3',5'-bis-O-(6-azidohexanoyl)-2'-deoxyguanosine | 1043022-51-0

• 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: 3',5'-bis-O-(6-azidohexanoyl)-2'-deoxyguanosine
• CAS: 1043022-51-0
• 化学式: C₂₂H₃₁N₁₁O₆
• 分子量: 545.558
• InChiKey: XSPPTOFNAKWSTG-ARFHVFGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  39.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  248.94
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1-二甲基胺-2-丙炔 、 3',5'-bis-O-(6-azidohexanoyl)-2'-deoxyguanosine 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 以66%的产率得到5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-2-((6-(4-((dimethylamino)methyl)-1H-1,2,3-triazol-1-yl) hexanoyloxy)methyl)tetrahydrofuran-3-yl 6-(4-((dimethylamino)methyl)-1H-1,2,3-triazol-1-yl)hexanoate
  参考文献：
  名称：

  Isostructural Self-Assembly of 2′-Deoxyguanosine Derivatives in Aqueous and Organic Media

  摘要：

  We report the self-assembly of a hydrophilic 8-(m-acetylphenyl)-2'-deoxyguanosine (mAG) derivative into a discrete and thermally stable hexadecameric supramolecule in aqueous media. We demonstrate that this hexadecamer is isostructural to the one formed by a related lipophilic derivative in organic media. This mAG moiety represents a rare example of a small-molecule recognition motif that is capable of assembling isostructurally and with high fidelity in both organic and aqueous media.

  DOI：

  10.1021/ja8039019
• 作为产物：
  描述：

  6-叠氮基己酸 、 2'-脱氧鸟苷 在 4-二甲氨基吡啶 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以52%的产率得到3',5'-bis-O-(6-azidohexanoyl)-2'-deoxyguanosine
  参考文献：
  名称：

  Isostructural Self-Assembly of 2′-Deoxyguanosine Derivatives in Aqueous and Organic Media

  摘要：

  We report the self-assembly of a hydrophilic 8-(m-acetylphenyl)-2'-deoxyguanosine (mAG) derivative into a discrete and thermally stable hexadecameric supramolecule in aqueous media. We demonstrate that this hexadecamer is isostructural to the one formed by a related lipophilic derivative in organic media. This mAG moiety represents a rare example of a small-molecule recognition motif that is capable of assembling isostructurally and with high fidelity in both organic and aqueous media.

  DOI：

  10.1021/ja8039019