Synthesis and properties of novel 2?O-alkoxymethyl-modified nucleic acids

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• 作者：Koichiro  ; Arai ; Naoki  ; Uchiyama ; Takeshi  ; Wada  ; ;   ; ^{wada@k.u-tokyo.ac.jp}
• 关键词：RNA analogs ; 2&prime ; -O-Modification ; 2&prime ; -O-Alkoxymethyl skeleton ; Duplex stability
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2011
• 出版时间：1 November 2011
• 年：2011
• 卷：21
• 期：21
• 页码：6285-6287
• 全文大小：341 K

文摘

Novel 2?O-modified oligoribonucleotides with alkoxymethyl skeletons were synthesized, and their ability to hybridize complementary nucleic acids and their nuclease resistance were analyzed. The hybridization ability was improved by introducing electron-withdrawing groups and the increases in melting temperature (T_m value) was particularly high for chlorine-substituted compounds. Nuclease resistance of these 2?O-alkoxymethylated oligomers was lower than expected, but cyano substitution resulted in a higher nuclease resistance than 2?O-methylation.