Journal ArticleDOI
Cucurbituril chemistry: a tale of supramolecular success
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TLDR
Cucurbit[n]urils have become key units in various self-organizing and stimulus-controlled assemblies, as well as in advanced materials and drug carriers.Abstract:
This review highlights the past six year advances in the blossoming field of cucurbit[n]uril chemistry. Because of their exceptional recognition properties in aqueous medium, these pumpkin-shaped macrocycles have been generating some tremendous interest in the supramolecular community. They have also become key units in various self-organizing and stimulus-controlled assemblies, as well as in advanced materials and drug carriers. The scope of this review is limited to the main family of cucurbit[n]urils (n = 5, 6, 7, 8, 10). The reader will find an overview of their preparation, their physicochemical and biological properties, as well as their recognition abilities towards various organic and inorganic guests. Detailed thermodynamic and kinetic considerations, as well as multiple applications including supramolecular catalysis are also discussed.read more
Citations
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Journal ArticleDOI
Determination of the kinetics underlying the pKa shift for the 2-aminoanthracenium cation binding with cucurbit[7]uril
Suma S. Thomas,Cornelia Bohne +1 more
TL;DR: The studies at various pH values showed different mechanisms for the formation of the AH(+)@CB[7] complex, with this complex formed either by the binding of AH(+) or by the initial binding of A followed by protonation.
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Cucurbit[6]uril-based polymer nanocapsules as a non-covalent and modular bioimaging platform for multimodal in vivo imaging
Sung Wan Kim,Gyeongwon Yun,Suman Khan,Jinhwan Kim,James Brooke Murray,Yeong Mi Lee,Won Jong Kim,Gyudong Lee,Sungjee Kim,Dinesh K. Shetty,Joo Hyun Kang,Jung Young Kim,Kyeng Min Park,Kimoon Kim +13 more
TL;DR: The potential of non-covalently modified nanomaterials in real world in vivo systems is demonstrated by taking advantage of the strong and robust host–guest interaction between CB and spermidine under in vivo conditions.
Journal ArticleDOI
Rotaxane formation by cucurbit[7]uril in water and DMSO solutions.
TL;DR: Rotaxane formation was found to be thermodynamically more favorable and kinetically faster in D2O than in DMSO-d6 solution, which highlights the importance of hydrophobic interactions in the assembly of cucurbituril complexes.
Journal ArticleDOI
Synthesis and Recognition Properties of Cucurbit[8]uril Derivatives
TL;DR: The higher inherent solubility of Me4CB[8] allowed it to be used as a solubilizing excipient for insoluble drugs and retain the ability to bind to guests typical of unsubstituted CB[8].
Journal ArticleDOI
Cucurbit[8]uril-templated H and J dimers of bichromophoric coumarin dyes: origin of contrasting emission
Nilotpal Barooah,Jyotirmayee Mohanty,Jyotirmayee Mohanty,Achikanath C. Bhasikuttan,Achikanath C. Bhasikuttan +4 more
TL;DR: The supramolecular control and mechanism for the contrasting dimer emission from selected bichromophoric coumarin dyes caught in the cucurbit[8]uril cavity is reported, providing a facile approach to developing photo-responsive molecular assemblies through structural tuning.
References
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Journal ArticleDOI
Complexation Thermodynamics of Cyclodextrins.
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The cucurbit[n]uril family
TL;DR: In 1981, the macrocyclic methylene-bridged glycoluril hexamer (CB[6]) was dubbed "cucurbituril" by Mock and co-workers because of its resemblance to the most prominent member of the cucurbitaceae family of plants--the pumpkin.
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Cucurbituril homologues and derivatives: new opportunities in supramolecular chemistry.
TL;DR: This Account is a compilation of recent literature covering the syntheses of the homologues and derivatives, and their supramolecular chemistry of cucurbituril, a synthetic receptor.
Journal ArticleDOI
New Cucurbituril Homologues: Syntheses, Isolation, Characterization, and X-ray Crystal Structures of Cucurbit[n]uril (n = 5, 7, and 8)
Jaheon Kim,In-Sun Jung,Soo Young Kim,Eunsung Lee,Jin-Koo Kang,Shigeru Sakamoto,and Kentaro Yamaguchi,Kimoon Kim +7 more
Journal ArticleDOI
Nanotechnology in Drug Delivery and Tissue Engineering: From Discovery to Applications
TL;DR: Two important aspects of nanomedicine, drug delivery and tissue engineering are discussed, highlighting the advances the authors have recently experienced, the challenges they are currently facing, and what they are likely to witness in the near future.
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