[4-[(7-Oxophenoxazin-3-yl)oxymethyl]phenyl] butanoate | 1312781-59-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: [4-[(7-Oxophenoxazin-3-yl)oxymethyl]phenyl] butanoate
• CAS: 1312781-59-1
• 化学式: C₂₃H₁₉NO₅
• 分子量: 389.408
• InChiKey: ZXYALKJYQTXQPR-UHFFFAOYSA-N

物化性质

• 沸点：
  557.2±50.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(((叔-丁基二甲基甲硅烷基)氧代)甲基)苯酚 在 三丁基膦 、 四丁基氟化铵 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 0.5h， 生成 [4-[(7-Oxophenoxazin-3-yl)oxymethyl]phenyl] butanoate
  参考文献：
  名称：

  Design and synthesis of an ER-specific fluorescent probe based on carboxylesterase activity with quinone methide cleavage process

  摘要：

  CEs are important enzymes that catalyze the hydrolysis of prodrugs. In this Letter, we present a new mechanistic ER-specific fluorescent probe 1 based on CE activity. Permeation of 1 into cells and subsequent hydrolytic activation by CEs causes spontaneously quinone methide cleavage, resulting in bright red fluorescence in ER with high specificity. Probe 1 was developed for CE activity imaging and inhibitor screening at the cellular level. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.066

文献信息

• Design and synthesis of an ER-specific fluorescent probe based on carboxylesterase activity with quinone methide cleavage process
  作者：Wataru Hakamata、Aki Machida、Tadatake Oku、Toshiyuki Nishio

  DOI：10.1016/j.bmcl.2011.04.066

  日期：2011.6

  CEs are important enzymes that catalyze the hydrolysis of prodrugs. In this Letter, we present a new mechanistic ER-specific fluorescent probe 1 based on CE activity. Permeation of 1 into cells and subsequent hydrolytic activation by CEs causes spontaneously quinone methide cleavage, resulting in bright red fluorescence in ER with high specificity. Probe 1 was developed for CE activity imaging and inhibitor screening at the cellular level. (C) 2011 Elsevier Ltd. All rights reserved.