methyl 4-nitrophenyl phosphate diester sodium salt | 32586-84-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4-nitrophenyl phosphate diester sodium salt
• 英文别名: mono(p-nitrophenyl) methyl phosphate sodium salt；sodium methyl p-nitrophenyl phosphate；Sodium Methoxy-(4-nitrophenoxy)-oxido-oxo-phosphorane；sodium;methyl (4-nitrophenyl) phosphate
• CAS: 32586-84-8
• 化学式: C₇H₇NO₆P*Na
• 分子量: 255.099
• InChiKey: WAINOIDVYAUWFZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.91
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-nitrophenyl phosphate diester sodium salt 生成 disodium;methyl phosphate
  参考文献：
  名称：

  HENGGE, ALVAN C.;CLELAND, W. W., J. ORG. CHEM., 56,(1991) N, C. 1972-1974

  摘要：

  DOI：
• 作为产物：
  描述：

  对苯二酚硫酸钾 在 MES buffer 、 Cu(bpy) 作用下， 以 甲醇 为溶剂， 生成 methyl 4-nitrophenyl phosphate diester 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

• Transition States and Control of Substrate Preference in the Promiscuous Phosphatase PP1
  作者：Yuan Chu、Nicholas H. Williams、Alvan C. Hengge

  DOI：10.1021/acs.biochem.7b00441

  日期：2017.8.1

  monoester substrate, PP1γ catalyzes the hydrolysis of aryl methylphosphonates, fluorophosphate esters, phosphorothioate esters, and phosphodiesters, with second-order rate accelerations that fall within the narrow range of 1011–1013. In contrast to the different transition states in the uncatalyzed hydrolysis reactions of these substrates, PP1γ catalyzes their hydrolysis through similar transition states

  催化混杂酶是生物化学的一个有吸引力的前沿领域，因为酶混杂不仅可以通过基因复制机制合理地解释酶的进化，而且可以通过模仿这种进化过程来提供改变蛋白质催化功能的有效途径。PP1γ是一种有效的混杂磷酸酶，可水解基于单阴离子和双阴离子磷酸酯的底物。除了其天然的磷酸单酯底物外，PP1γ还催化芳基甲基膦酸酯，氟代磷酸酯，硫代磷酸酯和磷酸二酯的水解，其二级速率加速范围在10 11 –10 13的狭窄范围内。。与这些底物的未催化水解反应中的不同过渡态相反，PP1γ通过相似的过渡态催化其水解。PP1γ不会催化硫酸酯的水解，这是出乎意料的。PP1γ活性位点可耐受结合的配体的几何形状变化，即使在初始酶-底物复合物和过渡态中，其空间要求可能会干扰转移基团定位的底物也可有效催化状态。精氨酸221向赖氨酸的保守突变导致突变体，其是对单阴离子底物更有效的催化剂。
• Mechanism of phosphodiester cleavage with .beta.-cyclodextrin
  作者：Alvan C. Hengge、W. W. Cleland

  DOI：10.1021/jo00005a064

  日期：1991.3
• Hydrolysis of a Phosphate Diester Doubly Coordinated to a Dinuclear Cobalt(III) Complex: A Novel Mechanism
  作者：Daphne Wahnon、Anne-Marie Lebuis、Jik Chin

  DOI：10.1002/anie.199524121

  日期：1995.11.17
• 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.
• HENGGE, ALVAN C.;CLELAND, W. W., J. ORG. CHEM., 56,(1991) N, C. 1972-1974
  作者：HENGGE, ALVAN C.、CLELAND, W. W.

  DOI：——

  日期：——