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Carbohydrate-Specific Uptake of Fucosylated Polymeric Micelles by Different Cancer Cell Lines.

Abstract
Inspired by upregulated levels of fucosylated proteins on the surfaces of multiple types of cancer cells, micelles carrying β-l-fucose and β-d-glucose were prepared. A range of block copolymers were synthesized by reacting a mixture of 2-azidoethyl β-l-fucopyranoside (FucEtN3) and 2-azideoethyl β-d-glucopyranoside (GlcEtN3) with poly(propargyl methacrylate)-block-poly(n-butyl acrylate) (PPMA-b-PBA) using copper-catalyzed azide-alkyne cycloaddition (CuAAC). Five block copolymers were obtained ranging from 100 mol % fucose to 100% glucose functionalization. The resulting micelles had hydrodynamic diameters of around 30 nm. In this work, we show that fucosylated micelles reveal an increased uptake by pancreatic, lung, and ovarian carcinoma cell lines, whereas the uptake by the healthy cell lines (CHO) is negligible. This finding suggests that these micelles can be used for targeted drug delivery toward cancer cells.
AuthorsKrzysztof Babiuch, Aydan Dag, Jiacheng Zhao, Hongxu Lu, Martina H Stenzel
JournalBiomacromolecules (Biomacromolecules) Vol. 16 Issue 7 Pg. 1948-57 (Jul 13 2015) ISSN: 1526-4602 [Electronic] United States
PMID26057004 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • Antineoplastic Agents
  • Micelles
  • Fucose
  • Polyethylene Glycols
Topics
  • Animals
  • Antineoplastic Agents (chemical synthesis, pharmacokinetics)
  • CHO Cells
  • Cell Line, Tumor
  • Cell Survival (drug effects)
  • Cricetulus
  • Cycloaddition Reaction
  • Drug Delivery Systems
  • Fucose (chemistry)
  • Humans
  • Micelles
  • Molecular Structure
  • Particle Size
  • Polyethylene Glycols (chemical synthesis, pharmacokinetics)

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