162301-48-6Relevant articles and documents
IONOMERS WITH MACROCYCLIC MOIETIES FOR ION CONDUCTIVITY AND PERMSELECTIVITY
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, (2021/10/30)
Provided here are ion conducting materials including one or more macrocycles, and either one or more pendant groups or one or more backbone repeat units. The ion conducting materials exhibit distinctly high ion conductivity in thin film and bulk membrane
Effect of conformation, flexibility and intramolecular interaction on ion selectivity of calix[4]arene-based anion sensors: experimental and computational studies
Maity, Debdeep,Bhatt, Madhuri,Desai, Mittal L.,Suresh,Si, Mrinal Kanti,Boricha, Vinod P.,Ganguly, Bishwajit,Paul, Parimal
, p. 600 - 615 (2017/03/30)
A number of calix[4]arene-based molecules were designed incorporating amide moiety with variation in conformation, rigidity at the binding sites and steric crowding at the upper rim to investigate the anion sensing property of this series of ionophores. These compounds were synthesised and characterised, molecular structures of two of the compounds were established by single-crystal X-ray study. Anion binding property of these ionophores, investigated with the aid of 1H NMR and UV–vis spectroscopy, revealed that three (1–3) out of four ionophores strongly interact with F?, in addition, ionophore 2 interacts with CN? and H2PO? 4, ionophore 3 interacts with CH3COO? and H2PO? 4 and ionophore 4 does not interact with any anions. NMR titration was carried out to determine binding constant with strongly interacting anions. Crystal structure analysis revealed that strong intramolecular N ? H · π interaction in 4 prevented the anions to interact with the N–H protons of the amide moiety. Interestingly, 2 with F? and CN? exhibits sharp colour change in acetonitrile–chloroform. Apparently, conformation of the calix moiety, flexibility of the binding sites and intramolecular H-bonding played critical role towards determination of selectivity. Computational study was performed to investigate the interaction site(s) and also to corroborate some of the experimental results.
Cationic amphiphilic calixarenes to compact DNA into small nanoparticles for gene delivery
Rodik, Roman V.,Anthony, Anne-Sophie,Kalchenko, Vitaly I.,Mély, Yves,Klymchenko, Andrey S.
, p. 1654 - 1664 (2015/03/18)
Macrocycles have been attracting increasing attention as scaffolds for preparation of non-viral vectors for gene delivery. Here, following our earlier report, a series of amphiphilic calixarenes bearing cationic choline or N-(2-aminoethyl)-N,N-dimethylammonium groups at the upper rim and alkyl chains at the lower rim were synthesized. The effect of the length of aliphatic chains and the structure of the head group on their self-assembly, interaction with DNA, properties of their DNA complexes, transfection efficiency and cytotoxicity was studied. It was found that longer alkyl chains favor formation of small virus-sized DNA nanoparticles with low polydispersity. Moreover, longer alkyl chains, such as dodecyl groups, significantly improved the transfection efficiency, so transfection was observed in the presence of fetal bovine serum as well as with or without a helper lipid. Finally, we observed that the cytotoxicity of these calixarenes clearly decreased with increase of the chain length. On the other hand, the presence of four additional amino groups, which could be protonated at pH 7, affected only the stoichiometry of the complexes with DNA without influencing their transfection efficiency or cytotoxicity. The results obtained provide new insights for designing non-viral vectors based on macrocyclic molecules.
