Abstract
In this study, we have developed and characterized two previously unstudied alkoxysilane surface chemistries for use with superparamagnetic iron oxide (SPIO) nanoparticles as a magnetic resonance imaging contrast agent. We modified superparamagnetic iron oxide nanoparticles (SPIO) using aminopropyl triethoxysilane and two analogous alkoxysilanes, aminopropyl dimethylethoxysilane and aminopropyl methyldiethoxysilane, to compare a mono- and dialkoxysilane, respectively, to a more commonly used trialkoxysilane as two new SPIO surface chemistries capable of forming ultrathin functional surface coatings. The ligand densities of the mono- and dialkoxysilane-modified SPIO produced in this study are consistent with near monolayers of ligands on the SPIO surface. We studied the chemical stability of the mono-, di-, and trialkoxysilane-modified SPIO in neutral and acidic media to evaluate the viability of these surface chemistries for use in long-term intracellular applications. The mono- and dialkoxysilane-modified SPIO demonstrate comparable chemical stability to the trialkoxysilane-modified SPIO, indicating that the mono- and dialkoxysilane are both viable new SPIO surface chemistries for future applications requiring minimally thick alkoxysilane surface coatings.
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References
- 1.
Y. Anzai and M.R. Prince: Iron oxide-enhanced MR lymphography: The evaluation of cervical lymph node metastases in head and neck cancer. J. Magn. Reson. Imaging 7(1), 75–81 (1997).
- 2.
A. Moore, R. Weissleder, and A. Bogdanov: Uptake of dextran-coated monocrystalline iron oxides in tumor cells and macrophages. J. Magn. Reson. Imaging 7(6), 1140–1145 (1997).
- 3.
A. Petri-Fink, M. Chastellain, L. Juillerat-Jeanneret, A. Ferrari, and H. Hofmann: Development of functionalized superparamagnetic iron oxide nanoparticles for interaction with human cancer cells. Biomaterials 26(15), 2685–2694 (2005).
- 4.
J. Lee, T. Isobe, and M. Senna: Preparation of ultrafine Fe3O4 particles by precipitation in the presence of PVA at high pH. J. Colloid Interface Sci. 177(2), 490–494 (1996).
- 5.
S.J. Lee, J.R. Jeong, S.C. Shina, J.C. Kimb, Y.H. Chang, Y.M. Chang, and J.D. Kim: Nanoparticles of magnetic ferric oxides encapsulated with poly(D,L latide-co-glycolide) and their applications to magnetic resonance imaging contrast agent. J. Magn. Magn. Mater. 272-273(3), 2432–2433 (2004).
- 6.
B.A. Moffat, G.R. Reddy, P. McConville, D.E. Hall, T.L. Chenevert, R.R. Kopelman, M. Philbert, R. Weissleder, A. Rehemtulla, and B.D. Ross: A novel polyacrylamide magnetic nanoparticle contrast agent for molecular imaging using MRI. Mol. Imaging 2(4), 324–332 (2003).
- 7.
C. Zhang, B. Wängler, B. Morgenstern, H. Zentgraf, M. Eisenhut, H. Untenecker, R. Krüger, R. Huss, C. Seliger, W. Semmler, and F. Kiessling: Silica- and alkoxysilane-coated ultrasmall superparamagnetic iron oxide particles: A promising tool to label cells for magnetic resonance imaging. Langmuir 23(3), 1427–1434 (2007).
- 8.
M. Mikhaylova, D.K. Kim, C.C. Berry, A. Zagorodni, M. Toprak, A.S. Curtis, and M. Muhammed: BSA immobilization on amine-functionalized superparamagnetic iron oxide nanoparticles. Chem. Mater. 16(12), 2344–2354 (2004).
- 9.
I. Koh, X. Wang, B. Varughese, L. Isaacs, S.H. Ehrman, and D.S. English: Magnetic iron oxide nanoparticles for biorecognition: Evaluation of surface coverage and activity. J. Phys. Chem. B 110(4), 1553–1558 (2006).
- 10.
K.D. Kim, S.S. Kim, and H.T. Kim: Formation and characterization of silica-coated magnetic nanoparticles by sol-gel method. J. Ind. Eng. Chem. 11(4), 584–589 (2005).
- 11.
D.K. Kim, M. Mikhaylova, Y. Zhang, and M. Muhammed: Protective coating of superparamagnetic iron oxide nanoparticles. Chem. Mater. 15(8), 1617–1627 (2003).
- 12.
M. Yamaura, R.L. Camilo, L.C. Sampaio, M.A. Macedo, M. Nakamura, and H.E. Toma: Preparation and characterization of (3-aminopropyl) triethoxysilane-coated magnetite nanoparticles. J. Magn. Magn. Mater. 279(2–3), 210–217 (2004).
- 13.
N. Kohler, C. Sun, J. Wang, and M. Zhang: Methotrexate-modified superparamagnetic nanoparticles and their intracellular uptake into human cancer cells. Langmuir 21(19), 8858–8864 (2005).
