Sulfonamide-Bridged Nucleic Acid: Synthesis, High RNA Selective Hybridization, and High Nuclease Resistance

被引:22
|
作者
Mitsuoka, Yasunori [1 ,2 ]
Fujimura, Yuko [2 ]
Waki, Reiko [1 ]
Kugimiya, Akira [2 ]
Yamamoto, Tsuyoshi [1 ]
Hari, Yoshiyuki [1 ]
Obika, Satoshi [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
[2] Shionogi & Co Ltd, Discovery Res Lab Innovat Frontier Med, Toyonaka, Osaka 5610825, Japan
关键词
ANTISENSE OLIGONUCLEOTIDES; NUCLEOSIDE ANALOGS; DUPLEX STABILITY; LNA; RECOGNITION; ENA; 5-METHYLCYTOSINE; 2'; 4'-BNA(NC); THYMIDINES; MONOMERS;
D O I
10.1021/ol503029v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2'-N,4'-C-(N-Methylamino)sulfonylmethylene-bridged thymidine (SuNA), which has a six-membered linkage including a sulfonamide moiety, was synthesized and introduced into oligonucleotides. The oligonucleotides containing SuNA exhibited excellent nuclease resistance, a high affinity toward single-stranded RNA, and a low affinity toward single-stranded DNA compared to the natural oligonucleotide.
引用
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页码:5640 / 5643
页数:4
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