4.3 Article

Orthogonal biofunctionalization of magnetic nanoparticles via clickable poly(ethylene glycol) silanes: a universal ligand strategy to design stealth and target-specific nanocarriers

Journal

JOURNAL OF MATERIALS CHEMISTRY
Volume 22, Issue 47, Pages 24652-24667

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2jm34571d

Keywords

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Funding

  1. Department of Science and Technology (DST, New Delhi)
  2. Council of Scientific and Industrial Research (CSIR), Govt. of India

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The present work demonstrates a novel strategy to synthesize orthogonally bio-engineered magnetonanohybrids (MNPs) through the design of versatile, biocompatible linkers whose structure includes: (i) a robust anchor to bind with metal-oxide surfaces; (ii) tailored surface groups to act as spacers and (iii) a general method to implement orthogonal functionalizations of the substrate via click chemistry. Ligands that possess the synthetic generality of features (i)-(iii) are categorized as universal ligands. Herein, we report the synthesis of a novel, azido-terminated poly(ethylene glycol) (PEG) silane that can easily self-assemble on MNPs through hetero-condensation between surface hydroxyl groups and the silane end of the ligand, and simultaneously provide multiple clickable sites for high density, chemoselective bio-conjugation. To establish the universal-ligand-strategy, we clicked alkyl-functionalized folate onto the surface of PEGylated MNPs. By further integrating a near-infrared fluorescent (NIRF) marker (Alexa-Fluor 647) with MNPs, we demonstrated their folate-receptor mediated internalization inside cancer cells and subsequent translocation into lysosomes and mitochondria. Ex vivo NIRF imaging established that the azido-PEG-silane developed in course of the study can effectively reduce the sequestration of MNPs by macrophage organs (viz. liver and spleen). These folate-PEG-MNPs were not only stealth and noncytotoxic but their dual optical and magnetic properties aided in tracking their whereabouts through combined magnetic resonance and optical imaging. Together, these results provided a strong motivation for the future use of the universal ligand strategy towards development of smart nanohybrids for theragnostic applications.

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