- 14.
I.J. Bruce and T. Sen: Surface modification of magnetic nanoparticles with alkoxysilanes and their application in magnetic bioseparations. Langmuir 21(15), 7029–7035 (2005).
- 15.
R. De Palma, J. Trekker, S. Peeters, M.J. Van Bael, K. Bonroy, R. Wirix-Speetjens, G. Reekmans, W. Laureyn, G. Borghs, and G. Maes: Surface modification gamma-Fe2O3@SiO2 magnetic nanoparticles for the controlled interaction with biomolecules. J. Nanosci. Nanotechnol. 7(12), 4626–4641 (2007).
- 16.
R. De Palma, S. Peeters, M.J. Van Bael, H. Van den Rul, K. Bonroy, W. Laureyn, J. Mullens, G. Borghs, and G. Maes: Silane ligand exchange to make hydrophobic superparamagnetic nanoparticles water-dispersible. Chem. Mater. 19(7), 1821–1831 (2007).
- 17.
J.H. Moon, J.H. Kim, K. Kim, T. Kang, B. Kim, C. Kim, J.H. Hahn, and J.W. Park: Absolute surface density of the amine group of the aminosilylated thin layers: Ultraviolet-visible spectroscopy, second harmonic generation, and synchrotron-radiation photoelectron spectroscopy study. Langmuir 13(16), 4305–4310 (1997).
- 18.
S. Miyoshi, J.A. Flexman, D.J. Cross, K.R. Maravilla, Y. Kim, Y. Anzai, J. Oshima, and S. Minoshima: Transfection of neuroprogenitor cells with iron nanoparticles for magnetic resonance imaging tracking: Cell viability, differentiation, and intracellular localization. Mol. Imaging Biol. 7(4), 286–295 (2005).
- 19.
E. Sykova and P. Jendelova: In vivo tracking of stem cells in brain and spinal cord injury. Prog Brain Res. 161, 367–383 (2007).
- 20.
E.M. Shapiro, K. Sharer, S. Skrtic, and A.P. Koretsky: In vivo detection of single cells by MRI. Magn. Reson. Med. 55(2), 242–249 (2006).
- 21.
M.F. Kircher, J.R. Allport, E.E. Graves, V. Love, L. Josephson, A.H. Lichtman, and R. Weissleder: In vivo high-resolution three-dimensional imaging of antigen-specific cytotoxic T-lymphocyte trafficking to tumors. Cancer Res. 63(20), 6838–6846 (2003).
- 22.
S. Valable, E.L. Barbiera, M. Bernaudinc, S. Roussel, C. Segebartha, E. Petit, and C. Rémy: In vivo MRI tracking of exogenous monocytes/macrophages targeting brain tumors in a rat model of glioma. Neuroimage 37, S47–S58 (2007).
- 23.
S. Mukherjee, R.N. Ghosh, and F.R. Maxfield: Endocytosis. Physiol. Rev. 77(3), 759–803 (1997).
- 24.
C.W. Lu, Y. Hung, J.K. Hsiao, M. Yao, T.H. Chung, Y.S. Lin, S.H. Wu, S.C. Hsu, H.M. Liu, C.Y. Mou, C.S. Yang, D.M. Huang, and Y.C. Chen: Bifunctional magnetic silica nanoparticles for highly efficient human stem cell labeling. Nano Lett. 7(1), 149–154 (2007).
- 25.
A.S. Arbab, L.B. Wilson, P. Ashari, E.K. Jordan, B.K. Lewis, and J.A. Frank: A model of lysosomal metabolism of dextran-coated superparamagnetic iron oxide (SPIO) nanoparticles: Implications for cellular magnetic resonance imaging. NMR Biomed. 18(6), 383–389 (2005).
- 26.
T. Skotland, P.C. Sontum, and I. Oulie: In vitro stability analyses as a model for metabolism of ferromagnetic particles (ClariscanTM), a contrast agent for magnetic resonance imaging. J. Pharm. Biomed. Anal. 28(2), 323–329 (2002).
- 27.
A.J. Barker, B. Cage, S. Russek, and C.R. Stoldt: Ripening during magnetite nanoparticle synthesis: Resulting interfacial defects and magnetic properties. J. Appl. Phys. 98(6), 63528 (2005).
- 28.
B.A. Larsen, M.A. Haag, N.J. Serkova, K.R. Shroyer, and C.R. Stoldt: Controlled aggregation of superparamagnetic iron oxide nanoparticles for the development of molecular magnetic resonance imaging probes. Nanotechnology 19, 265102 (2008).
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Larsen, B.A., Hurst, K.M., Ashurst, W.R. et al. Mono and dialkoxysilane surface modification of superparamagnetic iron oxide nanoparticles for application as magnetic resonance imaging contrast agents. Journal of Materials Research 27, 1846–1852 (2012). https://doi.org/10.1557/jmr.2012.160
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