dicarboxylates utilizing Cu2+ complex

Jang, Yun Jung; Moon, Byungsoo; Park, Min Sun; Kang, Bong-Gu; Kwon, Ji Young; Hong, Jay Sung Joong; Yoon, Yeo Joon; Lee, Kap Duk; Yoon, Juyoung

doi:10.1016/j.tetlet.2006.02.087

Cited by 33 publications

(26 citation statements)

References 21 publications

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“…The calculated difference in the energy of Because of their strong uorescence, coumarin and its derivatives are oen used as uorescent markers in biological studies 36 and as uorescent chemosensor in cavitands. 37 The inclusion of the coumarin units to the resorcin [4]arene platform should enhance the uorescence of compound (1) relative to pure 4-hydroxycoumarin. Measurements of absorption and uorescence spectra in chloroform and DMSO, as well as comparatively to 4-hydroxycoumarin, showed signicant differences in uorescence for compound (1), depending on the type of solvent.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of a coumarin derivative of resorcin[4]arene with solvent-controlled chirality

Szafraniec

Iwanek

2020

RSC Adv.

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Section: Resultsmentioning

confidence: 99%

Synthesis of a coumarin derivative of resorcin[4]arene with solvent-controlled chirality

Szafraniec

Iwanek

2020

RSC Adv.

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“…Due to their fluorescent properties, coumarin and its derivatives are often used as fluorescent markers in biological research [ 37 ] and as fluorescent chemosensors in cavitands [ 38 ]. Therefore, the inclusion of coumarin units in the resorcin[4]arene platform should directly affect the fluorescence of coumarin[4]arene, compared to pure 4-aminocoumarin.…”

Section: Resultsmentioning

confidence: 99%

Intramolecular Hydrogen Bond Driven Conformational Selectivity of Coumarin Derivatives of Resorcin[4]arene

Szafraniec

Iwanek

2020

IJMS

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In this study, the synthesis and structure of 4-aminocoumarin derivatives of resorcin[4]arene were investigated. Spectroscopic analysis and quantum mechanical calculations showed that this molecule undertakes a crown-in conformation in chloroform. The conformations of the aminocoumarin derivative of resorcin[4]arene were compared with a hydroxycoumarin derivative of resorcin[4]arene, and the effect of the substituent on the conformational selectivity of the coumarin derivatives of resorcin[4]arene was demonstrated. Both UV-VIS and fluorescence spectroscopy for the coumarin derivative of resorcin[4]arene (3) were performed, and a strong fluorescence quenching of derivative 3 compared to 4-aminocoumarin was observed.

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“…The receptor 39 exhibited the absorption signal with the maximum intensity at 325 and 386 nm while on successive addition of Zn 2+ into the receptor solution caused red shift in the absorption signal and this spectral variation upon Zn 2+ binding was the results of zinc-mediated imine−enamine tautomerization. 37 Chemical structure of the probe 41 and proposed copper complexation mechanism Jang et al 118 reported a new cavitand derivative 42 ( Fig. The compound 39 showed the nice selectivity and 42-fold fluorescence enhancement with a bright blue emission on 5 eq.…”

Section: Macrocyclic Copper Sensormentioning

confidence: 99%

Optical sensor: a promising strategy for environmental and biomedical monitoring of ionic species

2015

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There is fast growing research on designing and improving the metal recognition methodologies in the ecosystems and biological media. The fluorescent based techniques proved a mile stones for non-invasive metal sensation and quantification in the multichannel environment. Metals as the natural components of Earth's crust are generally present in trace concentrations in the environmental samples where the humic substances have complexation affinity toward them. Iron, zinc and copper are the 1 st , 2 nd and 3 rd adequate elements indispensable to the body in trace playing the crucial roles in many biological processes. However, the unregulated amounts either as excess or deficient may exacerbate deterioration to the vital organs and triggered the progression of complications. Beside these three essential elements, mercury is widely considered to be one of the most hazardous pollutants and highly dangerous elements due to its recognized accumulative and toxic characters in the environment and the ecosystem. In the current scenario, we have tried to summarize the maximum amount of recently developed fluorescent signaling materials for the Cu 2+ , Fe 2+ / Fe 3+ , Zn 2+ and Hg 2+ . The spectral shifting in the molecules on metal chelation, mode of complexation and stoichiometries of resulting adducts have been discussed in detail. Furthermore, the molecules which have been reported as intracellular metal detector via bioimaging are specifically highlighted that might be useful for the design and development of cell viable and membrane permeable molecular probes in the future perspective.

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New cavitand derivatives bearing four coumarin groups as fluorescent chemosensors for Cu2+ and recognition of dicarboxylates utilizing Cu2+ complex

Cited by 33 publications

References 21 publications

Synthesis of a coumarin derivative of resorcin[4]arene with solvent-controlled chirality

Synthesis of a coumarin derivative of resorcin[4]arene with solvent-controlled chirality

Intramolecular Hydrogen Bond Driven Conformational Selectivity of Coumarin Derivatives of Resorcin[4]arene

Optical sensor: a promising strategy for environmental and biomedical monitoring of ionic species

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