Water‐Soluble Aromatic Nanobelt with Unique Cellular Internalization
A water-soluble aromatic nanobelt was synthesized, and its cellular uptake behavior in HeLa cells was investigated. The late-stage functionalization of the parent methylene-bridged [6]cycloparaphenylene ([6]MCPP) provided an easily accessible alkyne-functionalized nanobelt in a single reaction step. The alkyne-substituted [6]MCPP was subjected to Cu-catalyzed azide-alkyne cycloaddition by using a dye-attached azide to obtain a water-soluble aromatic nanobelt. Cell-imaging experiments on the synthesized nanobelt in HeLa cells revealed stop-and-go cellular uptake dynamics. Similar experiments with control molecules and theoretical studies indicated that the unique dynamics of the nanobelt was derived from the belt-shaped structure.
Authors
- Kazuma Amaike (ORCID: https://orcid.org/0000-0002-7874-5235)
- Reika Isoda (ORCID: https://orcid.org/0000-0003-2589-6897)
- Masayoshi Nakamura (ORCID: https://orcid.org/0000-0002-7107-4942)
- Hiroki Shudo (ORCID: https://orcid.org/0000-0003-4192-0885)
- Konstantin Günther (ORCID: https://orcid.org/0000-0002-3874-1301)
- Daisuke Shimizu (ORCID: https://orcid.org/0000-0002-7669-2838)
- Kenichiro Itami (ORCID: https://orcid.org/0000-0001-5227-7894)
- Akiko Yagi (ORCID: https://orcid.org/0000-0003-2941-4357)
- Hideya Kono
Institutions
- University of Vienna (AT)
- Pioneer (United States) (US)
- Humboldt-Universität zu Berlin (DE)
- RIKEN (JP)
- Nagoya University (JP)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2024-09-30
- DOI
- https://doi.org/10.1002/anie.202414645
- Citations
- 5
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 1.25