1-(1-(4-bromophenyl)-2-((2-(tert-butoxy)-2-oxoethyl)amino)-2-oxoethyl) 4-(tert-butyl) piperazine-1,4-dicarboxylate | 1534328-71-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(1-(4-bromophenyl)-2-((2-(tert-butoxy)-2-oxoethyl)amino)-2-oxoethyl) 4-(tert-butyl) piperazine-1,4-dicarboxylate
• CAS: 1534328-71-6
• 化学式: C₂₄H₃₄BrN₃O₇
• 分子量: 556.454
• InChiKey: UNLXJCAHBGPEMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  35.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  114.48
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-(1-(4-bromophenyl)-2-((2-(tert-butoxy)-2-oxoethyl)amino)-2-oxoethyl) 4-(tert-butyl) piperazine-1,4-dicarboxylate 在 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  In Vivo Targeting of Hydrogen Peroxide by Activatable Cell-Penetrating Peptides

  摘要：

  A hydrogen peroxide (H2O2)-activated cell-penetrating peptide was developed through incorporation of a boronic acid-containing cleavable linker between polycationic cell-penetrating peptide and polyanionic fragments. Fluorescence labeling of the two ends of the molecule enabled monitoring its reaction with H2O2 through release of the highly adhesive cell-penetrating peptide and disruption of fluorescence resonance energy transfer. The H2O2 sensor selectively reacts with endogenous H2O2 in cell culture to monitor the oxidative burst of promyelocytes and in vivo to image lung inflammation. Targeting H2O2 has potential applications in imaging and therapy of diseases related to oxidative stress.

  DOI：

  10.1021/ja411547j
• 作为产物：
  描述：

  对溴扁桃酸 在 吡啶 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 1-(1-(4-bromophenyl)-2-((2-(tert-butoxy)-2-oxoethyl)amino)-2-oxoethyl) 4-(tert-butyl) piperazine-1,4-dicarboxylate
  参考文献：
  名称：

  In Vivo Targeting of Hydrogen Peroxide by Activatable Cell-Penetrating Peptides

  摘要：

  A hydrogen peroxide (H2O2)-activated cell-penetrating peptide was developed through incorporation of a boronic acid-containing cleavable linker between polycationic cell-penetrating peptide and polyanionic fragments. Fluorescence labeling of the two ends of the molecule enabled monitoring its reaction with H2O2 through release of the highly adhesive cell-penetrating peptide and disruption of fluorescence resonance energy transfer. The H2O2 sensor selectively reacts with endogenous H2O2 in cell culture to monitor the oxidative burst of promyelocytes and in vivo to image lung inflammation. Targeting H2O2 has potential applications in imaging and therapy of diseases related to oxidative stress.

  DOI：

  10.1021/ja411547j