Journal article

Publication year: 2017

Pages: 16059-16065

Journal: Chemistry - A European Journal

Volume number: 23

Issue number: 63

Open access status: Green

DOI Link: https://doi.org/10.1002/chem.201703392

Publisher: Wiley

Abstract: 

We report the inclusion of carboxy‐ and amine‐substituted molecular nanodiamonds (NDs) adamantane, diamantane, and triamantane by β‐cyclodextrin and γ‐cyclodextrin (β‐CD and γ‐CD), which have particularly well‐suited hydrophobicity and symmetry for an optimal fit of the host and guest molecules. We studied the host–guest interactions in detail and generally observed 1:1 association of the NDs with the larger γ‐CD cavity, but observed 1:2 association for the largest ND in the series (triamantane) with β‐CD. We found higher binding affinities for carboxy‐substituted NDs than for amine‐substituted NDs. Additionally, cyclodextrin vesicles (CDVs) were decorated with d‐mannose by using adamantane, diamantane, and triamantane as non‐covalent anchors, and the resulting vesicles were compared with the lectin concanavalin A in agglutination experiments. Agglutination was directly correlated to the host–guest association: adamantane showed lower agglutination than di‐ or triamantane with β‐CDV and almost no agglutination with γ‐CDV, whereas high agglutination was observed for di‐ and triamantane with γ‐CDV.

Harvard Citation style: Schibilla, F., Voskuhl, J., Fokina, N., Dahl, J., Schreiner, P. and Ravoo, B. (2017) Host-Guest Complexes of Cyclodextrins and Nanodiamonds as a Strong Non‐Covalent Binding Motif for Self‐Assembled Nanomaterials, Chemistry - A European Journal, 23(63), pp. 16059-16065. https://doi.org/10.1002/chem.201703392

APA Citation style: Schibilla, F., Voskuhl, J., Fokina, N., Dahl, J., Schreiner, P., & Ravoo, B. (2017). Host-Guest Complexes of Cyclodextrins and Nanodiamonds as a Strong Non‐Covalent Binding Motif for Self‐Assembled Nanomaterials. Chemistry - A European Journal. 23(63), 16059-16065. https://doi.org/10.1002/chem.201703392