Synthesis and Antisense Properties of 2′ β-F-Arabinouridine Modified Oligonucleotides with 4′-C-OMe Substituent

被引：5
|
作者：
He, Xiao-Yang [1 ]
Wang, Jing [2 ]
Lu, Dan-Dan [1 ]
Wang, Sheng-Qi [1 ]
机构：
[1] Beijing Inst Radiat Med, Beijing 100850, Peoples R China
[2] Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Henan, Peoples R China
来源：
MOLECULES | 2018年 / 23卷 / 09期
基金：
中国国家自然科学基金;
关键词：
fluorine; pseudohydrogen bond; arabinonucleotide; chemical modification; STABILITY; FLUORINE; FURANOSE; ANALOGS; 2'F-ANA; ROLES;
D O I：
10.3390/molecules23092374
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A novel 2'-F,4'-C-OMe-arabinouridine (araU) was successfully synthesized and introduced into oligonucleotides. The oligonucleotide containing 2'-F,4'-C-OMe-araU exhibited improved nuclease resistance and RNA hybridizing selective ability relative to 2'-F-araU. In particular, when 2'-F,4'-C-OMe-araU inserted into C-H center dot center dot center dot F-C bonding-favorable 5'-uridine-purine-3' steps, the modified oligonucleotide showed remarkable binding affinity and selectivity to RNA complements. Thus, 2'-F,4'-C-OMe-araU has valuable antisense properties and can be used as novel chemical modification for antisense therapeutic strategy.
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页数：11
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