Kishimoto Yuki, Fujii Akane, Nakagawa Osamu, Nagata Tetsuya, Yokota Takanori, Hari Yoshiyuki, Obika Satoshi
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
Org Biomol Chem. 2017 Oct 4;15(38):8145-8152. doi: 10.1039/c7ob01874f.
We designed and synthesized a novel artificial 2'-O,4'-C-methylene bridged nucleic acid (2',4'-BNA/LNA) with a phenoxazine nucleobase and named this compound BNAP. Oligodeoxynucleotide (ODN) containing BNAP showed higher binding affinities toward complementary DNA and RNA as compared to ODNs bearing 2',4'-BNA/LNA with 5-methylcytosine or 2'-deoxyribonucleoside with phenoxazine. Thermodynamic analysis revealed that BNAP exhibits properties associated with the phenoxazine moiety in DNA/DNA duplexes and characteristics associated with the 2',4'-BNA/LNA moiety in DNA/RNA duplexes.
我们设计并合成了一种带有吩恶嗪碱基的新型人工2'-O,4'-C-亚甲基桥连核酸（2',4'-BNA/LNA），并将该化合物命名为BNAP。与含有5-甲基胞嘧啶的2',4'-BNA/LNA或含有吩恶嗪的2'-脱氧核糖核苷的寡脱氧核苷酸（ODN）相比，含有BNAP的ODN对互补DNA和RNA表现出更高的结合亲和力。热力学分析表明，BNAP在DNA/DNA双链体中表现出与吩恶嗪部分相关的性质，在DNA/RNA双链体中表现出与2',4'-BNA/LNA部分相关的特征。
