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Issue 25, 2018
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A toolbox approach for multivalent presentation of ligand–receptor recognition on a supramolecular scaffold

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Abstract

A supramolecular toolbox approach for multivalent ligand–receptor recognition was established based on β-cyclodextrin vesicles (CDVs). A series of bifunctional ligands for CDVs was synthesised. These ligands comprise on one side adamantane, enabling the functionalisation of CDVs with these ligands, and either mannose or sulphate group moieties on the other side for biological receptor recognition. The physicochemical properties of the host–guest complexes formed by β-cyclodextrin (β-CD) and adamantane were determined by isothermal titration calorimetry (ITC). Ligand–lectin interactions were investigated by surface plasmon resonance experiments (SPR) for the mannose ligands and the lectin Concanavalin A (ConA). Microscale thermophoresis (MST) measurements were applied for sulphate-dependent binding to L-selectin. In both cases, a multivalent affinity enhancement became apparent when the ligands were presented on the CDV scaffold. Furthermore, not only the clustering between our supramolecular mannosylated complex and Escherichia coli (E. coli), expressing the lectin FimH, was visualised by cryo-TEM, but also the competitive character to detach bound E. coli from a cell line, representing the uroepithelial cell surface, was demonstrated. In summary, a facile and effective supramolecular toolbox was established for various ligand–receptor recognition applications.

Graphical abstract: A toolbox approach for multivalent presentation of ligand–receptor recognition on a supramolecular scaffold

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Publication details

The article was received on 06 Apr 2018, accepted on 18 May 2018 and first published on 21 May 2018


Article type: Paper
DOI: 10.1039/C8TB00922H
Citation: J. Mater. Chem. B, 2018,6, 4216-4222
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    A toolbox approach for multivalent presentation of ligand–receptor recognition on a supramolecular scaffold

    S. Ehrmann, C. Chu, S. Kumari, K. Silberreis, C. Böttcher, J. Dernedde, B. J. Ravoo and R. Haag, J. Mater. Chem. B, 2018, 6, 4216
    DOI: 10.1039/C8TB00922H

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