摘要/Abstract

合成了4'-CF₃修饰的尿苷亚磷酰胺单体, 并通过固相合成将其引入了寡聚核苷酸链. 分子动态模拟和NMR的结构研究, 以及寡聚核苷酸的基本生化性质测定都表明4'-CF₃修饰将该核苷酸的核糖锁定在不常见的South构象.
关键词: 核酸, RNA结构, 氟化学
The synthesis and structure of 4'-CF₃-uridine modified ribonucleotides are reported. Active 4'-CF₃-uridine (^4'-TfMU) phosphoramidite was prepared and successfully incorporated into oligonucleotides based on solid-supported synthesis. Molecular dynamics simulations and NMR studies of the ^4'-TfMU modified oligonucleotides revealed that the ribose of ^4'-TfMU was constrained in the South conformation, which was corroborated by the biochemical properties of the ^4'-TfMU modified oligonucleotide, such as their affinity to complementary strands and transesterification kinetics. The South-constrained conformation, together with the intense ¹⁹F NMR signal of the ^4'-TfMU makes it an ideal probe for studying the structure and function of RNA.
Key words: nucleic acids, RNA structures, fluorine chemistry


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