Crystal structures of 8-arylethynyl substituted guanosine derivatives: are hydrogen-bonded ribbons a surprise?

Crystal structures of 8-arylethynyl substituted guanosine derivatives: are hydrogen-bonded ribbons a surprise?
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DOI:
10.1039/c1ce05618b
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发表时间:
2011-08
期刊:
影响因子:
3.1
通讯作者:
Jaebum Lim;O. Miljanić
Jaebum Lim;O. Miljanić
中科院分区:
化学3区
文献类型:
--
作者:
Jaebum Lim;O. Miljanić

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两种8-芳基乙炔基取代鸟苷的晶体结构显示出扭曲的氢键带状超结构,与之前关于8-芳基衍生物形成鸟嘌呤四重体的报道形成对比。结构开关是由于通过分子间[π <$π]堆叠之间的最佳位置的贫电子的芳基乙炔基取代基和富电子的鸟嘌呤核的带状稳定。
Crystal structures of two 8-arylethynyl substituted guanosines reveal twisted hydrogen-bonded ribbon superstructures, contrasting a previous report of guanine quartet formation from 8-aryl derivatives. The structural switch is attributed to the stabilization of the ribbon through intermolecular [π⋯π] stacking between the optimally positioned electron-poor arylethynyl substituents and electron-rich guanine nuclei.