title: A photoreactive G-quadruplex ligand triggered by green light.
abstract: A photoreactive molecular dye targeting the G-quadruplex nucleic acid (G4) of the human telomeric sequence Tel22, and several mutated analogues, was activated by green light (λ=532 nm). Highly selective covalent modification of G4 versus single-stranded and double-stranded DNA was achieved with efficiency up to 64%. The phenoxyl radical was generated and detected by laser-flash photolysis as a reactive intermediate that targeted loop thymine residues. These insights may suggest a non-invasive tool for selective nucleic acid tagging and "pull-down" cellular applications.
authors.affiliation: Department of Molecular Medicine, University of Padua, Via Gabelli 63, 35121 Padua (Italy).
authors.forename: Matteo
authors.initials: M
authors.lastname: Nadai
authors.forename: Filippo
authors.initials: F
authors.lastname: Doria
authors.forename: Luca
authors.initials: L
authors.lastname: Germani
authors.forename: Sara N
authors.initials: SN
authors.lastname: Richter
authors.forename: Mauro
authors.initials: M
authors.lastname: Freccero
mesh_terms: D000478:Alkylation; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry; D004591:Electrophoresis, Polyacrylamide Gel; D054856:G-Quadruplexes / Q000528:radiation effects*; D006801:Humans; D008024:Ligands; D008027:Light; D010636:Phenols / Q000737:chemistry; D010782:Photolysis; D016615:Telomere / Q000737:chemistry
chemical_list: D008024:Ligands; D010636:Phenols; C042329:phenoxy radical; D004247:DNA
keywords: DNA damage; G-quadruplexes; covalent targeting; nucleic acids; photochemistry