Host-Guest Chemistry in Layer-by-Layer Assemblies Containing Calix[n]arenes and Cucurbit[n]urils: A Review

Akiba, Uichi; Minaki, Daichi; Anzai, Jun Ichi

doi:10.3390/polym10020130

Cited by 14 publications

(7 citation statements)

References 99 publications

(160 reference statements)

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“…Layer-by-layer deposition is a technique used to form a nanometer-thick multilayer film on a solid substrate surface, such as metals and glass, via electrostatic interactions by alternately immersing the substrate in a polycation and polyanion solutions ( Scheme 1 ) [ 1 ]. Formation of a thin multilayer film can be both driven by electrostatic interaction and by other types of interactions, such as biological affinity, e.g., avidin–biotin bonds [ 2 , 3 , 4 ], sugar–lectin bonds [ 5 ]; hydrogen bonds [ 6 , 7 ]; diol–phenylboronic acid bonds [ 8 , 9 ]; guest–host interactions [ 10 ]; and other low energy physical bonds [ 11 , 12 , 13 ]. Thus, a functional thin film can be formed from synthetic polymers and other materials, such as proteins, such as enzymes [ 14 , 15 ], polysaccharides [ 16 , 17 ], supramolecular compounds [ 18 ], and nanoparticles [ 19 ].…”

Section: Introductionmentioning

confidence: 99%

Voltammetric pH Measurements Using Azure A-Containing Layer-by-Layer Film Immobilized Electrodes

et al. 2020

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pH is one of the most important properties associated with an aqueous solution and various pH measurement techniques are available. In this study, Azure A-modified poly(methacrylic acid) (AA-PMA) was synthesized used to prepare a layer-by-layer deposited film with poly(allylamine hydrochloride) (PAH) on a glassy carbon electrode via electrostatic interactions and the multilayer film-immobilized electrode was used to measure pH. Cyclic voltammetry (CV) and differential pulse voltammetry (DPV) measurement were performed. Consequently, the oxidation potential of AA on the electrode changed with pH. As per Nernst’s equation, because H+ ions are involved in the redox reaction, the peak potential shifted depending on the pH of the solution. The peak potential shifts are easier to detect by DPV than CV measurement. Accordingly, using electrochemical responses, the pH was successfully measured in the pH range of 3 to 9, and the electrodes were usable for 50 repeated measurements. Moreover, these electrochemical responses were not affected by interfering substances.

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Section: Introductionmentioning

confidence: 99%

Voltammetric pH Measurements Using Azure A-Containing Layer-by-Layer Film Immobilized Electrodes

et al. 2020

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“…Then, 1-Ethyl-3-(3dimethylaminopropyl)carbodiimide hydrochloride (EDC) and N-hydroxysuccinimide (NHS) were obtained from Nacalai Tesque Inc. (Kyoto, Japan). LbL films can be prepared by the alternate deposition of different polymers on a solid surface using electrostatic interaction [22,23], hydrogen bonding [24,25], sugar-lectin bonding [26], and hostguest complexation [27]. In particular, many LbL films prepared using electrostatic interaction as a driving force have been reported.…”

Section: Methodsmentioning

confidence: 99%

“…LbL films can be prepared by the alternate deposition of different polymers on a solid surface using electrostatic interaction [22,23], hydrogen bonding [24,25], sugar-lectin bonding [26], and host-guest LbL films can be prepared by the alternate deposition of different polymers on a solid surface using electrostatic interaction [22,23], hydrogen bonding [24,25], sugar-lectin bonding [26], and hostguest complexation [27]. In particular, many LbL films prepared using electrostatic interaction as a driving force have been reported.…”

Section: Introductionmentioning

confidence: 99%

“…LbL films can be prepared by the alternate deposition of different polymers on a solid surface using electrostatic interaction [ 22 , 23 ], hydrogen bonding [ 24 , 25 ], sugar-lectin bonding [ 26 ], and host-guest complexation [ 27 ]. In particular, many LbL films prepared using electrostatic interaction as a driving force have been reported.…”

