Enzyme-responsive supramolecular polymers by complexation of bis(p-sulfonatocalixarenes) with suberyl dicholine-based pseudorotaxaneDong-Sheng Guo, Yu Liu, Tian-Xing Zhang & Yi-Xuan Wang
A linear supramolecular ternary polymer was fabricated by iteratively threading cyclodextrin with suberyl dicholine and end-capping with bis-calixarenes, showing desired cholinesterase response.
Fluorimetric and molecular mechanics study of the inclusion complex of 2-quinoxalinyl-phenoxathiin with β-cyclodextrinIulia Matei, Anca Nicolae & Mihaela Hillebrand
The complex formed by the inclusion of the polarity-sensitive fluorescent probe 2-[2′-quinoxalinyl]-phenoxathiin (QP) into β-cyclodextrin (β-CD) was investigated by steady-state fluorescence spectroscopy in order to confirm the previously stated intramolecular charge transfer nature of the first excited singlet state of QP. A decrease in the emission intensity in the presence of β-CD was observed and explained on this basis. The 1:1 stoichiometry of the inclusion complex and its association constant of 2,223 M−1 were computed....
Inhibition and disintegration of insulin amyloid fibrils: a facile supramolecular strategy with p-sulfonatocalixarenesMeenakshi N. Shinde, Nilotpal Barooah, Achikanath C. Bhasikuttan & Jyotirmayee Mohanty
This study reveals the ability of p-sulfonatocalix[4/6]arenes to effectively inhibit the fibril formation in human insulin and demonstrate its potential to disintegrate/dissolve the mature fibrils, a promising supramolecular therapeutic strategy for amyloidosis.
Dreifach kontrolliert: TernÃ¤re Komplexe aus einem makrocyclischen Wirt (p-Sulfonatocalixaren), einem organischen Gast (2,3-Diazabicyclo[2.2.2]oct-2-en) und Ãbergangsmetallionen (siehe Bild) result...
A green to blue fluorescence switch of protonated 2-aminoanthracene upon inclusion in cucurbiturilDonal H. Macartney, Ruibing Wang & Lina Yuan
The inclusion of protonated 2-aminoanthracene in the cavity of cucurbituril increases its pKa values in the ground and excited states, resulting in the disappearance of the green emission of the neutral excited state and the significant enhancement of the blue emissions from the protonated excited state g
pH-responsive emission behavior of supramolecular complexes between pyridylbutadiene with CB7 and formation of molecular assemblies is described.
Effect of torsional isomerization and inclusion complex formation with cucurbituril on the fluorescence of 6-methoxy-1-methylquinoliniumZsombor Miskolczy, József G. Harangozó, László Biczók, Véronique Wintgens, Cédric Lorthioir & Catherine Amiel
Inclusion of 6-methoxy-1-methylquinolinium (C1MQ) in the cavity of cucurbituril (CB7) was studied by absorption, fluorescence, NMR and isothermal calorimetric methods in aqueous solution at 298 K. The free C1MQ exhibited dual-exponential fluorescence decay kinetics due to the two torsional isomers differi
Fluorescence enhancement of a probe molecule in solution by the container molecule cucurbituril (CB) is reported for the first time. The fluorescence of the probe 2-anilinonaphthalene-6-sulfonate (2,6-ANS) in aqueous Na2SO4 solution is found to increase by a maximum factor of 5.0 upon addition of cucurbituril. This fluorescence enhancement is the result of the formation of a hostguest inclusion complex, in which the guest 2,6-ANS is incorporated inside the cavity of the host, cucurbituril. Measurement of...
Abstract Employing bis(p-sulfonatocalixarenes) (bisSC4A) and N′,N′′hexamethylenebis(1-methyl-4,4′-bipyridinium) (HBV4+) as monomer building blocks, the assembly morphologies can be modulated by ...
Synthesis of Doubly Ethyl-Bridged Bis(p-sulfonatocalixarene) and Its Supramolecular Polymerization with Viologen DimerKun-Peng Wang, Dong-Sheng Guo, Hong-Xia Zhao & Yu Liu
Abstract A water-soluble supramolecular polymer with a high degree of polymerization and viscosity has been constructed based on the strong host–guest interaction between p-sulfonatocalixarenes ...
Taking it in turn: Despite the high internal strain, the long aliphatic chains of alkyltrimethylammonium ions buried deeply inside the cucurbituril (CB) cavity adopt a U-shaped conformation (se...
