Synthesis of 5-[3-(2-aminopyrimidin-4-yl)aminopropyn-1-yl]uracil derivative that recognizes Ade-Thy base pairs in double-stranded DNA

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• 作者：Yu Ito ; Yoshiaki Masaki ; Takashi Kanamori ; Akihiro Ohkubo ; Kohji Seio ; ^{kseio@bio.titech.ac.jp" class="auth_mail" title="E-mail the corresponding author} ; Mitsuo Sekine ; ^{msekine@bio.titech.ac.jp" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Triplex forming oligonucleotide ; Base pair recognition ; C-5 modified nucleoside ; Hybridization ability ; Antigene method
• 刊名：Bioorganic & Medicinal Chemistry Letters
• 出版年：2016
• 出版时间：1 January 2016
• 年：2016
• 卷：26
• 期：1
• 页码：194-196
• 全文大小：517 K

文摘

5-[3-(2-Aminopyrimidin-4-yl)aminopropyn-1-yl]uracil (Ura^Pyr) was designed as a new nucleobase to recognize Ade-Thy base pair in double-stranded DNA. We successfully synthesized the dexoynucleoside phosphoramidite having Ura^Pyr and incorporated it into triplex forming oligonucleotides (TFOs). Melting temperature analysis revealed that introduction of Ura^Pyr into TFOs could effectively stabilize their triplex structures without loss of base recognition capabilities.