Cucurbituril analogues can bear some of the chemical and physical characteristics of their parental origin and are derived wholly or in part from glycolurils (including homologues). The development of analogues is discussed from their earliest origins to the most recent developments, which includes deviations in binding properties and the inclusion of alternative molecular units in conjunction with glycolurils. Examples of alternative guest binding are discussed and compared to the behaviour of conventional cucurbituril.
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http://dx.doi.org/10.1039/c9cc07233k | DOI Listing |
Mol Pharm
November 2024
Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, PR China.
The supramolecular drug delivery systems (SDDSs) based on host-guest recognition through noncovalent interactions, capable of responsive behavior and dynamic switching to external stimuli, have attracted considerable attention in cancer therapy. In this study, a targeted dual-functional drug delivery system was designed and synthesized. A hydrophilic macrocyclic host molecule (acyclic cucurbit[]uril ACB) was modified with folic acid (FA) as a targeting ligand.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
July 2024
Department of Chemistry and Biochemistry, University of Maryland, College Park, 8051 Regents Dr., College Park, MD 20742, United States.
The accumulation of organic micropollutants (OMP) in aquatic systems is a major societal problem that can be addressed by approaches including nanofiltration, flocculation, reverse osmosis and adsorptive methods using insoluble materials (e.g. activated carbon, MOFs, nanocomposites).
View Article and Find Full Text PDFOrg Biomol Chem
December 2023
Aix Marseille Univ, CNRS, ICR, AMUTech, Marseille, France.
Previously, we reported a guest molecule containing a viologen (V), a phenylene (P) and an imidazole (I) fragment (VPI) forming a host : guest 2 : 2 complex with cucurbit[8]uril (CB[8]) and an unprecedented 2 : 3 complex with cucurbit[10]uril (CB[10]). To better address the structural features required to form these complexes, two VPI analogues were designed and synthesized: the first with a tolyl (T) group grafted on the V part (T-VPI) and the second with a naphthalene (N) fused on the imidazole (I) part (VPI-N). While VPI-N afforded a discrete well-defined 2 : 2 complex with CB[8] and a 2 : 3 complex with CB[10], T-VPI organized also as a 2 : 2 complex with CB[8] but no well-defined complex was obtained with CB[10].
View Article and Find Full Text PDFNat Nanotechnol
October 2021
Melville Laboratory for Polymer Synthesis, Yusuf Hamied Department of Chemistry, University of Cambridge, Cambridge, UK.
Nature controls the assembly of complex architectures through self-limiting processes; however, few artificial strategies to mimic these processes have been reported to date. Here we demonstrate a system comprising two types of nanocrystal (NC), where the self-limiting assembly of one NC component controls the aggregation of the other. Our strategy uses semiconducting InP/ZnS core-shell NCs (3 nm) as effective assembly modulators and functional nanoparticle surfactants in cucurbit[n]uril-triggered aggregation of AuNCs (5-60 nm), allowing the rapid formation (within seconds) of colloidally stable hybrid aggregates.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
March 2021
Aix Marseille Univ, CNRS, ICR, Marseille, France.
Molecular machines are ubiquitous in nature and function away from equilibrium by consuming fuels to produce appropriate work. Chemists have recently excelled at mimicking the fantastic job performed by natural molecular machines with synthetic systems soluble in organic solvents. In efforts toward analogous systems working in water, we show that guest molecules can be exchanged in the synthetic macrocycle cucurbit[7]uril by involving kinetic traps, and in such a way as modulating energy wells and kinetic barriers using pH, light, and redox stimuli.
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