Cucurbit[7]uril Complexes of Crown-Ether Derived Styryl and (Bis)styryl Dyes

Федорова, О. А.; Chernikova, Ekaterina Y.; Fedorov, Yuri V.; Gulakova, E. N.; Перегудов, А. С.; Lyssenko, Konstantin А.; Jonusauskas, Gediminas; Isaacs, Lyle

doi:10.1021/jp903289q

Cited by 35 publications

(100 citation statements)

References 66 publications

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“…The binding properties of 1 and 2 with CB [7] in aqueous solution were the subject of our previous studies. 33,34 UV-vis and NMR spectroscopy data confirmed the formation of the stable inclusion 1 : 1 complexes CB[7]-1 and CB[7]-2 driven by a hydrophobic effect and ion-dipole interactions with preferential immersion of the vinyl(pyridinium) unit of dyes 1 and 2 into the CB [7] cavity ( Table 1). The identical complexation pattern resulted in the equal stability constant value of log K = 5.36 AE 0.02 for both dyes 1 and 2.…”

mentioning

confidence: 63%

Light-induced piston nanoengines: ultrafast shuttling of a styryl dye inside cucurbit[7]uril

Chernikova

Berdnikova

Fedorov

et al. 2017

Phys. Chem. Chem. Phys.

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The combination of photoactive styryl(pyridinium) dyes and cucurbit[7]uril (CB[7]) in an integrated supramolecular system allowed us to design a novel high speed molecular machine based on the fully reversible shuttling motion of the dye inside the CB[7] host cavity. The driving force of this movement is the electrostatic potential change after the occurrence of intramolecular charge transfer in the excited state of the dye molecule that can be externally controlled by light. Steady-state and time-resolved optical spectroscopy as well as DFT calculations provided an unambiguous evidence for the ultrafast piston-like movement of the system between two states. The shuttling process occurs in the picosecond timescale and its bistability depends on the strength of the dye donor fragment.

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mentioning

confidence: 63%

Light-induced piston nanoengines: ultrafast shuttling of a styryl dye inside cucurbit[7]uril

Chernikova

Berdnikova

Fedorov

et al. 2017

Phys. Chem. Chem. Phys.

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“…In case of the formation of the host-guest interactions, the environment of the chromophoric group has changed and the polarity becomes weaker. As a result, the hydro phobic environment leads to the maximum absorbance red shift as well [38]. Rhodamine B emits strong fluorescence in the specific excitation wavelength ($ Ex = 550 nm).…”

Section: The Extraction Of !-Cd-rhb Frommentioning

confidence: 99%

Light-controlled drug releasing polymer films combining LbL self-assembly and host-guest interactions

Li¹,

He²,

Wang³

et al. 2014

Express Polym. Lett.

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Abstract. By combining LbL (layer-by-layer) self-assembly approach and host-guest interactions, a unique multilayer film was constructed and employed for a light-controlled drug release system. The drug molecules can be loaded and released into the resulting polyelectrolyte multilayers containing azobenzene (Azo) function groups by using the irradiation of visible light and UV light alternately. The photo-sensitivity of the multilayer films was studied through UV-vis spectrum, fluorescence spectrum and confocal microscopy. The target molecules could be rapidly released from the multilayers after 300 W UV light irradiation for 20 minutes. Moreover, they could be readsorbed into the multilayers uniformly when illuminated under the 300 W visible light for 10 minutes confirmed by the observation of confocal microscopy, and the readsorption ratio exceeds 100% evidenced from UV-vis spectroscopy. After several cycles of the above-mentioned process, the multilayer films show good fatigue resistance. All these results indicate the photo-sensitivity and high-efficiency of the multilayer films, which have great potential in controlled drug delivery platform and biomedical applications. : coatings, layer-by-layer, host-guest interactions, light response, drug delivery eXPRESS Polymer Letters Vol.8, No.3 (2014) 143-153 Available online at www.expresspolymlett.com DOI: 10.3144/expresspolymlett.2014.18 * Corresponding author, e-mail: softmatter@163.com © BME-PT nating irradiation with UV and Vis light allows for reversible sliding of !-CD along the surfactant, leading to the formation of rotaxane-like vesicles. Based on this principle, light-responsive host-guest assembly and disassembly between Azo and CD hold great potential to design a reversible drug delivery profile [16,17]. Layer-by-layer (LbL) self-assembly approach is particularly well-suited for fabricating functional multilayer thin films with ultrafine nanometer-scale structure for use as drug delivery vehicles [18][19][20][21]. The traditional means of loading drugs on layers of LbL platform always uses physical adsorption or chemical bonding. However, these methods of loading drugs have a common drawback: drug loading and release is irreversible. This is a critical problem in LbL multilayers for drug delivery. Therefore, it's desired to devise a reversible LbL-based system to manipulate the drug release in a more controllable manner. In the past decade, the pioneering work on LbL assembly with supramolecular interaction has been established by Ikeda et al. [22]. Subsequently, Smith et al. [23] have reported that loading smallmolecule drugs on the layers of LbL-based system using supramolecular interaction. On another front, the light-induced drug release from a LbL-based system is the most elegant way to combine reversibly and efficiency, because light as an attractive stimulus can be applied rapidly, remotely, and locally [24,25]. While numerous well-established photoresponsive LbL-based systems are available [26,27], their applications in drug release b...

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“…This observation indicates that the metal cation interacts with crown ether moieties of dye. 18,20 To determine the complexation stoichiometry and to estimate the stability of complexes, sets of the absorption curves obtained by variation of concentration of metal cations in acetonitrile solution of dyes were analyzed by SPECFIT program. 21 The stability con stants and the position of maxima for complexes L$M and L$M 2 are listed in Table 1.…”

Section: Complex Formationmentioning

confidence: 99%

Metal-ion induced FRET in macrocyclic dynamic tweezers

et al. 2013

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a b s t r a c tWe report here about effective FRET process (73 99%) in mono Mg 2þ complexes of symmetrical crown ether bis(styryl) dyes. The FRET process has not been observed in the free state and in binuclear com plexes. The formation of mononuclear complex provides two styrylic fragments with appropriate posi tions of absorption and emission bands for FRET. The other important parameter for FRET is the proper geometric orientation of both chromophores, which attain sandwich conformation with close posi tioning of complexed and free styryl fragments induced by ion modulated geometry reorganization of the bis dye.

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Cucurbit[7]uril Complexes of Crown-Ether Derived Styryl and (Bis)styryl Dyes

Cited by 35 publications

References 66 publications

Light-induced piston nanoengines: ultrafast shuttling of a styryl dye inside cucurbit[7]uril

Light-induced piston nanoengines: ultrafast shuttling of a styryl dye inside cucurbit[7]uril

Light-controlled drug releasing polymer films combining LbL self-assembly and host-guest interactions

Metal-ion induced FRET in macrocyclic dynamic tweezers

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