title: Quinolizinium as a new fluorescent lysosomotropic probe.
abstract: We have synthesized a collection of quinolizinium fluorescent dyes for the purpose of cell imaging. Preliminary biological studies in human U2OS osteosarcoma cancer cells have shown that different functional groups appended to the cationic quinolizinium scaffold efficiently modulate photophysical properties but also cellular distribution. While quinolizinium probes are known nuclear staining reagents, we have identified a particular quinolizinium derivative salt that targets the lysosomal compartment. This finding raises the question of predictability of specific organelle targeting from structural features of small molecules.
authors.affiliation: Institut Curie, PSL Research University, Organic Synthesis and Cell Biology Group, 26 rue d'Ulm, 75248 Paris Cedex 05, France; CNRS UMR3666, 75005 Paris, France; INSERM U1143, 75005 Paris, France.
authors.forename: Emmanouil
authors.initials: E
authors.lastname: Zacharioudakis
authors.affiliation: Institut Curie, PSL Research University, Organic Synthesis and Cell Biology Group, 26 rue d'Ulm, 75248 Paris Cedex 05, France; CNRS UMR3666, 75005 Paris, France; INSERM U1143, 75005 Paris, France. Electronic address: tatiana.caneque-cobo@curie.fr.
authors.forename: Tatiana
authors.initials: T
authors.lastname: Cañeque
authors.affiliation: Departamento de Química Orgánica y Química Inorgánica, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain.
authors.forename: Raúl
authors.initials: R
authors.lastname: Custodio
authors.affiliation: Institut Curie, PSL Research University, Organic Synthesis and Cell Biology Group, 26 rue d'Ulm, 75248 Paris Cedex 05, France; CNRS UMR3666, 75005 Paris, France; INSERM U1143, 75005 Paris, France.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Müller
authors.affiliation: Departamento de Química Orgánica y Química Inorgánica, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain.
authors.forename: Ana M
authors.initials: AM
authors.lastname: Cuadro
authors.affiliation: Departamento de Química Orgánica y Química Inorgánica, Universidad de Alcalá, 28871 Alcalá de Henares, Madrid, Spain.
authors.forename: Juan J
authors.initials: JJ
authors.lastname: Vaquero
authors.affiliation: Institut Curie, PSL Research University, Organic Synthesis and Cell Biology Group, 26 rue d'Ulm, 75248 Paris Cedex 05, France; CNRS UMR3666, 75005 Paris, France; INSERM U1143, 75005 Paris, France.
authors.forename: Raphaël
authors.initials: R
authors.lastname: Rodriguez
mesh_terms: D000880:Anthraquinones / Q000378:metabolism; D037621:Artemisinins / Q000378:metabolism; D045744:Cell Line, Tumor; D002467:Cell Nucleus / Q000378:metabolism; D004705:Endocytosis / Q000187:drug effects; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007364:Intercalating Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008247:Lysosomes / Q000378:metabolism; D057054:Molecular Imaging; D011807:Quinolizines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000880:Anthraquinones; D037621:Artemisinins; D005456:Fluorescent Dyes; D007364:Intercalating Agents; D011807:Quinolizines; C000622946:artesumycin
keywords: Fluorescent dyes; Heteroaromatic cations; Lysosomal probes; Quinolizinium; Small molecules