A series of azido-dyes were synthesized through Knoevenagel reactions of an azido-BODIPY with aromatic aldehydes. The nature of the substituents allowed the fine tuning of their spectroscopic properties. The dyes were used to decorate oxidized multiwalled carbon nanotubes (ox-MWCNTs), bearing terminal triple bond groups, by CuAAC reactions, affording fluorescent materials. This decoration allowed the efficient determination of the internalization of the ox-MWCNT derivatives by different model cancer cells, such as MCF7.
Azido-Substituted BODIPY Dyes for the Production of Fluorescent Carbon Nanotubes / S. Fedeli, P. Paoli, A. Brandi, L. Venturini, G. Giambastiani, G. Tuci, S. Cicchi. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - 21:43(2015 Oct 19), pp. 15349-15353. [10.1002/chem.201501817]
Azido-Substituted BODIPY Dyes for the Production of Fluorescent Carbon Nanotubes
S. FedeliPrimo
;
2015
Abstract
A series of azido-dyes were synthesized through Knoevenagel reactions of an azido-BODIPY with aromatic aldehydes. The nature of the substituents allowed the fine tuning of their spectroscopic properties. The dyes were used to decorate oxidized multiwalled carbon nanotubes (ox-MWCNTs), bearing terminal triple bond groups, by CuAAC reactions, affording fluorescent materials. This decoration allowed the efficient determination of the internalization of the ox-MWCNT derivatives by different model cancer cells, such as MCF7.
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