title: 2'-O-[(4-CF3-triazol-1-yl)methyl] Uridine - A Sensitive (19)F NMR Sensor for the Detection of RNA Secondary Structures.
abstract: A sensitive uridine-derived sensor (viz., 2'-O-[(4-CF3-triazol-1-yl)methyl]uridine, 1) for (19)F NMR spectroscopic monitoring of RNA secondary structures is described. The applicability of 1 is demonstrated by monitoring the thermal denaturation of the following double and triple helical RNA models: (1) a miR 215 hairpin, (2) a poly U-A*U triple helix RNA (bearing two C-G*C(H+) interrupts), and (3) a polyadenylated nuclear-nuclear retention element complex. In these RNA models, the (19)F NMR shift of the 2'-O-(CF3-triazolylmethyl) group shows high sensitivity to secondary structural arrangements. Moreover, 1 favors the desired N-conformation, and its effect on both RNA duplex and triplex stabilities is marginal.
authors.affiliation: Department of Chemistry, University of Turku, Turku 20014, Finland.
authors.forename: Lotta
authors.initials: L
authors.lastname: Granqvist
authors.affiliation: Department of Chemistry, University of Turku, Turku 20014, Finland.
authors.forename: Pasi
authors.initials: P
authors.lastname: Virta
mesh_terms: D005461:Fluorine / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D012313:RNA / Q000032:analysis* / Q000737:chemistry*; D014529:Uridine / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: C000603238:2'-O-((4-CF3-triazol-1-yl)methyl)uridine; D005461:Fluorine; D012313:RNA; D014529:Uridine