Literature DB >> 15366865

Well-defined, organic nanoenvironments in water: the hydrophobic effect drives a capsular assembly.

Corinne L D Gibb1, Bruce C Gibb.   

Abstract

The synthesis of a water-soluble, deep-cavity cavitand is reported. A blend of molecular curvature and amphiphilicity, this molecule has a hydrophobic concave surface and a hydrophilic convex surface. As a result, in aqueous solution and in the presence of a guest molecule, the host self-assembles to form a capsular assembly with an interior cavity large enough to entrap steroidal guests.

Entities:  

Year:  2004        PMID： 15366865     DOI： 10.1021/ja0475611

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  53 in total

1.  Guest recognition in a partially bridged deep cavitand.

Authors:  Eric Busseron; Julius Rebek
Journal:  Org Lett       Date:  2010-11-05       Impact factor: 6.005

2.  Kinetic resolution of constitutional isomers controlled by selective protection inside a supramolecular nanocapsule.

Authors:  Simin Liu; Haiying Gan; Andrew T Hermann; Steven W Rick; Bruce C Gibb
Journal:  Nat Chem       Date:  2010-08-08       Impact factor: 24.427

3.  Binding of carboxylate and trimethylammonium salts to octa-acid and TEMOA deep-cavity cavitands.

Authors:  Matthew R Sullivan; Punidha Sokkalingam; Thong Nguyen; James P Donahue; Bruce C Gibb
Journal:  J Comput Aided Mol Des       Date:  2016-07-18       Impact factor: 3.686

4.  Metal-coordinated water-soluble cavitands act as C-H oxidation catalysts.

Authors:  Katherine E Djernes; Orly Moshe; Magi Mettry; Donald D Richards; Richard J Hooley
Journal:  Org Lett       Date:  2012-01-24       Impact factor: 6.005

5.  Chiral Photochemistry in a Confined Space: Torquoselective Photoelectrocyclization of Pyridones within an Achiral Hydrophobic Capsule.

Authors:  Arun Kumar Sundaresan; Corinne L D Gibb; Bruce C Gibb; V Ramamurthy
Journal:  Tetrahedron       Date:  2009-08-29       Impact factor: 2.457

6.  Smaller building blocks form larger assemblies: aggregation behavior of biaryl-based dendritic facial amphiphiles.

Authors:  Ashootosh V Ambade; Sivakumar V Aathimanikandan; Derek van der Poll; S Thayumanavan
Journal:  J Org Chem       Date:  2007-10-04       Impact factor: 4.354

Review 7.  High-definition self-assemblies driven by the hydrophobic effect: synthesis and properties of a supramolecular nanocapsule.

Authors:  Simin Liu; Bruce C Gibb
Journal:  Chem Commun (Camb)       Date:  2008-06-06       Impact factor: 6.222

8.  Recognition with metallo cavitands.

Authors:  Faiz-Ur Rahman; Yong-Sheng Li; Ioannis D Petsalakis; Giannoula Theodorakopoulos; Julius Rebek; Yang Yu
Journal:  Proc Natl Acad Sci U S A       Date:  2019-08-19       Impact factor: 11.205

9.  The SAMPL6 SAMPLing challenge: assessing the reliability and efficiency of binding free energy calculations.

Authors:  Andrea Rizzi; Travis Jensen; David R Slochower; Matteo Aldeghi; Vytautas Gapsys; Dimitris Ntekoumes; Stefano Bosisio; Michail Papadourakis; Niel M Henriksen; Bert L de Groot; Zoe Cournia; Alex Dickson; Julien Michel; Michael K Gilson; Michael R Shirts; David L Mobley; John D Chodera
Journal:  J Comput Aided Mol Des       Date:  2020-01-27       Impact factor: 3.686

10.  Binding of cyclic carboxylates to octa-acid deep-cavity cavitand.

Authors:  Corinne L D Gibb; Bruce C Gibb
Journal:  J Comput Aided Mol Des       Date:  2013-11-12       Impact factor: 3.686
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