(Z)-1-[4-(2-(aziridinyl)ethoxy)phenol]-1-[4-(4,5-dimethoxy-2-nitrobenzyloxy)phenyl]-2-phenylbut-1-ene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (Z)-1-[4-(2-(aziridinyl)ethoxy)phenol]-1-[4-(4,5-dimethoxy-2-nitrobenzyloxy)phenyl]-2-phenylbut-1-ene
• 英文别名: 1-[2-[4-[(E)-1-[4-[(4,5-dimethoxy-2-nitrophenyl)methoxy]phenyl]-2-phenylbut-1-enyl]phenoxy]ethyl]aziridine
• 化学式: C₃₅H₃₆N₂O₆
• 分子量: 580.681
• InChiKey: DMSSSCZGJUKTTI-LLZINOMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  85.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-羟乙基氮丙啶 、 (E/Z)-1-(4-hydroxyphenyl)-1-[4-(4,5-dimethoxy-2-nitrobenzyloxy)phenyl]-2-phenylbut-1-ene 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 12.5h， 生成 (Z)-1-[4-(2-(aziridinyl)ethoxy)phenol]-1-[4-(4,5-dimethoxy-2-nitrobenzyloxy)phenyl]-2-phenylbut-1-ene 、 (E)-1-[4-(2-(aziridinyl)ethoxy)phenol]-1-[4-(4,5-dimethoxy-2-nitrobenzyloxy)phenyl]-2-phenylbut-1-ene
  参考文献：
  名称：

  Light Activated Recombination

  摘要：

  Many genes elicit their actions through their expression in precise spatial patterns in tissues. Photoregulated expression systems offer a means to remotely pattern gene expression in tissues. Using currently available photopatterning methods, gene expression is only transient. Herein is described a general method to permanently alter a cell's genome under the control of light. The photocaged estrogen receptor (ER) antagonists, nitroveratryl-hydroxytamoxifen (Nv-HTam) and nitroveratryl-hydroxytamoxifen aziridine (Nv-HTaz), mediate exposure-dependent recombination in cells expressing the Cre-ER, a fusion of the site-specific recombinase Cre and ER. Both Nv-HTam and Nv-HTaz only activate recombination by Cre-ER after exposure to light. When released only intracellularly, the covalent-modifying Taz can mediate significant amounts of recombination in an exposure-dependent manner. Nv-HTaz and Cre-ER represent perhaps the first compound that can be used to photopattern gene expression through recombination.

  DOI：

  10.1021/ja0531226

文献信息

• Light Activated Recombination
  作者：Kristian H. Link、Youheng Shi、John T. Koh

  DOI：10.1021/ja0531226

  日期：2005.9.28

  Many genes elicit their actions through their expression in precise spatial patterns in tissues. Photoregulated expression systems offer a means to remotely pattern gene expression in tissues. Using currently available photopatterning methods, gene expression is only transient. Herein is described a general method to permanently alter a cell's genome under the control of light. The photocaged estrogen receptor (ER) antagonists, nitroveratryl-hydroxytamoxifen (Nv-HTam) and nitroveratryl-hydroxytamoxifen aziridine (Nv-HTaz), mediate exposure-dependent recombination in cells expressing the Cre-ER, a fusion of the site-specific recombinase Cre and ER. Both Nv-HTam and Nv-HTaz only activate recombination by Cre-ER after exposure to light. When released only intracellularly, the covalent-modifying Taz can mediate significant amounts of recombination in an exposure-dependent manner. Nv-HTaz and Cre-ER represent perhaps the first compound that can be used to photopattern gene expression through recombination.