Improved functionalization of oleic acid-coated iron oxide nanoparticles for biomedical applications

Superparamagnetic iron oxide nanoparticles can provide multiple benefits for biomedical applications in aqueous environments such as magnetic separation or magnetic resonance imaging. To increase the colloidal stability and allow subsequent reactions, the introduction of hydrophilic functional groups onto the particles’ surface is essential. During this process, the original coating is exchanged by preferably covalently bonded ligands such as trialkoxysilanes. The duration of the silane exchange reaction, which commonly takes more than 24 h, is an important drawback for this approach. In this paper, we present a novel method, which introduces ultrasonication as an energy source to dramatically accelerate this process, resulting in high-quality water-dispersible nanoparticles around 10 nm in size. To prove the generic character, different functional groups were introduced on the surface including polyethylene glycol chains, carboxylic acid, amine, and thiol groups. Their colloidal stability in various aqueous buffer solutions as well as human plasma and serum was investigated to allow implementation in biomedical and sensing applications.

[1]  I. Banerjee,et al.  Synthesis, characterization, and in vitro biological evaluation of highly stable diversely functionalized superparamagnetic iron oxide nanoparticles , 2011 .

[2]  N. Gu,et al.  Effects of Proteins from Culture Medium on Surface Property of Silanes- Functionalized Magnetic Nanoparticles , 2008, Nanoscale research letters.

[3]  N. Gu,et al.  Stability of hydrophilic magnetic nanoparticles under biologically relevant conditions. , 2008, Journal of nanoscience and nanotechnology.

[4]  L. Spiccia,et al.  Synthesis, colloidal stability and 64Cu labeling of iron oxide nanoparticles bearing different macrocyclic ligands , 2011 .

[5]  M. Grunze,et al.  Hydroxide ion adsorption on self-assembled monolayers. , 2003, Journal of the American Chemical Society.

[6]  A. Bée,et al.  Thiolation of Maghemite Nanoparticles by Dimercaptosuccinic Acid , 1997, Journal of colloid and interface science.

[7]  Hong Yang,et al.  “Pulling” Nanoparticles into Water: Phase Transfer of Oleic Acid Stabilized Monodisperse Nanoparticles into Aqueous Solutions of α-Cyclodextrin , 2003 .

[8]  Nathan Kohler,et al.  Surface modification of superparamagnetic magnetite nanoparticles and their intracellular uptake. , 2002, Biomaterials.

[9]  H. Gu,et al.  Oleic acid coating on the monodisperse magnetite nanoparticles , 2006 .

[10]  M. Ersoz,et al.  Immobilization of albumin on aminosilane modified superparamagnetic magnetite nanoparticles and its characterization. , 2009, Colloids and surfaces. B, Biointerfaces.

[11]  K. Söderholm,et al.  Molecular Orientation of Silane at the Surface of Colloidal Silica , 1993, Journal of dental research.

[12]  Nathan Kohler,et al.  A bifunctional poly(ethylene glycol) silane immobilized on metallic oxide-based nanoparticles for conjugation with cell targeting agents. , 2004, Journal of the American Chemical Society.

[13]  Morteza Mahmoudi,et al.  Toxicity evaluations of superparamagnetic iron oxide nanoparticles: cell "vision" versus physicochemical properties of nanoparticles. , 2011, ACS nano.

[14]  W. Knoll,et al.  Dissociation of Surface Functional Groups and Preferential Adsorption of Ions on Self-Assembled Monolayers Assessed by Streaming Potential and Streaming Current Measurements , 2001 .

[15]  C. Robic,et al.  Magnetic iron oxide nanoparticles: synthesis, stabilization, vectorization, physicochemical characterizations, and biological applications. , 2008, Chemical reviews.

[16]  Gustaaf Borghs,et al.  Silane Ligand Exchange to Make Hydrophobic Superparamagnetic Nanoparticles Water-Dispersible , 2007 .

