Construction and Assembly of Branched Y-Shaped DNA: ``Click'' Chemistry Performed on Dendronized 8-Aza-7-deazaguanine Oligonucleotides

Autor(en): Xiong, Hai
Leonard, Peter
Seela, Frank
Stichwörter: AZIDE-ALKYNE CYCLOADDITION; Biochemical Research Methods; Biochemistry & Molecular Biology; Chemistry; Chemistry, Multidisciplinary; Chemistry, Organic; CROSS-LINKED DNA; DENDRIMERS; DUPLEX STABILITY; FUNCTIONALIZATION; LIGATION; LINEAR-POLYMERS; OLIGODEOXYRIBONUCLEOTIDES; RNA; SIDE-CHAINS
Erscheinungsdatum: 2012
Herausgeber: AMER CHEMICAL SOC
Journal: BIOCONJUGATE CHEMISTRY
Volumen: 23
Ausgabe: 4
Startseite: 856
Seitenende: 870
Zusammenfassung: 
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.
ISSN: 10431802
DOI: 10.1021/bc300013k

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