2-nitro-1,4-di[1-(succinimidyloxycarbonyloxy)ethyl]benzene | 871487-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-nitro-1,4-di[1-(succinimidyloxycarbonyloxy)ethyl]benzene
• 英文别名: (2,5-Dioxopyrrolidin-1-yl) 1-[4-[1-(2,5-dioxopyrrolidin-1-yl)oxycarbonyloxyethyl]-2-nitrophenyl]ethyl carbonate；(2,5-dioxopyrrolidin-1-yl) 1-[4-[1-(2,5-dioxopyrrolidin-1-yl)oxycarbonyloxyethyl]-2-nitrophenyl]ethyl carbonate
• CAS: 871487-55-7
• 化学式: C₂₀H₁₉N₃O₁₂
• 分子量: 493.384
• InChiKey: QQNSPYSWCUEIAF-UHFFFAOYSA-N

物化性质

• 沸点：
  630.6±65.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  192
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-nitro-1,4-di[1-(succinimidyloxycarbonyloxy)ethyl]benzene 在 TEA 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 18.5h， 生成 2-nitro-1,4-di[1-(13-amino-4,7,10-trioxatridecanylaminocarbonyloxy)ethyl]benzene ditrifluoroacetic acid salt
  参考文献：
  名称：

  Synthesis of a new hydrophilic o-nitrobenzyl photocleavable linker suitable for use in chemical proteomics

  摘要：

  Linkers currently used in solid phase synthesis are generally short and hydrophobic, limiting their usefulness in biological systems. Herein, we describe a facile synthesis of a long, hydrophilic, o-nitrobenzyl photocleavable linker, suitable for constructing affinity supports for use in chemical proteomics. The rates of photolysis of the linker on exposure to UV light emitting diodes are reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.077
• 作为产物：
  描述：

  1,1'-(2-nitro-1,4-phenylene)diethanol 、 N,N'-二琥珀酰亚胺基碳酸酯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以65%的产率得到2-nitro-1,4-di[1-(succinimidyloxycarbonyloxy)ethyl]benzene
  参考文献：
  名称：

  Synthesis of a new hydrophilic o-nitrobenzyl photocleavable linker suitable for use in chemical proteomics

  摘要：

  Linkers currently used in solid phase synthesis are generally short and hydrophobic, limiting their usefulness in biological systems. Herein, we describe a facile synthesis of a long, hydrophilic, o-nitrobenzyl photocleavable linker, suitable for constructing affinity supports for use in chemical proteomics. The rates of photolysis of the linker on exposure to UV light emitting diodes are reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.077

文献信息

• Synthesis of a new hydrophilic o-nitrobenzyl photocleavable linker suitable for use in chemical proteomics
  作者：Andrew M. Piggott、Peter Karuso

  DOI：10.1016/j.tetlet.2005.09.077

  日期：2005.11

  Linkers currently used in solid phase synthesis are generally short and hydrophobic, limiting their usefulness in biological systems. Herein, we describe a facile synthesis of a long, hydrophilic, o-nitrobenzyl photocleavable linker, suitable for constructing affinity supports for use in chemical proteomics. The rates of photolysis of the linker on exposure to UV light emitting diodes are reported. (c) 2005 Elsevier Ltd. All rights reserved.