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Single-molecule nanoscale drug carriers with quantitative supramolecular loading

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Abstract

While there are examples of successful nanomedicine technologies, challenges remain in engineering systems with controlled and defined characteristics such as size and drug loading. Dendrimers are a class of synthetic macromolecules which offer routes to precise nanoscale objects. Here, highly efficient and orthogonal methods for dendrimer synthesis are combined with the covalent attachment of a tunable number of cucurbit[7]uril macrocycle carriers. This synthetic macrocycle affords uniquely high-affinity binding to certain guests, lending modularity to the prepared dendrimer in terms of its drug cargo. To verify this concept, the chemotherapeutic doxorubicin was conjugated to a high-affinity guest for CB[7]. When combined with CB[7]-modified dendrimers, quantitative drug loading was realized, with one drug bound per CB[7] on the dendrimer. The guest-modified drug was attached via a pH-labile linker to facilitate release at sites of disease or upon cell internalization. This approach offers a new combination of discrete and efficient synthetic methodology coupled with modular and high-affinity supramolecular motifs to engineer platforms with exceptional precision for use in drug delivery.

Graphical abstract: Single-molecule nanoscale drug carriers with quantitative supramolecular loading

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Publication details

The article was received on 29 Jul 2019, accepted on 21 Aug 2019 and first published on 28 Aug 2019


Article type: Paper
DOI: 10.1039/C9ME00088G
Mol. Syst. Des. Eng., 2020, Advance Article

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    Single-molecule nanoscale drug carriers with quantitative supramolecular loading

    L. Zou, M. A. VandenBerg and M. J. Webber, Mol. Syst. Des. Eng., 2020, Advance Article , DOI: 10.1039/C9ME00088G

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