[17]  George M. Whitesides,et al.  Molecular Conformation in Oligo(ethylene glycol)-Terminated Self-Assembled Monolayers on Gold and Silver Surfaces Determines Their Ability To Resist Protein Adsorption , 1998 .

[18]  A. S. Moses,et al.  Imaging and drug delivery using theranostic nanoparticles. , 2010, Advanced drug delivery reviews.

[19]  T. Park,et al.  Clustered magnetite nanocrystals cross-linked with PEI for efficient siRNA delivery. , 2011, Biomacromolecules.

[20]  R. Xu Particle Characterization: Light Scattering Methods , 2000 .

[21]  Baoan Chen,et al.  Magnetic iron oxide nanoparticles for tumor-targeted therapy. , 2011, Current cancer drug targets.

[22]  J. Kjems,et al.  Size-Dependent Accumulation of PEGylated Silane-Coated Magnetic Iron Oxide Nanoparticles in Murine Tumors. , 2009, ACS nano.

[23]  Ventsislav K. Valev,et al.  Versatile ferrofluids based on polyethylene glycol coated iron oxide nanoparticles , 2012 .

[24]  T. J. McCarthy,et al.  Self-Assembly Is Not the Only Reaction Possible between Alkyltrichlorosilanes and Surfaces: Monomolecular and Oligomeric Covalently Attached Layers of Dichloro- and Trichloroalkylsilanes on Silicon , 2000 .

[25]  Ning Gu,et al.  Preparation and characterization of magnetite nanoparticles coated by amino silane , 2003 .

[26]  M. Ersoz,et al.  Immobilization of albumin on indium-tin oxide (ITO) surface via isocyanate linkage , 2009 .

[27]  Jing Sun,et al.  Synthesis and characterization of biocompatible Fe3O4 nanoparticles. , 2007, Journal of biomedical materials research. Part A.

[28]  D. Speliotis,et al.  Magnetic recording beyond the first 100 Years , 1999 .

[29]  T. Mason,et al.  Applied Sonochemistry: The Uses of Power Ultrasound in Chemistry and Processing , 2002 .

[30]  Taeghwan Hyeon,et al.  Ultra-large-scale syntheses of monodisperse nanocrystals , 2004, Nature materials.

[31]  U. Schwertmann,et al.  Iron Oxides , 2003, SSSA Book Series.

[32]  T. Funatsu,et al.  Size-dependent accumulation of mRNA at the leading edge of chicken embryo fibroblasts. , 2009, Biochemical and biophysical research communications.

[33]  Hao Zeng,et al.  Monodisperse MFe2O4 (M = Fe, Co, Mn) nanoparticles. , 2004, Journal of the American Chemical Society.

[34]  B. Liedberg,et al.  Self-Assembled Monolayers of Oligo(ethylene glycol)-Terminated and Amide Group Containing Alkanethiolates on Gold , 1999 .

[35]  Hao Zeng,et al.  Monodisperse MFe 2 O 4 ( M ) Fe , Co , Mn ) Nanoparticles , 2022 .

[36]  Maren Pink,et al.  Influence of Iron Oleate Complex Structure on Iron Oxide Nanoparticle Formation , 2007 .

[37]  C. Labrugère,et al.  Sonochemical approach to the synthesis of Fe(3)O(4)@SiO(2) core-shell nanoparticles with tunable properties. , 2008, ACS nano.

[38]  R. Costo,et al.  Progress in the preparation of magnetic nanoparticles for applications in biomedicine , 2003, Magnetic Nanoparticles in Biosensing and Medicine.

[39]  Ward Brullot,et al.  Magnetic-plasmonic nanoparticles for the life sciences: calculated optical properties of hybrid structures. , 2012, Nanomedicine : nanotechnology, biology, and medicine.

[40]  N. K. Prasad,et al.  Mechanism of cell death induced by magnetic hyperthermia with nanoparticles of γ-MnxFe2–xO3 synthesized by a single step process , 2007 .