title: Glyco-functionalized dinuclear rhenium(i) complexes for cell imaging.
abstract: 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.
authors.affiliation: Department of Chemistry, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy. monica.panigati@unimi.it.
authors.forename: Alessandro
authors.initials: A
authors.lastname: Palmioli
authors.forename: Alessandro
authors.initials: A
authors.lastname: Aliprandi
authors.forename: Dedy
authors.initials: D
authors.lastname: Septiadi
authors.forename: Matteo
authors.initials: M
authors.lastname: Mauro
authors.forename: Anna
authors.initials: A
authors.lastname: Bernardi
authors.forename: Luisa
authors.initials: L
authors.lastname: De Cola
authors.forename: Monica
authors.initials: M
authors.lastname: Panigati
mesh_terms: D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry*; D006031:Glycosylation; D006367:HeLa Cells; D006801:Humans; D049408:Luminescent Agents / Q000138:chemical synthesis / Q000737:chemistry*; D008163:Luminescent Measurements; D018613:Microscopy, Confocal; D061848:Optical Imaging; D066244:Proton Magnetic Resonance Spectroscopy; D012211:Rhenium / Q000737:chemistry*
chemical_list: D056831:Coordination Complexes; D049408:Luminescent Agents; D012211:Rhenium