4-(2-(bis(2-aminoethyl)amino)ethylamino)-4-oxobutanoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-(2-(bis(2-aminoethyl)amino)ethylamino)-4-oxobutanoic acid
• 英文别名: 4-[2-[Bis(2-aminoethyl)amino]ethylamino]-4-oxobutanoic acid
• 化学式: C₁₀H₂₂N₄O₃
• 分子量: 246.31
• InChiKey: YJNPWMZCJDBOQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.2
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(2-(bis(2-aminoethyl)amino)ethylamino)-4-oxobutanoic acid 在 palladium 10% on activated carbon 、 氢气 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  In vivo behaviour of glyco-NaI@SWCNT ‘nanobottles’

  摘要：

  Carbon nanotubes are appealing imaging and therapeutic systems. Their structure allows not only a useful display of molecules on their outer surface but at the same time the protection of encapsulated cargoes. Despite the interest they have provoked in the scientific community, their applications have not yet been fully realised due to the limited knowledge we possess concerning their physiological behaviour. Previously, we have shown that the encapsulation of radionuclide in the inner space of glycan-functionalized single-walled carbon nanotubes (glyco-X@SWCNT) redirected in vivo distribution of radioactivity from the thyroid to the lungs. Here we test the roles played by such glycans attached to carbon nanotubes in controlling sites of accumulation using nanotubes carrying both 'cold' and 'hot' salt cargoes decorated with two different mammalian carbohydrates, N-acetyl-D-glucosamine (GlcNAc) or galactose (Gal)-capped disaccharide lactose (Gal-Glc). This distinct variation of the terminal glycan displayed between two types of glycan ligands with very different in vivo receptors, coupled with altered sites of administration, suggest that distribution in mammals is likely controlled by physiological mechanisms that may include accumulation in the first capillary bed they encounter and not by glycan-receptor interaction and that the primary role of glycan is in aiding the dispersibility of the CNTs.

  DOI：

  10.1016/j.ica.2019.05.032
• 作为产物：
  描述：

  丁二酸酐 、 三(2-氨基乙基)胺 以 乙腈 为溶剂， 反应 2.0h， 以98%的产率得到4-(2-(bis(2-aminoethyl)amino)ethylamino)-4-oxobutanoic acid
  参考文献：
  名称：

  In vivo behaviour of glyco-NaI@SWCNT ‘nanobottles’

  摘要：

  Carbon nanotubes are appealing imaging and therapeutic systems. Their structure allows not only a useful display of molecules on their outer surface but at the same time the protection of encapsulated cargoes. Despite the interest they have provoked in the scientific community, their applications have not yet been fully realised due to the limited knowledge we possess concerning their physiological behaviour. Previously, we have shown that the encapsulation of radionuclide in the inner space of glycan-functionalized single-walled carbon nanotubes (glyco-X@SWCNT) redirected in vivo distribution of radioactivity from the thyroid to the lungs. Here we test the roles played by such glycans attached to carbon nanotubes in controlling sites of accumulation using nanotubes carrying both 'cold' and 'hot' salt cargoes decorated with two different mammalian carbohydrates, N-acetyl-D-glucosamine (GlcNAc) or galactose (Gal)-capped disaccharide lactose (Gal-Glc). This distinct variation of the terminal glycan displayed between two types of glycan ligands with very different in vivo receptors, coupled with altered sites of administration, suggest that distribution in mammals is likely controlled by physiological mechanisms that may include accumulation in the first capillary bed they encounter and not by glycan-receptor interaction and that the primary role of glycan is in aiding the dispersibility of the CNTs.

  DOI：

  10.1016/j.ica.2019.05.032

文献信息

• In vivo behaviour of glyco-NaI@SWCNT ‘nanobottles’
  作者：Sonia De Munari、Stefania Sandoval、Elzbieta Pach、Belén Ballesteros、Gerard Tobias、Daniel C. Anthony、Benjamin G. Davis

  DOI：10.1016/j.ica.2019.05.032

  日期：2019.9

  Carbon nanotubes are appealing imaging and therapeutic systems. Their structure allows not only a useful display of molecules on their outer surface but at the same time the protection of encapsulated cargoes. Despite the interest they have provoked in the scientific community, their applications have not yet been fully realised due to the limited knowledge we possess concerning their physiological behaviour. Previously, we have shown that the encapsulation of radionuclide in the inner space of glycan-functionalized single-walled carbon nanotubes (glyco-X@SWCNT) redirected in vivo distribution of radioactivity from the thyroid to the lungs. Here we test the roles played by such glycans attached to carbon nanotubes in controlling sites of accumulation using nanotubes carrying both 'cold' and 'hot' salt cargoes decorated with two different mammalian carbohydrates, N-acetyl-D-glucosamine (GlcNAc) or galactose (Gal)-capped disaccharide lactose (Gal-Glc). This distinct variation of the terminal glycan displayed between two types of glycan ligands with very different in vivo receptors, coupled with altered sites of administration, suggest that distribution in mammals is likely controlled by physiological mechanisms that may include accumulation in the first capillary bed they encounter and not by glycan-receptor interaction and that the primary role of glycan is in aiding the dispersibility of the CNTs.