Calixarene-based pure and mixed assemblies for biomedical applications

Catechol-Containing Schiff Bases on Thiacalixarene: Synthesis, Copper (II) Recognition, and Formation of Organic-Inorganic Copper-Based Materials

“…It is known that the arrangement of substituents of (thia)calixarenes strongly affects complexing properties of the resulting receptors in relation to various substrates (metal cations, anions, small organic molecules, proteins, nucleic acids) [ 38 , 39 , 40 , 41 , 42 , 43 ]. The macrocycle acts as a platform capable of rigid spatial arrangement of receptor fragments.…”

Influence of water-soluble pillararene hosts on Kemp elimination

“…There is an order of magnitude difference in binding constants measured by 1 H NMR and ITC, which is attributed to the fact that heat of dilution and assembly process may also occur during the ITC experiments. Overall, the binding of the Kemp elimination substrate G1 with the water-soluble pillar [5]arene is not strong, which is mainly caused by the lack of charges on the substrate; the neutral guest can tumble freely within the tubular cavity of pillar [5]arene. In terms of G2, similar binding mode was observed upon mixing it with H1 and H2 in 1 : 1 ratio (Fig.…”

“…Moreover, not only catalysis was achieved, 29 but also in some cases, inhibitions were observed for the reaction occurred inside the pillararene cavity. [30][31][32] Herein, we report the effects of two oppositely charged watersoluble pillar [5]arene hosts 33,34 on Kemp elimination reaction of 1,2-phenylisoxazole derivatives (Scheme 1). Previously, Michael Ward 35 and co-workers investigated the effect of water-soluble metal-organic cages [Co 8 L 12 ] 16+ on Kemp elimination reaction, and their results showed that the existence of cage has a huge rate acceleration (k cat /k uncat ¼ 2 Â 10 5 ) on the reaction.…”

“…Previously, Michael Ward 35 and co-workers investigated the effect of water-soluble metal-organic cages [Co 8 L 12 ] 16+ on Kemp elimination reaction, and their results showed that the existence of cage has a huge rate acceleration (k cat /k uncat ¼ 2 Â 10 5 ) on the reaction. We assume the hydrophobic cavity of pillar [5]arene will have similar effect on this reaction. It was found that our two hosts bearing opposite charges on their rims have inuenced the reaction rate to different extent.…”

Recognition of Hydrophilic Cyclic Compounds by a Water-Soluble Cavitand

“…Synthetic receptors are powerful tools for supramolecular chemists to mimic the complex biomolecular recognition process in a laboratory. In the past few decades, a number of synthetic molecular receptors, such as crown ethers [3], cyclodextrins [4], calixarenes [5], cucurbiturils [6] and pillararenes [7], have been synthesized and extensively studied. Their readily accessible macrocyclic structures and promising applications in molecular recognition have attracted synthetic, physical organic and supramolecular chemists.…”