Construction of a cross-layer linked G-octamer via conformational control: a stable G-quadruplex in H-bond competitive solvents
Construction of a cross-layer linked G-octamer via conformational control: a stable G-quadruplex in H-bond competitive solvents
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DOI：
10.1039/c9sc00190e
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发表时间：
2019-04-21
期刊：
影响因子：
8.4
通讯作者：
Shi, Xiaodong
中科院分区：
文献类型：
--
作者：
He, Ying;Zhang, Yanbin;Shi, Xiaodong
通过氢键自组装，成功制备了稳定的甲醇溶鸟苷八聚体。通过结构构象设计，我们开发了一类以鸟嘌呤（8-芳基）和核糖（2,3-异丙基）为基础的鸟嘌呤衍生物。这种独特的设计导致了第一个离散G(8)-八聚体的形成，其结构通过单晶x射线衍射，质谱和核磁共振光谱进行了表征。G(8)-八聚体表现出独特的阳离子识别特性，包括形成稳定的Rb+模板G-四聚体。基于这一观察结果，对8-芳基部分进行了进一步的修饰，以加入跨层氢键或共价键。在这两种情况下得到了相似的g -八聚体，其结构由单晶x射线衍射证实。此外，共价连接的g -四联体在MeOH和DMSO中也表现出优异的稳定性，这表明这种新的氢键自组装体系在生物和材料方面的应用前景广阔。
Methanol soluble and stable guanosine octamers were successfully achieved via H-bond self-assembly. Through structural conformational design, we developed a new class of guanosine derivatives with modification on guanine (8-aryl) and ribose (2,3-isopropylidene). This unique design led to the formation of the first discrete G(8)-octamer with its structure characterized by single crystal X-ray diffraction, MS and NMR spectroscopy. The G(8)-octamer showed unique cation recognition properties, including the formation of a stable Rb+ templated G-quadruplex. Based on this observation, further modification on the 8-aryl moiety was performed to incorporate a cross-layer H-bond or covalent linkage. Similar G-octamers were obtained in both cases with structures confirmed by single crystal X-ray diffraction. Furthermore, the covalently linked G-quadruplex exhibited excellent stability even in MeOH and DMSO, suggesting a promising future for this new H-bond self-assembly system in biological and material applications.