peroxymonophosphate | 24490-17-3

• 分子结构分类: 无机化合物 - 均质非金属化合物 - 非金属氧阴离子化合物
• 英文名称: peroxymonophosphate
• 英文别名: Oxido hydrogen phosphate；oxido hydrogen phosphate
• CAS: 24490-17-3
• 化学式: HO₅P
• 分子量: 111.979
• InChiKey: MPNNOLHYOHFJKL-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  peroxymonophosphate 以 水 为溶剂， 生成 磷酸
  参考文献：
  名称：

  Fichter, F.; Gutzwiller, E., Helvetica Chimica Acta, 1928, vol. 11, p. 323 - 337

  摘要：

  DOI：
• 作为产物：
  描述：

  potassium phosphate 、 水 以 not given 为溶剂， 生成 peroxymonophosphate
  参考文献：
  名称：

  Redox Regulation of Protein Tyrosine Phosphatase 1B by Peroxymonophosphate (O₃POOH)

  摘要：

  Reversible phosphorylation of tyrosine residues serves as a biochemical "switch" that alters the functional properties of many proteins involved in cellular signal transduction processes. Protein tyrosine phosphatases (PTPs) catalyze the removal of phosphoryl groups from tyrosine residues in target proteins, thereby playing a central role in the regulation of diverse cellular processes including glucose metabolism, cell cycle control, and immune responses. Accordingly, small molecules capable of inactivating PTPs may find use as therapeutic agents and tools for the study of diverse signal transduction pathways. In the work reported here, peroxymonophosphate (2-O3POOH) was reported to be an exceptional inactivator of PTP1B, an archetypal member of the PTP enzyme family (K-I = 6.6 x 10(-7) M and k(inact) = 0.043 s(-1)). In this regard, peroxymonophosphate is over 7000 times more potent than hydrogen peroxide, the endogenous regulator of PTP1B. Inactivation of PTP1B by peroxymonophosphate is active site directed and, like that by hydrogen peroxide, is readily reversed by treatment with dithiothreitol (5 mM). Together the findings suggest that peroxymonophosphate oxidizes the active site cysteine residue of PTP1B to the sulfenic acid oxidation state. Importantly, peroxymonophosphate (100 nM) yields substantial inactivation of PTP1B even in the presence of physiologically relevant concentrations of the biological thiol glutathione (1 mM). Collectively, these properties may make peroxymonophosphate a useful tool for probing the role of cysteine-dependent PTPs in various signal transduction pathways. Finally, it is interesting to note that peroxymonophosphate may be biosynthetically accessible via the reaction of endogenous hydrogen peroxide with phosphoryl donors. Peroxymonophosphate possesses key properties expected for the endogenous signaling molecule involved in the redox regulation of PTP activity.

  DOI：

  10.1021/ja070194j

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: P: MVol.C, 129, page 297 - 300
  作者：

  DOI：——

  日期：——