title: Selective Release of Aromatic Heterocycles from Ruthenium Tris(2-pyridylmethyl)amine with Visible Light.
abstract: Three complexes of the general formula [Ru(TPA)L2](PF6)2 [TPA = tris(2-pyridylmethyl)amine], where L = pyridine (1), nicotinamide (2), and imidazole (3), were prepared and characterized spectroscopically. X-ray crystallographic data were obtained for 1 and 3. Complexes 1-3 show strong absorption in the visible region and selective release of heterocycles upon irradiation with visible light. Time-dependent density functional theory calculations are consistent with the presence of singlet metal-to-ligand charge-transfer bands in the visible region in 1-3. Caged heterocycles 1-3 are highly stable in solution in the dark, including in cell growth media. Cell viability data show no signs of toxicity of 1-3 against PC-3 cells at concentrations up to 100 μM under light and dark conditions, consistent with Ru(TPA) acting as a nontoxic and effective photocaging group for aromatic heterocycles.
authors.affiliation: Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.
authors.forename: Ao
authors.initials: A
authors.lastname: Li
authors.affiliation: Department of Chemistry and Biochemistry, The Ohio State University , Columbus, Ohio 43210, United States.
authors.forename: Jessica K
authors.initials: JK
authors.lastname: White
authors.affiliation: Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.
authors.forename: Karan
authors.initials: K
authors.lastname: Arora
authors.affiliation: Department of Pharmacology, School of Medicine, Wayne State University , Detroit, Michigan 48201, United States.
authors.forename: Mackenzie K
authors.initials: MK
authors.lastname: Herroon
authors.affiliation: Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.
authors.forename: Philip D
authors.initials: PD
authors.lastname: Martin
authors.affiliation: Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.
authors.forename: H Bernhard
authors.initials: HB
authors.lastname: Schlegel
authors.affiliation: Department of Pharmacology, School of Medicine, Wayne State University , Detroit, Michigan 48201, United States.|Barbara Ann Karmanos Cancer Institute , Detroit, Michigan 48201, United States.
authors.forename: Izabela
authors.initials: I
authors.lastname: Podgorski
authors.affiliation: Department of Chemistry and Biochemistry, The Ohio State University , Columbus, Ohio 43210, United States.
authors.forename: Claudia
authors.initials: C
authors.lastname: Turro
authors.affiliation: Department of Chemistry, Wayne State University , 5101 Cass Avenue, Detroit, Michigan 48202, United States.|Barbara Ann Karmanos Cancer Institute , Detroit, Michigan 48201, United States.
authors.forename: Jeremy J
authors.initials: JJ
authors.lastname: Kodanko
mesh_terms: D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008027:Light; D008958:Models, Molecular; D011725:Pyridines / Q000737:chemistry*; D017975:Ruthenium Compounds / Q000737:chemistry*
chemical_list: D006571:Heterocyclic Compounds; D011725:Pyridines; D017975:Ruthenium Compounds; C431843:tris(2-pyridylmethyl)amine