Doi Tetsuya, Sakakibara Takumi, Kashida Hiromu, Araki Yasuyuki, Wada Takehiko, Asanuma Hiroyuki
Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603 (Japan).
PRESTO (Japan) Science and Technology Agency, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012 (Japan).
Chemistry. 2015 Nov 2;21(45):15974-80. doi: 10.1002/chem.201502653. Epub 2015 Sep 25.
We report on the characterization of a novel hetero-selective DNA-like duplex of pyrene and anthraquinone pseudo base pairs. The pyrene/anthraquinone pairs showed excellent selectivity in hetero-recognition and even trimers were found to form a hetero-duplex. Pyrene and anthraquinone moieties were tethered on acyclic D-threoninol linkers and linked to adjacent residues by using standard phosphoramidite chemistry. When pyrene and anthraquinone were incorporated at pairing positions in complementary strands of natural DNA oligonucleotides, the duplex was stabilized significantly. Moreover, a pyrene hexamer and an anthraquinone hexamer formed a stable artificial hetero-duplex without the assistance of natural base pairs. The pyrene/anthraquinone pair was so stable that even trimers formed a hetero-duplex under conditions in which natural DNA strands of three residues do not.
我们报道了一种新型的芘与蒽醌假碱基对的杂选择性类DNA双链体的表征。芘/蒽醌对在杂识别中表现出优异的选择性，甚至发现三聚体也能形成杂双链体。芘和蒽醌部分连接在无环D - 苏糖醇连接基上，并通过标准亚磷酰胺化学方法与相邻残基相连。当芘和蒽醌掺入天然DNA寡核苷酸互补链的配对位置时，双链体显著稳定。此外，芘六聚体和蒽醌六聚体在没有天然碱基对辅助的情况下形成了稳定的人工杂双链体。芘/蒽醌对非常稳定，以至于在三个残基的天然DNA链无法形成双链体的条件下，三聚体仍能形成杂双链体。