Section: Introductionmentioning

confidence: 99%

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Adsorption and Release of Rose Bengal on Layer-by-Layer Films of Poly(Vinyl Alcohol) and Poly(Amidoamine) Dendrimers Bearing 4-Carboxyphenylboronic Acid

et al. 2020

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Phenylboronic acid-bearing polyamidoamine dendrimer (PBA-PAMAM)/poly(vinyl alcohol) (PVA) multilayer films were prepared through the layer-by-layer (LbL) deposition of PBA-PAMAM solution and PVA solution. PBA-PAMAM/PVA films were constructed successfully through the formation of boronate ester bonds between the boronic acid moiety in PBA and 1,3-diol units in PVA. When the (PBA-PAMAM/PVA)5 films were immersed in rose bengal (RB) solution, RB was adsorbed onto the LbL films. The amount of RB adsorbed was higher in the LbL films immersed in acidic solution than in basic solution. The release of RB from the LbL films was also promoted in the basic solution, while it was suppressed in the acidic solution. The boronic acid ester is oxidized to phenol by hydrogen peroxide (H2O2) and the carbon-boron bond is cleaved, so that the (PBA-PAMAM/PVA)5 films can be decomposed by immersion in H2O2 solution. Therefore, when RB-adsorbed (PBA-PAMAM/PVA)5 films were immersed in H2O2 solution, the release of RB was moderately promoted when the solution was weakly acidic.

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“…Recently, supramolecular approaches, such as host-guest interaction, have been widely used to suppress ACQ [40,41,42]. Supramolecular smart materials based on host-guest interactions have become increasingly popular [43,44,45,46].…”

Section: Introductionmentioning

confidence: 99%

Tunable Fluorescence-Responsive Double Hydrophilic Block Polymers Induced by the Formation of Pseudopolyrotaxanes with Cucurbit[7]Uril

et al. 2019

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There is an urgent need for new strategies that allow the simultaneous detection and control of drug delivery. By making use of supramolecular host-guest interactions, a kind of pseudopolyrotaxanes, as a visualizable nanoscale drug carrier has been constructed by self-assembly of cucurbit[7]uril (CB[7]) with methoxy poly(ethylene glycol)-block-quaternized poly(4-vinyl pyridine) (mPEG-b-QP4VP) using 4-(chloromethyl)benzonitrile. Simple addition of CB[7] into an aqueous solution of mPEG-b-QP4VP resulted in noncovalent attachment of CB[7] to 4-cyanobenzyl-containing polymers, transforming the nonemissive mPEG-b-QP4VP micelles into highly fluorescent micelles. These pseudopolyrotaxanes micelles exhibited remarkable supramolecular assembly-induced emission enhancement and excellent biocompatibility, showing great potential for bioimaging applications. In addition, the efficient cellular uptake of the developed pseudopolyrotaxanes micelles loaded with the anticancer drug doxorubicin was a promising platform for simultaneous cell imaging and drug delivery, thereby widening their application in cancer theranostics.

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Host-Guest Chemistry in Layer-by-Layer Assemblies Containing Calix[n]arenes and Cucurbit[n]urils: A Review

Abstract: can also be deposited on the surfaces of micro templates and nanopore membranes to construct microcapsules for controlled release and nanochannels for selective ion transport, respectively.

Cited by 14 publications

References 99 publications

Voltammetric pH Measurements Using Azure A-Containing Layer-by-Layer Film Immobilized Electrodes

Voltammetric pH Measurements Using Azure A-Containing Layer-by-Layer Film Immobilized Electrodes

Adsorption and Release of Rose Bengal on Layer-by-Layer Films of Poly(Vinyl Alcohol) and Poly(Amidoamine) Dendrimers Bearing 4-Carboxyphenylboronic Acid

Tunable Fluorescence-Responsive Double Hydrophilic Block Polymers Induced by the Formation of Pseudopolyrotaxanes with Cucurbit[7]Uril

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