‘Clickable’ polymer brush coated magnetic nanoparticles: Employing Diels-Alder and azide-alkyne cycloaddition for modular targeted drug delivery platforms

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作者
Cengiz, Busra [1 ]
Degirmenci, Aysun [1 ]
Ejderyan, Nora [1 ]
Sanyal, Rana [1 ,2 ]
Sanyal, Amitav [1 ,2 ]
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[1] Department of Chemistry, Bogazici University, Bebek, Istanbul,34342, Turkey
[2] Center for Targeted Therapy Technologies, Bogazici University, Istanbul,34684, Turkey
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Effective methods of multi-functionalization of nanomaterials are essential for fabricating effective targeted drug delivery systems. Herein; we disclose the fabrication of polymer brush-coated magnetic nanoparticles that could be functionalized with drugs and targeting ligands through orthogonal click reactions. In particular; polymers containing electron-rich furan groups as functionalization handles are grown from the surface of magnetic nanoparticles using the ‘graft-from’ approach. Furthermore; azide groups are installed at the chain end of polymer brushes to furnish an orthogonally functionalizable system. The attachment of maleimide-containing fluorescent dyes and cytotoxic drugs using the Diels-Alder reaction is demonstrated. Drug-conjugated nanoparticles functionalized with integrin-targeting peptide using the azide-alkyne cycloaddition reaction undergo preferential uptake in cancer cells and show dose-dependent cytotoxicity. We envision that the modularly functionalizable system disclosed here could target various cancer cells using an appropriate combination of drugs and targeting groups. © 2024 Elsevier Ltd;
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