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Indole in DNA: Comparison of nucleosidic with a non-nucleosidic DNA base substitution

Barbaric, Janez ; Wanninger-Weiss, Claudia ; Wagenknecht, Hans-Achim


The synthetic incorporation of indole as an artificial DNA base into oligonucleotides by two different structural approaches is described. For both types of modification, the indole moiety is attached through the C-3 position to the oligonucleotides. As a mimic of natural nucleosides, the indole nucleoside of β-2'-deoxyribofuranoside (In) was synthesized. The corresponding In-modified duplexes ...


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