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Literature DB >> 32520574

Acyclic Cucurbit[n]uril-Type Receptors: Optimization of Electrostatic Interactions for Dicationic Guests.

Xiaoyong Lu¹, Sandra A Zebaze Ndendjio¹, Peter Y Zavalij¹, Lyle Isaacs¹.

Abstract

The synthesis of acyclic CB[n]-type host (1) is reported. By optimizing the placement of the sulfate groups nearby the electrostatically negative ureidyl C═O portals, the binding affinity of this class of receptors toward hydrophobic (di)ammonium guest molecules (5-23) is maximized. The X-ray crystal structures of 1·6a and 1·6d are reported.

Entities: Chemical Disease Gene Species

Mesh：

Substances：

Year: 2020 PMID： 32520574 PMCID： PMC7576436 DOI： 10.1021/acs.orglett.0c01637

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

27 in total

1. A novel concept of reversing neuromuscular block: chemical encapsulation of rocuronium bromide by a cyclodextrin-based synthetic host.

Authors: Anton Bom; Mark Bradley; Ken Cameron; John K Clark; Jan Van Egmond; Helen Feilden; Elizabeth J MacLean; Alan W Muir; Ronald Palin; David C Rees; Ming-Qiang Zhang
Journal: Angew Chem Int Ed Engl Date: 2002-01-18 Impact factor: 15.336

2. Rapid measurement of binding constants and heats of binding using a new titration calorimeter.

Authors: T Wiseman; S Williston; J F Brandts; L N Lin
Journal: Anal Biochem Date: 1989-05-15 Impact factor: 3.365

3. Acyclic cucurbit[n]uril congeners are high affinity hosts.

Authors: Da Ma; Peter Y Zavalij; Lyle Isaacs
Journal: J Org Chem Date: 2010-07-16 Impact factor: 4.354

4. Cucurbit[7]uril⋅guest pair with an attomolar dissociation constant.

Authors: Liping Cao; Marina Śekutor; Peter Y Zavalij; Kata Mlinarić-Majerski; Robert Glaser; Lyle Isaacs
Journal: Angew Chem Int Ed Engl Date: 2014-01-02 Impact factor: 15.336

Review 5. Cyclodextrins: their future in drug formulation and delivery.

Authors: V J Stella; R A Rajewski
Journal: Pharm Res Date: 1997-05 Impact factor: 4.200

6. Acyclic Cucurbit[n]uril-Type Molecular Containers: Influence of Linker Length on Their Function as Solubilizing Agents.

Authors: David Sigwalt; Damien Moncelet; Shane Falcinelli; Vijaybabu Mandadapu; Peter Y Zavalij; Anthony Day; Volker Briken; Lyle Isaacs
Journal: ChemMedChem Date: 2016-03-15 Impact factor: 3.466

7. The hydrophobic effect revisited--studies with supramolecular complexes imply high-energy water as a noncovalent driving force.

Authors: Frank Biedermann; Werner M Nau; Hans-Jörg Schneider
Journal: Angew Chem Int Ed Engl Date: 2014-07-28 Impact factor: 15.336

8. Giant hollow M(n)L(2n) spherical complexes: structure, functionalisation and applications.

Authors: Kate Harris; Daishi Fujita; Makoto Fujita
Journal: Chem Commun (Camb) Date: 2013-08-04 Impact factor: 6.222

9. Cucurbit[n]uril-Based Microcapsules Self-Assembled within Microfluidic Droplets: A Versatile Approach for Supramolecular Architectures and Materials.

Authors: Ji Liu; Yang Lan; Ziyi Yu; Cindy S Y Tan; Richard M Parker; Chris Abell; Oren A Scherman
Journal: Acc Chem Res Date: 2017-01-11 Impact factor: 22.384

Review 5. When Molecules Meet in Water-Recent Contributions of Supramolecular Chemistry to the Understanding of Molecular Recognition Processes in Water.

Authors: Stefan Kubik
Journal: ChemistryOpen Date: 2022-04 Impact factor: 2.630

5 in total

Acyclic Cucurbit[n]uril-Type Receptors: Optimization of Electrostatic Interactions for Dicationic Guests.

1. A novel concept of reversing neuromuscular block: chemical encapsulation of rocuronium bromide by a cyclodextrin-based synthetic host.

2. Rapid measurement of binding constants and heats of binding using a new titration calorimeter.

3. Acyclic cucurbit[n]uril congeners are high affinity hosts.

4. Cucurbit[7]uril⋅guest pair with an attomolar dissociation constant.

Review 5. Cyclodextrins: their future in drug formulation and delivery.

6. Acyclic Cucurbit[n]uril-Type Molecular Containers: Influence of Linker Length on Their Function as Solubilizing Agents.

7. The hydrophobic effect revisited--studies with supramolecular complexes imply high-energy water as a noncovalent driving force.

8. Giant hollow M(n)L(2n) spherical complexes: structure, functionalisation and applications.

9. Cucurbit[n]uril-Based Microcapsules Self-Assembled within Microfluidic Droplets: A Versatile Approach for Supramolecular Architectures and Materials.

10. Triazole functionalized acyclic cucurbit[n]uril-type receptors: host·guest recognition properties.

1. In Vitro and In Vivo Sequestration of Methamphetamine by a Sulfated Acyclic CB[n]-Type Receptor.

2. Anthracene-Walled Acyclic CB[n] Receptors: in vitro and in vivo Binding Properties toward Drugs of Abuse.

Review 3. Supramolecular hosts as in vivo sequestration agents for pharmaceuticals and toxins.

Review 4. Fluorescence-Based Sensing of Pesticides Using Supramolecular Chemistry.

Review 5. When Molecules Meet in Water-Recent Contributions of Supramolecular Chemistry to the Understanding of Molecular Recognition Processes in Water.