Considerable Change of Fluorescence Properties upon Multiple Binding of Coralyne to 4-SulfonatocalixarenesMónika Megyesi & László Biczók
The interaction of coralyne, an analogue of natural protoberberine alkaloids, with 4-sulfonatocalixarenes (SCXn) was studied in aqueous solution at pH 2 to reveal the major factors determining the stability, stoichiometry, and fluorescent properties of the species formed. Addition of SCXn to coralyne solution brought about remarkable fluorescence intensity diminution and hypochromism in the 300−440 nm absorption domain. SCXn hosts were capable of binding as many coralyne molecules as the number of their hydroxybenzenesulfonate units. The...
Cyclodextrin-assisted modulation of the photophysical properties and acidity constant of pyrene-armed calixareneV. S. Kalyani, D. D. Malkhede & Jyotirmayee Mohanty
The supramolecular pKa shift and modulation in the monomer and excimer emission behaviour of pyrene-armed calixarene with cyclodextrins find applications in ratiometric sensing.
The complexation of sulfur hexafluoride (SF6), a highly potent greenhouse gas, by cucurbituril (CB) was studied at various temperatures in Na2SO4 aqueous solutions by 19F and 1H NMR. CB shows a remarkable affinity for SF6, suggesting that it is a suitable molecular container for the design of materials tailored for SF6 trapping. At 298 K, the equilibrium constant characterizing the inclusion of SF6 by CB is 3.1 × 104 M−1 and the residence time of...
The interlocked bambusuril: Reactive hypervalent iodine species possessing dynamic covalent bonds are utilized in a constitutive sense for the near quantitative synthesis of rotaxanes via the stabili...
Abstract The ability of three bis-viologen cyclophanes to act as redox-triggered contractile switches is investigated. Odd/even effects in the formation of cyclic bis-viologens are circumvented by ...
Cucurbituril inclusion complexation as a supramolecular strategy for color stabilization of anthocyanin model compoundsBarbara Held, Hao Tang, Palani Natarajan, Cassio Pacheco da Silva, Volnir de Oliveira Silva, Cornelia Bohne & Frank H. Quina
Complete stabilization of the color of a flavylium cation by the formation of a higher order (1 : 2) complex with cucurbituril.
Study on the inclusion interaction of cucurbit[n]urils with sanguinarine by spectrofluorimetry and its analytical applicationChang-Feng Li, Li-Ming Du & Hui-Ming Zhang
Spectroscopic studies on the interaction of Safranine T with DNA in β-cyclodextrin and carboxymethyl-β-cyclodextrinGuomei Zhang, Yuehong Pang, Shaomin Shuang, Chuan Dong, Martin M.F. Choi & Diansheng Liu
Six- and seven-membered cucurbiturils form inclusion complexes with a lutidine derivative. These inclusion complexes differ in the binding mode, stability, kinetics of complexation, and sensitivity toward basic media.
Driving forces of anion binding in water in contrast to nonpolar environments are of high interest because of their relevance to biology and medicine. Here we report a neutral bambusuril macrocycle (1), soluble in both water and nonpolar solvents due to decoration with 12 polyethylene glycol-based substituents. The new bambusuril has the highest affinity for I– in pure water ever reported for a synthetic macrocycle relying on hydrogen bonding interactions rather than metal coordination or...
Supramolecular interaction of cucurbit[n]urils and coptisine by spectrofluorimetry and its analytical applicationChang-Feng Li, Li-Ming Du, Wen-Ying Wu & Ai-Zhuo Sheng
Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril FormationTomas Lizal, Lukas Ustrnul, Marek Necas & Vladimir Sindelar
The synthesis and supramolecular properties of the first methylene-bridged propanediurea-based dimers are described. These dimers, bearing an aromatic sidewall, have the shape of molecular clips. Unlike glycoluril-based dimers, these clips neither dimerize nor accept any organic guests, due to their small cavities. Both propanediurea- and glycoluril-based dimers bind halide anions on the convex side of the molecules, even in highly polar organic solvents. This observation brings new insights into the mechanism of cucurbituril formation.
Department of Physical and Technical Sciences29
University of Miami17
Institute of Materials and Environmental Chemistry15
Institute of Nanotechnology15
Institute for Basic Science9
Institute of Organic Chemistry8