Water‐Soluble Molecular Capsules: Self‐Assembly and Binding Properties

Autor: Corbellini, Francesca, Knegtel, Ronald M. A., Grootenhuis, Peter D. J., Crego‐Calama, Mercedes, Reinhoudt, David N.
Zdroj: Chemistry - A European Journal; January 2005, Vol. 11 Issue: 1 p298-307, 10p
Abstrakt: The self‐assembly and characterization of water‐soluble calix[4]arene‐based molecular capsules (1⋅2) is reported. The assemblies are the result of ionic interactions between negatively charged calix[4]arenes 1 aand 1 b, functionalized at the upper rim with amino acid moieties, and a positively charged tetraamidiniumcalix[4]arene 2. The formation of the molecular capsules is studied by 1H NMR spectroscopy, ESI mass spectrometry (ESI‐MS), and isothermal titration calorimetry (ITC). A molecular docking protocol was used to identify potential guest molecules for the self‐assembled capsule 1 a⋅2. Experimental guest encapsulation studies indicate that capsule 1 a⋅2is an effective host for both charged (N‐methylquinuclidinium cation) and neutral molecules (6‐amino‐2‐methylquinoline) in water.
Databáze: Supplemental Index