Water-soluble molecular capsules: self-assembly and binding properties


Corbellini, Francesca and Knegtel, Ronald M.A. and Grootenhuis, Peter D.J. and Crego-Calama, Mercedes and Reinhoudt, David N. (2005) Water-soluble molecular capsules: self-assembly and binding properties. Chemistry: a European journal, 11 (1). pp. 298-307. ISSN 0947-6539

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Abstract:The self-assembly and characterization of water-soluble calix[4]arene-based molecular capsules (12) is reported. The assemblies are the result of ionic interactions between negatively charged calix[4]arenes 1 a and 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 a2. Experimental guest encapsulation studies indicate that capsule 1 a2 is an effective host for both charged (N-methylquinuclidinium cation) and neutral molecules (6-amino-2-methylquinoline) in water.
Item Type:Article
Copyright:© 2005 Wiley-Interscience
Electrical Engineering, Mathematics and Computer Science (EEMCS)
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Link to this item:http://purl.utwente.nl/publications/52759
Official URL:https://doi.org/10.1002/chem.200400849
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Metis ID: 224480