Abstract
The dysfunctional metabolism of glucose in cancer cells represents a new avenue for cancer targeting based on sugar-derived carriers. Here, glucose-derived carbon spheres (CS) were prepared through a simple hydrothermal method, yielding highly homogenous spherical particles that exhibited excellent stability in aqueous solution. The abundant presence of surface hydroxyl functionalities was used for a subsequent condensation of an amino silane that was the basis for further covalent coupling strategies. CS were modified with a cyclooctyne derivative providing a highly selective binding site for copper-free click reactions. Moreover, the surface modification of CS with a dye-label allowed for their intracellular detection revealing a preferential uptake of CS, compared to silica particles, in tumor cells. These results thus demonstrate the highly promising potential of glucose-derived particles for tumor targeting applications and their efficient surface modification.
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References
D. Hanahan, R. A. Weinberg, Cell 144, 646–674, (2011).
R. J. Gillies, I. Robey, R. A. Gatenby, J. Nucl. Med. 49, 24–43, (2008).
S. Zhao, Y. Kuge, T. Mochizuki, T. Takahashi, J. Nucl. Med. 46, 675–683, (2005).
E. C. Calvaresia, P. J. Hergenrother, Chem. Sci. 4, 2319–2333, (2013).
L. Venturelli, S. Nappini, M. Bulfon, G. Gianfranceschi, S. D. Zilio, G. Coceano, F. Del Ben, M. Turetta, G. Scoles, L. Vaccari, et al., Sci. Rep. 6, 21629, (2016).
I. Gessner, S. Mathur, n Nanotechnologies Prev. Regen. Med. (Ed.: V. Uskovic), Elsevier Ltd, Oxford, (2018), pp. 260–297.
C. R. Becer, R. Hoogenboom, U. S. Schubert, Angew. Chemie (International ed) 48, 4900–4908, (2009).
P. N. Bhagat, K. R. Patil, D. S. Bodas, K. M. Paknikar, RSC Adv. 5, 59491–59494, (2015).
F. T. Andón, S. P. Mukherjee, I. Gessner, L. Wortmann, L. Xiao, K. Hultenby, A. A. Shvedova, S. Mathur, B. Fadeel, Carbon N. Y. 113, 243–251, (2017).
X. Sun, Y. Li, Angew. Chem. Int. Ed 43, 597–601, (2004).
Y. Fu, S. Liu, S. Yin, W. Niu, W. Xiong, Oncotarget 8, 57813–57825, (2017).
I. Gessner, E. Krakor, A. Jurewicz, V. Wulff, L. Kling, S. Christiansen, N. Brodusch, R. Gauvin, L. Wortmann, M. Wolke, et al., RSC Adv. 8, 24883–24892, (2018).
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Gessner, I., Krakor, E., Styrnol, S. et al. Copper-free click functionalization of glucose-derived carbon spheres for tumor targeting. MRS Advances 4, 2881–2887 (2019). https://doi.org/10.1557/adv.2019.488
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DOI: https://doi.org/10.1557/adv.2019.488