The design, synthesis and photophysical characterization of four new luminescent glycosylated luminophores based on dinuclear rhenium complexes, namely Glyco-Re, are described. The derivatives have the general formula [Re2(μ-Cl)2(CO)6(μ-pydz-R)] (R-pydz = functionalized 1,2-pyridazine), where a sugar residue (R) is covalently bound to the pyridazine ligand in the β position. Different synthetic pathways have been investigated including the so-called neo-glycorandomization procedure, affording stereoselectively glyco-conjugates containing glucose and maltose in a β anomeric configuration. A multivalent dinuclear rhenium glycodendron bearing three glucose units is also synthesized. All the Glyco-Re conjugates are comprehensively characterized and their photophysical properties and cellular internalization experiments on human cervical adenocarcinoma (HeLa) cells are reported. The results show that such Glyco-Re complexes display interesting bio-imaging properties, i.e. high cell permeability, organelle selectivity, low cytotoxicity and fast internalization. These findings make the presented Glyco-Re derivatives efficient phosphorescent probes suitable for cell imaging application.
Palmioli, A., Aliprandi, A., Septiadi, D., Mauro, M., Bernardi, A., De Cola, L., et al. (2017). Glyco-functionalized dinuclear rhenium(i) complexes for cell imaging. ORGANIC & BIOMOLECULAR CHEMISTRY, 15(7), 1686-1699 [10.1039/c6ob02559e].
Citazione: | Palmioli, A., Aliprandi, A., Septiadi, D., Mauro, M., Bernardi, A., De Cola, L., et al. (2017). Glyco-functionalized dinuclear rhenium(i) complexes for cell imaging. ORGANIC & BIOMOLECULAR CHEMISTRY, 15(7), 1686-1699 [10.1039/c6ob02559e]. | |
Tipo: | Articolo in rivista - Articolo scientifico | |
Carattere della pubblicazione: | Scientifica | |
Presenza di un coautore afferente ad Istituzioni straniere: | Si | |
Titolo: | Glyco-functionalized dinuclear rhenium(i) complexes for cell imaging | |
Autori: | Palmioli, A; Aliprandi, A; Septiadi, D; Mauro, M; Bernardi, A; De Cola, L; Panigati, M | |
Autori: | PALMIOLI, ALESSANDRO (Primo) | |
Data di pubblicazione: | 2017 | |
Lingua: | English | |
Rivista: | ORGANIC & BIOMOLECULAR CHEMISTRY | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1039/c6ob02559e | |
Appare nelle tipologie: | 01 - Articolo su rivista |