Hostname: page-component-848d4c4894-x5gtn Total loading time: 0 Render date: 2024-06-01T08:00:09.663Z Has data issue: false hasContentIssue false
  • English
  • Français

Catechol-hydrazone conjugates for the rapid functionalization of magnetite nanoparticles with cell targeting groups

Published online by Cambridge University Press:  09 May 2014

Thomas Coxon ,
Andrew Almond ,
Julie E. Gough  and
Simon J. Webb
Thomas Coxon
Affiliation:
School of Chemistry, The University of Manchester, Manchester M13 9PL, UK. MIB, The University of Manchester, 131 Princess Street, Manchester M1 7DN, UK
Andrew Almond
Affiliation:
MIB, The University of Manchester, 131 Princess Street, Manchester M1 7DN, UK
Julie E. Gough
Affiliation:
School of Materials, The University of Manchester, Manchester M1 7HS, UK
Simon J. Webb
Affiliation:
School of Chemistry, The University of Manchester, Manchester M13 9PL, UK. MIB, The University of Manchester, 131 Princess Street, Manchester M1 7DN, UK
Get access

Abstract

The condensation of hydrazides with aldehydes has been found to be a simple and rapid method for synthesizing catechol-terminated coating reagents for magnetite nanoparticles. This approach allowed the production of biotin- and polyethylene glycol-functionalized nanoparticles, whose interaction with 3T3 fibroblast cells has been assessed. The cellular location of these nanoparticles was imaged by fluorescence microscopy, which was made possible by co-coating with a porphyrin-catechol conjugate. Images show significant interactions between biotinylated nanoparticles and 3T3 fibroblasts, but those with a polyethylene glycol coating did not interact.

Keywords

chemical synthesisnanostructurebiomaterial
Type
Articles
Information
MRS Online Proceedings Library (OPL) , Volume 1688: Symposium Y – Advanced Materials in Extreme Environments , 2014 , mrss14-1688-y08-13
Copyright
Copyright © Materials Research Society 2014 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

Tran, N. and Webster, T.J., J. Mater. Chem., 20, 8760–8767 (2010)CrossRefGoogle Scholar
Muxworthy, A. and Williams, W., J. R. Soc. Interface, 6, 1207–1212 (2009)CrossRefGoogle Scholar
Gordon, R.T, Hines, J.R. and Gordon, D., Med. Hypotheses, 5, 83–102 (1979)CrossRefGoogle Scholar
de Cogan, F, Booth, A., Gough, J.E. and Webb, S.J., Angew. Chem. Int Ed. Engl., 50, 12290–12293 (2011)CrossRefGoogle Scholar
Berry, C.C, Wells, S., Charles, S. and Curtis, A.S.G., Biomaterials, 24, 4551–4557 (2003)CrossRefGoogle Scholar
Galeotti, F., Bertini, F., Scavia, G. and Bolognesi, A., J. Colloid Interface Sci., 360, 540–547 (2011)CrossRefGoogle Scholar
Yuen, A.K.L., Hutton, G.A., Masters, A.F. and Maschmeyer, T., Dalton Trans., 41, 2545–2559 (2012)CrossRefGoogle Scholar
Su, J., Chen, F., Cryns, V.L. and Messersmith, P.B., J. Am. Chem. Soc., 133, 11850–11853 (2011)CrossRefGoogle Scholar
Basti, H., Ben Tahar, L., Smiri, L.S., Herbst, F., Vaulay, M.-J., Chau, F., Ammar, S. and Benderbous, S., J. Colloid Interface Sci., 341, 248–254 (2010)CrossRefGoogle Scholar
Dirksen, A., Dirksen, S., Hackeng, T.M. and Dawson, P.E., J. Am. Chem. Soc., 128, 15602–15603 (2006)CrossRefGoogle Scholar
Chen, S., Zhao, X., Chen, J., Chen, J., Kuznetsova, L., Wong, S.S. and Ojima, I., Bioconjugate Chem., 21, 979–987 (2010)CrossRefGoogle Scholar
de Cogan, F, Gough, J.E. and Webb, S.J., J. Mater. Sci. - Mater. Med., 22, 1045–1051 (2011)CrossRefGoogle Scholar
Desai, N.P., Hossainy, S.F.A. and Hubbell, J.A., Biomaterials, 13, 417–420 (1992)CrossRefGoogle Scholar
Tomé, J.P.C., Neves, M.G.P.M.S., Tomé, A.C., Cavaleiro, J.A.S., Mendonça, A.F., Pegado, I.N., Duarte, R. and Valdeira, M.L., Bioorg. Med. Chem., 13, 3878–3888 (2005)CrossRefGoogle Scholar
Lopes, A.B., Miguez, E., Kümmerle, A.E., Rumjanek, V.M., Fraga, C.A.M. and Barreiro, E.J., Molecules, 18, 11683–11704 (2013)CrossRefGoogle Scholar
Gu, H., Xu, K., Yang, Z., Chang, C.K. and Xu, B., Chem. Comm., 4270–4272 (2005)CrossRefGoogle Scholar
Moros, M., Hernáez, B., Garet, E., Dias, J.T., Sáez, B., Grazú, V., González-Fernández, A., Alonso, C. and de la Fuente, J.M., ACS Nano, 6, 1565–1577 (2012)CrossRefGoogle Scholar
Li, M., Lam, J.W.Y., Mahtab, F., Chen, S., Zhang, W., Hong, Y., Xiong, J., Zheng, Q. and Tang, B.Z., J. Mater. Chem. B, 1, 676–684 (2013)CrossRefGoogle Scholar
Godula, K. and Bertozzi, C.R., J. Am. Chem. Soc., 132, 9963–9965 (2010)CrossRefGoogle Scholar