Literature DB >> 19322405

Cucurbit[n]urils: from mechanism to structure and function.

Lyle Isaacs1.   

Abstract

This feature article details some of the unusual recognition properties of the cucurbit[n]uril family (CB[n]) of molecular containers. It discusses the mechanism of CB[n] formation, which proceeds from glycoluril via methylene bridged glycoluril oligomers, along with descriptions of the structures and recognition properties of some kinetically stable macrocyclic intermediates along the way. These partially formed CB[n]-type receptors known as nor-seco-CB[n] display intriguing properties such as chiral recognition, homotropic allostery, and function as aldehyde reaction cucurbituril synthons.

Entities:  

Year:  2008        PMID： 19322405     DOI： 10.1039/b814897j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  21 in total

1.  Encapsulation of alkyl and aryl derivatives of quaternary ammonium cations within cucurbit[n]uril (n = 6,7) and their inverted diastereomers: density functional investigations.

Authors:  Ishita A Raja; Vivekanand V Gobre; Rahul V Pinjari; Shridhar P Gejji
Journal:  J Mol Model       Date:  2014-02-25       Impact factor: 1.810

2.  Converging free energies of binding in cucurbit[7]uril and octa-acid host-guest systems from SAMPL4 using expanded ensemble simulations.

Authors:  Jacob I Monroe; Michael R Shirts
Journal:  J Comput Aided Mol Des       Date:  2014-03-08       Impact factor: 3.686

3.  Cucurbit[6]uril is an ultrasensitive (129)Xe NMR contrast agent.

Authors:  Yanfei Wang; Ivan J Dmochowski
Journal:  Chem Commun (Camb)       Date:  2015-05-28       Impact factor: 6.222

4.  Acyclic cucurbit[n]uril molecular containers enhance the solubility and bioactivity of poorly soluble pharmaceuticals.

Authors:  Da Ma; Gaya Hettiarachchi; Duc Nguyen; Ben Zhang; James B Wittenberg; Peter Y Zavalij; Volker Briken; Lyle Isaacs
Journal:  Nat Chem       Date:  2012-04-15       Impact factor: 24.427

5.  Programming A Molecular Relay for Ultrasensitive Biodetection through (129)Xe NMR.

Authors:  Yanfei Wang; Benjamin W Roose; John P Philbin; Jordan L Doman; Ivan J Dmochowski
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-21       Impact factor: 15.336

6.  Encapsulation of Mitoxantrone within Cucurbit[8]uril Decreases Toxicity and Enhances Survival in a Mouse Model of Cancer.

Authors:  Shyam K Konda; Ruqaya Maliki; Sean McGrath; Belinda S Parker; Tina Robinson; Alex Spurling; Alison Cheong; Peter Lock; Paul J Pigram; Don R Phillips; Lynne Wallace; Anthony I Day; J Grant Collins; Suzanne M Cutts
Journal:  ACS Med Chem Lett       Date:  2017-04-24       Impact factor: 4.345

7.  Stress Analysis at the Molecular Level: A Forced Cucurbituril-Guest Dissociation Pathway.

Authors:  Michael K Gilson
Journal:  J Chem Theory Comput       Date:  2010-03-09       Impact factor: 6.006

8.  The ex vivo neurotoxic, myotoxic and cardiotoxic activity of cucurbituril-based macrocyclic drug delivery vehicles.

Authors:  Rabbab Oun; Rafael S Floriano; Lyle Isaacs; Edward G Rowan; Nial J Wheate
Journal:  Toxicol Res (Camb)       Date:  2014-11-01       Impact factor: 3.524

9.  Molecular recognition of insulin by a synthetic receptor.

Authors:  Jordan M Chinai; Alexander B Taylor; Lisa M Ryno; Nicholas D Hargreaves; Christopher A Morris; P John Hart; Adam R Urbach
Journal:  J Am Chem Soc       Date:  2011-04-07       Impact factor: 15.419

10.  Supramolecular Adducts of Cucurbit[7]uril and Amino Acids in the Gas Phase.

Authors:  Ekaterina Kovalenko; Marta Vilaseca; Mireia Díaz-Lobo; A N Masliy; Cristian Vicent; Vladimir P Fedin
Journal:  J Am Soc Mass Spectrom       Date:  2015-10-06       Impact factor: 3.109
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