title: Synthesis of new C-5-triazolyl-functionalized thymidine analogs and their ability to engage in aromatic stacking in DNA : DNA and DNA : RNA duplexes.
abstract: 1-Phenyl-1,2,3-triazole scaffolds on the 5-position of pyrimidine nucleosides have previously shown to enhance nuclease stability and increase the duplex thermal stability (Tm) by engaging in duplex stacking interactions. In this study, we have introduced two new derivatives of this scaffold in DNA : DNA and DNA : RNA duplexes in order to explore the thermal effects of (1) using a 1,5-triazole instead of the usual 1,4-triazole, and (2) replacing the apolar phenyl substituent with a polar uracil-5-yl substituent.
authors.affiliation: Nucleic Acid Center, Department of Physics, Chemistry & Pharmacy, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark. pouln@sdu.dk.
authors.forename: Mick
authors.initials: M
authors.lastname: Hornum
authors.affiliation: Nucleic Acid Center, Department of Physics, Chemistry & Pharmacy, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark. pouln@sdu.dk.
authors.forename: Alevtina
authors.initials: A
authors.lastname: Djukina
authors.affiliation: Nucleic Acid Center, Department of Physics, Chemistry & Pharmacy, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark. pouln@sdu.dk.
authors.forename: Ann-Katrin
authors.initials: AK
authors.lastname: Sassnau
authors.affiliation: Nucleic Acid Center, Department of Physics, Chemistry & Pharmacy, University of Southern Denmark, Campusvej 55, DK-5230 Odense, Denmark. pouln@sdu.dk.
authors.forename: Poul
authors.initials: P
authors.lastname: Nielsen
mesh_terms: D020029:Base Pairing; D060326:Chemistry Techniques, Synthetic; D004247:DNA / Q000737:chemistry*; D008958:Models, Molecular; D009693:Nucleic Acid Hybridization; D012313:RNA / Q000737:chemistry*; D013936:Thymidine / Q000138:chemical synthesis* / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D014230:Triazoles; D012313:RNA; D004247:DNA; D013936:Thymidine