Cucurbiturils: from synthesis to high-affinity binding and catalysis

In the wide area of supramolecular chemistry, cucurbit[ n ]urils (CB n ) present themselves as a young family of molecular containers, able to form stable complexes with various guests, including drug molecules, amino acids and peptides, saccharides, dyes, hydrocarbons, perfluorinated hydrocarbons,...

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Bibliographic Details
Published in:Chemical Society reviews 2015-01, Vol.44 (2), p.394-418
Main Authors: Assaf, Khaleel I, Nau, Werner M
Format: Article
Language:English
Subjects:
Binding
Catalysis
Derivatives
Drug delivery systems
Hydrocarbons
Peptides
Synthesis
Synthesis (chemistry)
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Summary:In the wide area of supramolecular chemistry, cucurbit[ n ]urils (CB n ) present themselves as a young family of molecular containers, able to form stable complexes with various guests, including drug molecules, amino acids and peptides, saccharides, dyes, hydrocarbons, perfluorinated hydrocarbons, and even high molecular weight guests such as proteins ( e.g. , human insulin). Since the discovery of the first CB n , CB6, the field has seen tremendous growth with respect to the synthesis of new homologues and derivatives, the discovery of record binding affinities of guest molecules in their hydrophobic cavity, and associated applications ranging from sensing to drug delivery. In this review, we discuss in detail the fundamental properties of CB n homologues and their cyclic derivatives with a focus on their synthesis and their applications in catalysis. Major developments in the synthesis of cucurbiturils and applications related to their high-affinity binding and catalysis have recently taken place.
ISSN:0306-0012
1460-4744
DOI:10.1039/c4cs00273c