Host-Guest Complexes of Cyclodextrins and Nanodiamonds as a Strong Non-Covalent Binding Motif for Self-Assembled Nanomaterials.
Host-Guest Complexes of Cyclodextrins and Nanodiamonds as a Strong Non-Covalent Binding Motif for Self-Assembled Nanomaterials.
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DOI：
10.1002/chem.201703392
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发表时间：
2017-11
期刊：
影响因子：
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通讯作者：
Frauke Schibilla;Jens Voskuhl;N. Fokina;J. Dahl;P. Schreiner;B. Ravoo
中科院分区：
文献类型：
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作者：
Frauke Schibilla;Jens Voskuhl;N. Fokina;J. Dahl;P. Schreiner;B. Ravoo
我们报道了由β-环糊精和γ-环糊精（β-CD和γ-CD）包裹的羧基和胺基取代的分子纳米金刚石（ndds）金刚烷、金刚烷和三金刚烷，它们具有特别适合的疏水性和对称性，可以使宿主分子和客体分子最佳配合。我们详细研究了主-客体相互作用，通常观察到ND与较大的γ-CD空腔呈1:1的关联，但该系列中最大的ND（三金刚烷）与β-CD呈1:2的关联。我们发现羧基取代的NDs比胺取代的NDs具有更高的结合亲和力。此外，以金刚烷、金刚烷和三金刚烷作为非共价锚点，用d-甘露糖修饰环糊精囊泡（cdv），并将所制备的囊泡与凝集素豆豆蛋白A进行凝集实验比较。凝集作用与主-客体关系直接相关：金刚烷与β-CDV的凝集作用低于二烷和三烷，与γ-CDV几乎没有凝集作用，而二烷和三烷与γ-CDV的凝集作用较高。
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.