Biocompatible Glyconanoparticles by Grafting Sophorolipid Monolayers on Monodispersed Iron Oxide Nanoparticles

ACS Appl Bio Mater. 2019 Jul 15;2(7):3095-3107. doi: 10.1021/acsabm.9b00427. Epub 2019 Jul 1.

Abstract

This work presents the synthesis and characterization of sophorolipid-coated monodisperse iron oxide nanoparticles. Sophorolipids are biological glycosylated amphiphiles produced by the yeast S. bombicola. In their open acidic form, sophorolipids have been used as a surface stabilizing agent for metal and metal oxide nanoparticles but with a poor control over size and structural properties. In this work, the COOH function of sophorolipids (SL) was modified with nitrodopamine (NDA), a catechol known for its high affinity to iron ions. The resulting new form of sophorolipid-nitrodopamide (SL-NDA) was used as a surface ligand for monodisperse iron oxide nanoparticles. We show by a combination of thermogravimetric analysis and small-angle X-ray and neutron scattering that iron oxide nanoparticles (IONP) are stabilized by a single, high-density SL-NDA layer. This results in excellent colloidal stability under biologically relevant conditions, such as at high protein and salt concentrations. The IONP grafted with SL-NDA showed a negligible uptake by cells and no cytotoxicity, which was tested on two representative cell lines. Thus, they reveal the potential of sophorolipids as stable and nontoxic surface coatings for IONP-based biomedical and biotechnological applications.

Keywords: colloidal stability; core−shell nanoparticle; glyconanoparticle; iron oxide nanoparticle; lipid shell; nanoparticle surface functionalization; small-angle X-ray scattering; small-angle neutron scattering; sophorolipid.