title: Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based "turn-off" fluorescent probe selective for Fe2+.
abstract: A new coumarin-based 'turn-off' fluorescent probe, 7-(diethylamino)-N-(1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)-2-oxo-2H-chromene-3-carboxamide (AGD) was synthesized. This compound is highly selective for ferrous ions (Fe(2+)) and can reversibly detect them in aqueous medium. The probe localizes to the cell membrane in living cells, where it can detect changes in Fe(2+) concentration. Molecular dynamics (MD) simulations indicate that AGD interacts with the lipid bilayer at the level of the glycerol moieties.
authors.affiliation: Department of Chemistry, Faculty of Sciences, University of Chile, Santiago, Chile; Departamento de Ciencias Químicas, Facultad de ciencias Exactas, Universidad Andrés Bello, Avenida República 275, Piso 3, Santiago, Chile. Electronic address: ojgarciab@ug.uchile.cl.
authors.forename: Olimpo
authors.initials: O
authors.lastname: García-Beltrán
authors.forename: Natalia
authors.initials: N
authors.lastname: Mena
authors.forename: Osvaldo
authors.initials: O
authors.lastname: Yañez
authors.forename: Julio
authors.initials: J
authors.lastname: Caballero
authors.forename: Víctor
authors.initials: V
authors.lastname: Vargas
authors.forename: Marco T
authors.initials: MT
authors.lastname: Nuñez
authors.forename: Bruce K
authors.initials: BK
authors.lastname: Cassels
mesh_terms: D045744:Cell Line, Tumor; D002462:Cell Membrane / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics*; D015195:Drug Design; D005296:Ferrous Compounds / Q000032:analysis*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry / Q000493:pharmacokinetics*; D006801:Humans; D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D015394:Molecular Structure; D013050:Spectrometry, Fluorescence; D014018:Tissue Distribution
chemical_list: D003374:Coumarins; D005296:Ferrous Compounds; D005456:Fluorescent Dyes; C030123:coumarin
keywords: Fe(2+) ion; Fluorescent sensor; Molecular dynamics; Turn-off probes