adenosine O,O-bis(p-nitrophenyl) phosphate

• 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: adenosine O,O-bis(p-nitrophenyl) phosphate
• 英文别名: (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-[[bis(4-nitrophenoxy)-oxidophosphaniumyl]oxymethyl]oxolane-3,4-diol
• 化学式: C₂₂H₂₀N₇O₁₁P
• 分子量: 589.415
• InChiKey: HOHILFQFAPFWOJ-WGQQHEPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  262
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  adenosine O,O-bis(p-nitrophenyl) phosphate 在 MES buffer 、 Cu(bpy) 作用下， 以 甲醇 为溶剂， 生成 adenosine 5'-O-(p-nitrophenyl) phosphate sodium salt 、 4-nitrophenol sodium salt
  参考文献：
  名称：

  Convergent Functional Groups. 16. Hydrolysis of Phosphate Triesters by a Novel Cleft. Influence of Binding on Overall Rate Acceleration

  摘要：

  The rates of hydrolysis of two activated phosphate triesters, bis(p-nitrophenyl) methyl phosphate 3 and adenosine 5'-O,O-bis(p-nitrophenyl) phosphate 4 have been studied using two copper-containing catalysts, Cu(Kemp-bpy) 1 and Cu(bpy) 2. The catalytic activities of these two species have been compared within the pH range of 6-9.5. The rates of hydrolysis of both substrates, 3 and 4, have been compared to the uncatalyzed reaction. This rate-enhancement is dependent on pH. In both cases, the monohydroxo H(OH-)(+) species is more catalytically active than the diaqua species, H(H2O)(2+). The effect of binding on overall rate acceleration was evaluated; the maximum contribution was found to be 44.

  DOI：

  10.1021/ja00113a010

文献信息

• Convergent Functional Groups. 16. Hydrolysis of Phosphate Triesters by a Novel Cleft. Influence of Binding on Overall Rate Acceleration
  作者：Belinda L. Tsao、Roland J. Pieters、Julius Jr. Rebek

  DOI：10.1021/ja00113a010

  日期：1995.3

  The rates of hydrolysis of two activated phosphate triesters, bis(p-nitrophenyl) methyl phosphate 3 and adenosine 5'-O,O-bis(p-nitrophenyl) phosphate 4 have been studied using two copper-containing catalysts, Cu(Kemp-bpy) 1 and Cu(bpy) 2. The catalytic activities of these two species have been compared within the pH range of 6-9.5. The rates of hydrolysis of both substrates, 3 and 4, have been compared to the uncatalyzed reaction. This rate-enhancement is dependent on pH. In both cases, the monohydroxo H(OH-)(+) species is more catalytically active than the diaqua species, H(H2O)(2+). The effect of binding on overall rate acceleration was evaluated; the maximum contribution was found to be 44.