title: Construction and assembly of branched Y-shaped DNA: "click" chemistry performed on dendronized 8-aza-7-deazaguanine oligonucleotides.
abstract: Branched DNA was synthesized from tripropargylated oligonucleotides by the Huisgen-Meldal-Sharpless cycloaddition using "stepwise and double click" chemistry. Dendronized oligonucleotides decorated with 7-tripropargylamine side chains carrying two terminal triple bonds were further functionalized with bis-azides to give derivatives with two terminal azido groups. Then, the branched side chains with two azido groups or two triple bonds were combined with DNA-fragments providing the corresponding clickable function. Both concepts afforded branched (Y-shaped) three-armed DNA. Annealing of branched DNA with complementary oligonucleotides yielded supramolecular assemblies. The concept of "stepwise and double click" chemistry combined with selective hybridization represents a flexible tool to generate DNA nanostructures useful for various purposes in DNA diagnostics, delivery, and material science applications.
authors.affiliation: Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 48149 Münster, Germany.
authors.forename: Hai
authors.initials: H
authors.lastname: Xiong
authors.forename: Peter
authors.initials: P
authors.lastname: Leonard
authors.forename: Frank
authors.initials: F
authors.lastname: Seela
mesh_terms: D020029:Base Pairing; D001483:Base Sequence; D057930:Click Chemistry; D004247:DNA / Q000737:chemistry* / Q000235:genetics; D050091:Dendrimers / Q000737:chemistry*; D008958:Models, Molecular; D049329:Nanostructures / Q000737:chemistry; D009705:Nucleosides / Q000737:chemistry*; D009838:Oligodeoxyribonucleotides / Q000737:chemistry* / Q000235:genetics; D011744:Pyrimidinones / Q000737:chemistry*
chemical_list: C468765:8-aza-7-deazaguanine; D050091:Dendrimers; D009705:Nucleosides; D009838:Oligodeoxyribonucleotides; D011744:Pyrimidinones; D004247:DNA