2′-O-[(4-CF3-triazol-1-yl)methyl] Uridine - A Sensitive 19F NMR Sensor for the Detection of RNA Secondary Structures

被引:27
作者
Granqvist, Lotta [1 ]
Virta, Pasi [1 ]
机构
[1] Univ Turku, Dept Chem, Turku 20014, Finland
基金
芬兰科学院;
关键词
LIGAND INTERACTIONS; MAGNETIC-RESONANCE; SPECTROSCOPY; PROBES; FLUORINE; DNA; NUCLEOTIDES; OLIGODEOXYNUCLEOTIDES; OLIGORIBONUCLEOTIDES; RECOGNITION;
D O I
10.1021/acs.joc.5b00973
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A sensitive uridine-derived sensor (viz., 2'-O-[(4-CF3-triazol-1-yOmethyl]uridine, 1) for F-19 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*CH+ interrupts), and (3) a polyadenylated nuclear-nuclear retention element complex. In these RNA models, the F-19 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.
引用
收藏
页码:7961 / 7970
页数:10
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