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Copper-free click functionalization of glucose-derived carbon spheres for tumor targeting

Published online by Cambridge University Press:  27 December 2019

Isabel Gessner Open the ORCID record for Isabel Gessner [Opens in a new window] ,
Eva Krakor ,
Sarah Styrnol ,
Annika Klimpel ,
Ines Neundorf  and
Sanjay Mathur
Isabel Gessner
Affiliation:
Institute of Inorganic Chemistry, University of Cologne, Greinstr. 6, 50939 Cologne, Germany
Eva Krakor
Affiliation:
Institute of Inorganic Chemistry, University of Cologne, Greinstr. 6, 50939 Cologne, Germany
Sarah Styrnol
Affiliation:
Institute of Inorganic Chemistry, University of Cologne, Greinstr. 6, 50939 Cologne, Germany
Annika Klimpel
Affiliation:
Institute of Biochemistry, University of Cologne, Zuelpicher Str. 47, 50674 Cologne, Germany
Ines Neundorf
Affiliation:
Institute of Biochemistry, University of Cologne, Zuelpicher Str. 47, 50674 Cologne, Germany
Sanjay Mathur*
Affiliation:
Institute of Inorganic Chemistry, University of Cologne, Greinstr. 6, 50939 Cologne, Germany
*
*corresponding author: [email protected]
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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.

Keywords

biomedicalbiomaterialhydrothermalsurface chemistrytissue
Type
Articles
Information
MRS Advances , Volume 4 , Issue 53: International Materials Research Congress XXVIII , 2019 , pp. 2881 - 2887
Copyright
Copyright © Materials Research Society 2019 

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