PhGi | 1174133-16-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: PhGi
• 英文别名: 8-phenyl-(3',5'-bis-O-isobutyryl)-2'-deoxyguanosine
• CAS: 1174133-16-4
• 化学式: C₂₄H₂₉N₅O₆
• 分子量: 483.524
• InChiKey: WLRWBAMMQGJBIE-GVDBMIGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  151.42
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  异丁酸酐 、 8-phenyl-2'-deoxyguanosine 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 以82%的产率得到PhGi
  参考文献：
  名称：

  Walking a Supramolecular Tightrope: A Self-Assembled Dodecamer from an 8-Aryl-2′-deoxyguanosine Derivative

  摘要：

  Controlling the properties of self-assembled supramolecules via intrinsic parameters (i.e., structural information in the subunits) enables the reliable construction of assemblies of welt-defined size and composition. Here we show that an optimum balance between repulsive (e.g., steric) and attractive (e.g., pi-pi, dipole-dipole) noncovalent interactions between subunits of a lipophilic 8-(3-pyridyl)-2'-deoxyguanosine derivative enables the high fidelity formation of a stable and discrete self-assembled dodecamer. In contrast, the isosteric 8-phenyl-2'-deoxyguanosine derivative assembles into an octamer because it cannot engage in additional dipole-dipole interactions. Adding dodecamers to a supramolecular construction toolbox, already containing octamers and hexadecamers made from other 8-aryl-2'-deoxyguanosine derivatives, should enable the preparation of a wide variety of self-assembled nanostructures where the size and the number of functional elements can be precisely fine-tuned for specific applications.

  DOI：

  10.1021/ja9040384