title: The synthesis of double-headed nucleosides by the CuAAC reaction and their effect in secondary nucleic acid structures.
abstract: Four double-headed nucleosides were prepared by the CuAAC reaction. Hereby, a triazole-containing linker connects an additional thymine or adenine to the 2'-position of 2'-deoxyuridine, a thymine to the 5'-position of thymidine and a thymine to the 6'-position of an LNA-thymidine monomer. Whereas no conclusive recognition effects of the additional thymines were found when introduced in LNA or at the 5'-position, both thymine and adenine in the 2'-position were found to stabilise three-way junctions in both dsDNA and DNA : RNA contexts and to give cross-strand interactions in a DNA-duplex, when specifically introduced in a so-called (+1)-zipper motif.
authors.affiliation: Nucleic Acid Center and Department of Physics and Chemistry, University of Southern Denmark, 5230 Odense M, Denmark.
authors.forename: Anna S
authors.initials: AS
authors.lastname: Jørgensen
authors.forename: Khalil I
authors.initials: KI
authors.lastname: Shaikh
authors.forename: Gerald
authors.initials: G
authors.lastname: Enderlin
authors.forename: Elise
authors.initials: E
authors.lastname: Ivarsen
authors.forename: Surender
authors.initials: S
authors.lastname: Kumar
authors.forename: Poul
authors.initials: P
authors.lastname: Nielsen
mesh_terms: D009690:Nucleic Acid Conformation; D009696:Nucleic Acids / Q000737:chemistry*; D009705:Nucleosides / Q000138:chemical synthesis*
chemical_list: D009696:Nucleic Acids; D009705:Nucleosides