3-[[2-(2-hydroxy-ethoxy)-ethyl]-(2-methoxycarbonyl-ethyl)-amino]-propionoic acid methyl ester | 921227-43-2

• 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: 3-[[2-(2-hydroxy-ethoxy)-ethyl]-(2-methoxycarbonyl-ethyl)-amino]-propionoic acid methyl ester
• 英文别名: Methyl 3-[2-(2-hydroxyethoxy)ethyl-(3-methoxy-3-oxopropyl)amino]propanoate；methyl 3-[2-(2-hydroxyethoxy)ethyl-(3-methoxy-3-oxopropyl)amino]propanoate
• CAS: 921227-43-2
• 化学式: C₁₂H₂₃NO₆
• 分子量: 277.318
• InChiKey: LIKUOLLHNMCMAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  19
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[[2-(2-hydroxy-ethoxy)-ethyl]-(2-methoxycarbonyl-ethyl)-amino]-propionoic acid methyl ester 以 甲醇 为溶剂， 反应 96.0h， 生成 3-[[2-(3-{(2-{2-[bis-(2-methoxycarbonyl-ethyl)-amino]-ethylcarbamoyl}-ethyl)-[2-(2-hydroxy-ethoxy)-ethyl]-amino}-propionylamino)-ethyl]-(2-methoxycarbonyl-ethyl)-amino]-propionoic acid methyl ester
  参考文献：
  名称：

  Modification of multi-wall carbon nanotube surfaces with poly(amidoamine) dendrons: Synthesis and metal templating

  摘要：

  羟基功能化聚酰胺胺树枝状大分子的楔块已与多壁碳纳米管表面反应，并用于模板银纳米粒子。

  DOI：

  10.1039/b609065f
• 作为产物：
  描述：

  丙烯酸甲酯（MA） 、 二甘醇胺 以 甲醇 为溶剂， 反应 48.0h， 以100%的产率得到3-[[2-(2-hydroxy-ethoxy)-ethyl]-(2-methoxycarbonyl-ethyl)-amino]-propionoic acid methyl ester
  参考文献：
  名称：

  Modification of multi-wall carbon nanotube surfaces with poly(amidoamine) dendrons: Synthesis and metal templating

  摘要：

  羟基功能化聚酰胺胺树枝状大分子的楔块已与多壁碳纳米管表面反应，并用于模板银纳米粒子。

  DOI：

  10.1039/b609065f

文献信息

• Hydrogen‐Bond Cyclization Programming of Ultrasensitive Esters and Its Application in Gene Delivery
  作者：Shengran Li、Xinxin Yan、Yangchun Qu、Wenliang Wang、Binggang Chen、Xiaojing Ma、Sanrong Liu、Xifei Yu

  DOI：10.1002/chem.201901173

  日期：2019.8.6

  that can make the ester bond hydrolysis ultrafast. A series of molecules comprising ultrasensitive esters that can be activated by H2O2 were synthesized, and it was found that those able to form an HBC structure showed complete ester hydrolysis within 5 h in both water and phosphate‐buffered saline solution, which was several times faster than other methods reported. Then, a series of amphiphilic poly(amidoamine)

  酯键作为通用接头由于其在切割后通过静电排斥而有效释放基因，因此最近已在基因传递系统中得到应用。但是，酯键不稳定且难以在细胞中裂解。这项工作报告了一种方法，其中将仲胺引入酯键的β位以生成氢键环化（HBC）结构，该结构可使酯键水解超快。一系列包含可被H 2 O 2活化的超敏酯的分子合成后发现，能够形成HBC结构的化合物在水和磷酸盐缓冲盐溶液中均在5小时内完全酯水解，这比报道的其他方法快几倍。然后，构建了一系列两亲性聚（酰胺基胺）树枝状大分子，其中包括用于基因传递的超灵敏酯基；人们发现，他们可以有效地释放基因h的相当低的浓度下2 Ò 2（<200μ米在Hela细胞中具有高安全性）和传输它们到细胞核中在2小时内。他们的基因转染效率高于PEI 25k。结果表明，氢键诱导的超敏酯可以有效地用于构建基因传递系统。
• Amine-containing lipids and uses thereof
  申请人：Anderson Daniel G.

  公开号：US20110009641A1

  公开（公告）日：2011-01-13

  Nitrogen-containing lipids prepared from the conjugate addition of amines to acrylates, acrylamides, or other carbon-carbon double bonds conjugated to electron-withdrawing groups are described. Methods of preparing these lipids from commercially available starting materials are also provided. These amine-containing lipids or salts forms of these lipids are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems. Given the amino moiety of these lipids, they are particularly suited for the delivery of polynucleotides. Complexes or nanoparticles containing the inventive lipid and polynucleotide have been prepared. The inventive lipids may also be used to in preparing microparticle for drug delivery. They are particularly useful in delivering labile agents given their ability to buffer the pH of their surroundings.
• THERAPEUTIC COMPOSITIONS
  申请人：Tzianabos Arthur

  公开号：US20110052673A1

  公开（公告）日：2011-03-03

  Therapeutic compositions containing therapeutic agents and nitrogen-containing lipids are described. These tertiary amine-containing polymers are preferably biodegradable and biocompatible. Nanoparticles, microparticles, and complexes containing lipid/therapeutic agent complexes are also described.