[4-[[2-Oxo-4-(trifluoromethyl)chromen-7-yl]oxymethyl]phenyl] butanoate | 1540917-73-4

• 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
• 英文名称: [4-[[2-Oxo-4-(trifluoromethyl)chromen-7-yl]oxymethyl]phenyl] butanoate
• 英文别名: [4-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]oxymethyl]phenyl] butanoate
• CAS: 1540917-73-4
• 化学式: C₂₁H₁₇F₃O₅
• 分子量: 406.358
• InChiKey: MNQARSXZRJOMPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  7-羟基-4-三氟甲基香豆素 、 4-(hydroxymethyl)phenyl butyrate 在 三丁基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以78.6%的产率得到[4-[[2-Oxo-4-(trifluoromethyl)chromen-7-yl]oxymethyl]phenyl] butanoate
  参考文献：
  名称：

  Multicolor Imaging of Endoplasmic Reticulum-Located Esterase As a Prodrug Activation Enzyme

  摘要：

  The carboxylesterase families of enzymes are key participants in phase I drug metabolism processes. Carboxylesterase families I and 2 are of particular clinical relevance. These enzymes produce endoplasmic reticulum localization signals, are primarily localized in the endoplasmic reticulum, and hydrolyze a wide range of ester-containing prodrugs into an activated form. In order to detect enzymes belonging to both families, we developed an optical multicolor imaging technique, which provides a distinct color window for multicolor imaging. This technique required the design and synthesis of three new mechanistic colored probes that fluoresce red, green, or blue and are based on the quinone methide cleavage process. These activity-based probes allow rapid and clear visualization with high specificity against the endoplasmic reticulum in cultured cells based on endoplasmic reticulum localized esterases including both families of carboxylesterase enzymes.

  DOI：

  10.1021/ml400398t

文献信息

• Multicolor Imaging of Endoplasmic Reticulum-Located Esterase As a Prodrug Activation Enzyme
  作者：Wataru Hakamata、Saori Tamura、Takako Hirano、Toshiyuki Nishio

  DOI：10.1021/ml400398t

  日期：2014.4.10

  The carboxylesterase families of enzymes are key participants in phase I drug metabolism processes. Carboxylesterase families I and 2 are of particular clinical relevance. These enzymes produce endoplasmic reticulum localization signals, are primarily localized in the endoplasmic reticulum, and hydrolyze a wide range of ester-containing prodrugs into an activated form. In order to detect enzymes belonging to both families, we developed an optical multicolor imaging technique, which provides a distinct color window for multicolor imaging. This technique required the design and synthesis of three new mechanistic colored probes that fluoresce red, green, or blue and are based on the quinone methide cleavage process. These activity-based probes allow rapid and clear visualization with high specificity against the endoplasmic reticulum in cultured cells based on endoplasmic reticulum localized esterases including both families of carboxylesterase enzymes.