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RESEARCH PRODUCT

Unzipping Nucleoside Channels by Means of Alcohol Disassembly

Ramón J. ZaragozáJulie P. VanegasElena Zaballos-garcíaSalvador Pocoví-martínezJulia Pérez-prietoLucas Ernesto PeisinoLucas Ernesto Peisino

subject

Metal NanoparticlesNanoparticlePhotochemistryCatalysisSupramolecular assemblychemistry.chemical_compoundBase PairingChemistryHydrogen bondOtras Ciencias QuímicasOrganic ChemistryCiencias QuímicasHydrogen BondingNucleosidesDNAGeneral ChemistryCombinatorial chemistryThymineColloidal goldAlcoholsRNANanoparticlesPyreneGoldNucleosideCIENCIAS NATURALES Y EXACTASDNA

description

Gold nanoparticles capped with simple adenosine derivatives can form colloidal aggregates in nonpolar solvents. Theoretical calculations indicate the formation of organic channels by the supramolecular assembly of the nanoparticles by means of hydrogen bonds between the adenine moieties. The aggregates were only negligibly sensitive to nPrOH, iPrOH, and tBuOH, whereas some showed a similar response to MeOH and EtOH, and others showed high selectivity toward MeOH. DNA nucleoside derivatives (1-(2-deoxy-β-D-ribofuranosyl)-5-methyluracil and 2′,3′-O-isopropylideneadenosine) as well as thymine and other aromatic compounds such as pyrene derivatives (pyrene, 1-chloropyrene, 1-hydroxypyrene, (1-pyrenyl)methanol, and 2-hydroxynapthalene) did not induce disassembly of the nanoparticle aggregates. Data suggest that the nucleoside channels allow access to alcohols according to their size, and an efficient interaction between the alcohol and the adenine units destabilizes the hydrogen bonds, which eventually leads to nanoparticle disassembly. Fil: Vanegas, Julie P.. Universidad de Valencia; España Fil: Peisino, Lucas Ernesto. Universidad de Valencia; España. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina Fil: Pocoví Martínez, Salvador. Universidad de Valencia; España Fil: Zaragozá, Ramón J.. Universidad de Valencia; España Fil: Zaballos García, Elena. Universidad de Valencia; España Fil: Pérez Prieto, Julia. Universidad de Valencia; España

https://doi.org/10.1002/chem.201302912