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A coumarinylaldoxime as a specific sensor for Cu and its biological application
Authors:Olimpo Garcí  a-Beltrá  n,Bruce K. Cassels,Natalia Mena,Marco T. Nuñ  ez,Osvaldo Yañ  ez,Julio Caballero
Affiliation:1. Department of Chemistry, Faculty of Sciences, University of Chile, Santiago, Chile;2. Facultad de Ciencias Naturales y Matemáticas, Universidad de Ibagué, Carrera 22 Calle 67, Ibagué, Colombia;3. Department of Biology, Faculty of Sciences, University of Chile, Santiago, Chile;4. Centro de Bioinformática y Simulación Molecular, Facultad de Ingeniería, Universidad de Talca, 2 Norte 685, Casilla 721, Talca, Chile
Abstract:In this Letter we present a new probe, (E)-7-(diethylamino)-2-oxo-2H-chromene-3-carbaldehyde oxime (JB), which can detect Cu2+ ions in HEPES buffer under physiological conditions. Benesi–Hildebrand and Job plots demonstrate that the stoichiometry of the Cu2+ complex formed is 2:1. Possible interference with other analytes was examined, and the decrease of the fluorescence of JB at 510 nm when it reacts with Cu2+ was shown to be highly selective. This probe accumulates in the plasmalemma of human neuroblastoma SH-SY5Y cells. Molecular dynamics (MD) simulations revealed that JB interacts with the lipid bilayer at the level of the glycerol moieties.
Keywords:Cu2+-selectivity   Fluorescent probe   Coumarin derivative   Molecular dynamics   Lipid bilayer
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