7-(二羟基磷酰氧基)香豆素-4-乙酸甲酯 | 608529-85-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 7-(二羟基磷酰氧基)香豆素-4-乙酸甲酯
• 英文名称: 7-(dihydroxyphosphoryloxy)coumarin-4-acetic acid methyl ester
• 英文别名: Methyl 2-(2-oxo-7-phosphonooxychromen-4-yl)acetate
• CAS: 608529-85-7
• 化学式: C₁₂H₁₁O₈P
• 分子量: 314.188
• InChiKey: SCOJVXJJOGTGNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  560.6±60.0 °C(Predicted)
• 密度：
  1.576±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-(二羟基磷酰氧基)香豆素-4-乙酸甲酯 在 protein tyrosine phosphatases 作用下， 生成 甲基(7-羟基-2-氧代-2H-苯并吡喃-4-基)乙酸酯
  参考文献：
  名称：

  Designing better coumarin-based fluorogenic substrates for PTP1B

  摘要：

  As part of a program to develop better PTP1B fluorogenic substrates that more closely mimic the functionality found in the natural substrate, we have prepared and evaluated nine novel analogs of 4-methylumbelliferone phosphate (MUP) with a variety of additional groups occupying the second phosphate binding pocket. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.021
• 作为产物：
  描述：

  1,3-丙酮二羧酸 在 氯化亚砜 、 碘代三甲硅烷 、 硫酸 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 15.0h， 生成 7-(二羟基磷酰氧基)香豆素-4-乙酸甲酯
  参考文献：
  名称：

  Enzymatic Profiling System in a Small-Molecule Microarray

  摘要：

  We have developed a microarray-based strategy for detection of three major classes of hydrolytic enzymes on the basis of their catalytic activities. This enables the sensitive detection of proteins not merely by their bindings but rather by their enzymatic activities. This may provide a valuable tool for screening, identification, and characterization of new enzymes in a high-throughput fashion.

  DOI：

  10.1021/ol034233h

文献信息

• Enzymatic Profiling System in a Small-Molecule Microarray
  作者：Qing Zhu、Mahesh Uttamchandani、Dongbo Li、Marie L. Lesaicherre、Shao Q. Yao

  DOI：10.1021/ol034233h

  日期：2003.4.1

  We have developed a microarray-based strategy for detection of three major classes of hydrolytic enzymes on the basis of their catalytic activities. This enables the sensitive detection of proteins not merely by their bindings but rather by their enzymatic activities. This may provide a valuable tool for screening, identification, and characterization of new enzymes in a high-throughput fashion.
• Designing better coumarin-based fluorogenic substrates for PTP1B
  作者：Christopher P. Holmes、Natalie Macher、J. Russell Grove、Larry Jang、Jennifer D. Irvine

  DOI：10.1016/j.bmcl.2008.04.021

  日期：2008.6

  As part of a program to develop better PTP1B fluorogenic substrates that more closely mimic the functionality found in the natural substrate, we have prepared and evaluated nine novel analogs of 4-methylumbelliferone phosphate (MUP) with a variety of additional groups occupying the second phosphate binding pocket. (C) 2008 Elsevier Ltd. All rights reserved.