title: Rational design of chemical ligands for selective mitochondrial targeting.
abstract: The rational design of molecules with selective intracellular targeting is a great challenge for contemporary chemistry and life sciences. Here, we demonstrate a rational approach to development of compartment-specific fluorescent dyes from the γ-aryl substituted pentamethine family. These novel dyes exhibit an extraordinary affinity and selectivity for cardiolipin in inner mitochondrial membrane and possess excellent photostability, fluorescent properties, and low phototoxicity. Selective imaging of live and fixed mitochondria was achieved in various cell lines using nanomolar concentrations of these dyes. Their high localization specificity and low toxicity enables study of morphological changes, structural complexity, and dynamics of mitochondria playing a pivotal role in many pathological diseases. These far-red emitting dyes could also serve in a variety of biomedical applications.
authors: Department of Biochemistry and Microbiology and§Department of Analytical Chemistry, Institute of Chemical Technology in Prague , Technická 5, 166 28, Prague 6, Czech Republic.
authors: Silvie
authors: S
authors: Rimpelová
authors: Tomáš
authors: T
authors: Bříza
authors: Jarmila
authors: J
authors: Králová
authors: Kamil
authors: K
authors: Záruba
authors: Zdeněk
authors: Z
authors: Kejík
authors: Ivana
authors: I
authors: Císařová
authors: Pavel
authors: P
authors: Martásek
authors: Tomáš
authors: T
authors: Ruml
authors: Vladimír
authors: V
authors: Král
mesh_terms: D000818:Animals; D002308:Cardiolipins / Q000032:analysis / Q000378:metabolism; D002460:Cell Line; D045744:Cell Line, Tumor; D002478:Cells, Cultured; D002645:Chickens; D018360:Crystallography, X-Ray; D004247:DNA / Q000032:analysis; D005456:Fluorescent Dyes / Q000032:analysis* / Q000378:metabolism; D006801:Humans; D008024:Ligands; D051379:Mice; D008928:Mitochondria / Q000378:metabolism* / Q000648:ultrastructure*; D008958:Models, Molecular
chemical_list: D002308:Cardiolipins; D005456:Fluorescent Dyes; D008024:Ligands; D004247:DNA