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Water-soluble aromatic nanobelt with unique cellular internalization

“Water-soluble aromatic nanobelt with unique cellular internalization”

Konstantin Günther, Hideya Kono, Hiroki Shudo, Reika Isoda, Masayoshi Nakamura, Akiko Yagi*, Kazuma Amaike*, Kenichiro itami*

Angew. Chem., Int. Ed. 2024, e202414645. DOI: 10.1002/anie.202414645

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.

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