5'-(3,5-bis(allyloxy)benzoyl)-2',3'-isopropylidene guanosine | 873332-52-6

• 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: 5'-(3,5-bis(allyloxy)benzoyl)-2',3'-isopropylidene guanosine
• 英文别名: [(3aR,4R,6R,6aR)-4-(2-amino-6-oxo-1H-purin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl 3,5-bis(prop-2-enoxy)benzoate
• CAS: 873332-52-6
• 化学式: C₂₆H₂₉N₅O₈
• 分子量: 539.545
• InChiKey: GEYZDMAWLPCKEJ-ZDXOVATRSA-N

物化性质

• 沸点：
  780.8±70.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  158
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5'-(3,5-bis(allyloxy)benzoyl)-2',3'-isopropylidene guanosine 、 potassium 2,4-dinitrophenolate 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 tetrakis-[5'-(3,5-bis(allyloxy)benzoyl)-2',3'-isopropylidene guanosine] potassium 2,6-dinitrophenolate
  参考文献：
  名称：

  A Unimolecular G-Quadruplex that Functions as a Synthetic Transmembrane Na⁺ Transporter

  摘要：

  We describe the covalent post-modification of a hydrogen-bonded assembly with the subsequent formation of a potent transmembrane Na+ ion transporter. Olefin metathesis is used to cross-link all 16 guanosine subunits in a lipophilic G-quadruplex. The resulting unimolecular G-quadruplex folds in the environment of a phospholipid membrane and functions as a Na+ ion transporter as judged by fluorescence and 23Na NMR transport assays.

  DOI：

  10.1021/ja056888e
• 作为产物：
  描述：

  3,5-bis(allyloxy)benzoic acid 在 吡啶 、 4-二甲氨基吡啶 、 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 6.5h， 生成 5'-(3,5-bis(allyloxy)benzoyl)-2',3'-isopropylidene guanosine
  参考文献：
  名称：

  A Unimolecular G-Quadruplex that Functions as a Synthetic Transmembrane Na⁺ Transporter

  摘要：

  We describe the covalent post-modification of a hydrogen-bonded assembly with the subsequent formation of a potent transmembrane Na+ ion transporter. Olefin metathesis is used to cross-link all 16 guanosine subunits in a lipophilic G-quadruplex. The resulting unimolecular G-quadruplex folds in the environment of a phospholipid membrane and functions as a Na+ ion transporter as judged by fluorescence and 23Na NMR transport assays.

  DOI：

  10.1021/ja056888e