Water-Soluble Aromatic Nanobelt with Unique Cellular Internalization.

Angew Chem Int Ed Engl

Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Chikusa, Nagoya, 464-8602, Japan.

Published: September 2024

AI Article Synopsis

  • A water-soluble aromatic nanobelt was created through a straightforward reaction that modified a parent compound, resulting in an alkyne-functionalized version.
  • This modified nanobelt underwent a specific chemical reaction to attach a dye, making it suitable for cellular studies.
  • Experiments with HeLa cells showed unique uptake patterns of the nanobelt, which were influenced by its belt-like shape, as confirmed by control experiments and theoretical analysis.

Article Abstract

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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Source
http://dx.doi.org/10.1002/anie.202414645DOI Listing

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