N-{2-[(2-acetylamino-ethyl)-(2-amino-ethyl)-amino]-ethyl}-acetamide | 477727-78-9

• 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: N-{2-[(2-acetylamino-ethyl)-(2-amino-ethyl)-amino]-ethyl}-acetamide
• 英文别名: N,N'-(((2-aminoethyl)azanediyl)bis(ethane-2,1-diyl))diacetamide；N-[2-[2-acetamidoethyl(2-aminoethyl)amino]ethyl]acetamide
• CAS: 477727-78-9
• 化学式: C₁₀H₂₂N₄O₂
• 分子量: 230.31
• InChiKey: JCNUZUJQCHLSBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  87.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-{2-[(2-acetylamino-ethyl)-(2-amino-ethyl)-amino]-ethyl}-acetamide 在 氢氧化钾 、 红铝 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.5h， 生成 4-aminomethyl-5-(3-{2-[bis-(2-ethylamino-ethyl)-amino]-ethylamino}-propylsulfanylmethyl)-2-methyl-pyridin-3-ol
  参考文献：
  名称：

  Hydrophobic Effects on Rates and Substrate Selectivities in Polymeric Transaminase Mimics

  摘要：

  The amination of ketoacids to amino acids by pyridoxamine is greatly accelerated when the pyridoxamine is covalently linked to polyethylenimine carrying N-methyl and N-lauryl groups. Michaelis-Menten kinetics is seen with all substrates, from which the effect of the lauryl groups and the methyl groups can be determined with respect to the strength of binding of the substrate and the rate constant k2 within the complex. The polyamine catalyzes the reaction using acid and base groups, the lauryl groups increase k2 by producing a nonpolar medium in which the reaction occurs, and the lauryl groups promote binding of hydrophobic substrates. The result is that the amination of indolepyruvic acid to produce tryptophan is accelerated by 240000-fold.

  DOI：

  10.1021/ja028151k
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-{2-[(2-acetylamino-ethyl)-(2-amino-ethyl)-amino]-ethyl}-acetamide
  参考文献：
  名称：

  Hydrophobic Effects on Rates and Substrate Selectivities in Polymeric Transaminase Mimics

  摘要：

  The amination of ketoacids to amino acids by pyridoxamine is greatly accelerated when the pyridoxamine is covalently linked to polyethylenimine carrying N-methyl and N-lauryl groups. Michaelis-Menten kinetics is seen with all substrates, from which the effect of the lauryl groups and the methyl groups can be determined with respect to the strength of binding of the substrate and the rate constant k2 within the complex. The polyamine catalyzes the reaction using acid and base groups, the lauryl groups increase k2 by producing a nonpolar medium in which the reaction occurs, and the lauryl groups promote binding of hydrophobic substrates. The result is that the amination of indolepyruvic acid to produce tryptophan is accelerated by 240000-fold.

  DOI：

  10.1021/ja028151k

文献信息

• COMPOSITIONS FOR DRUG DELIVERY
  申请人：Vect-Horus

  公开号：EP2908837B1

  公开（公告）日：2019-02-13
• Hydrophobic Effects on Rates and Substrate Selectivities in Polymeric Transaminase Mimics
  作者：Lei Liu、Mary Rozenman、Ronald Breslow

  DOI：10.1021/ja028151k

  日期：2002.10.1

  The amination of ketoacids to amino acids by pyridoxamine is greatly accelerated when the pyridoxamine is covalently linked to polyethylenimine carrying N-methyl and N-lauryl groups. Michaelis-Menten kinetics is seen with all substrates, from which the effect of the lauryl groups and the methyl groups can be determined with respect to the strength of binding of the substrate and the rate constant k2 within the complex. The polyamine catalyzes the reaction using acid and base groups, the lauryl groups increase k2 by producing a nonpolar medium in which the reaction occurs, and the lauryl groups promote binding of hydrophobic substrates. The result is that the amination of indolepyruvic acid to produce tryptophan is accelerated by 240000-fold.