di-tert-butyl ethane-1,2-diylbis((2-((2-aminoethyl)(tert-butoxycarbonyl)amino)ethyl)carbamate) | 1145961-83-6

• 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: di-tert-butyl ethane-1,2-diylbis((2-((2-aminoethyl)(tert-butoxycarbonyl)amino)ethyl)carbamate)
• CAS: 1145961-83-6
• 化学式: C₃₀H₆₀N₆O₈
• 分子量: 632.842
• InChiKey: XXZXTSNRAZZFLM-UHFFFAOYSA-N

物化性质

• 沸点：
  681.8±55.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  44.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  170.2
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  苯二甲酰亚氨基乙醛 、 di-tert-butyl ethane-1,2-diylbis((2-((2-aminoethyl)(tert-butoxycarbonyl)amino)ethyl)carbamate) 在 三乙酰氧基硼氢化钠 作用下， 生成
  参考文献：
  名称：

  含镧系元素的聚阳离子，可通过镧系元素共振能量转移来监测聚合物的动力学

  摘要：

  在过去的十年中，治疗学纳米材料出现了，它将治疗性递送和诊断成像结合在一起。这些材料提供了帮助诊断，跟踪治疗性生物分布以及监测药物释放的机会。我们已经开发了一系列含有低聚亚乙基胺的核酸输送聚合物，这些寡聚亚胺能够在生理pH下质子化（用于结合/压缩pDNA）和镧系元素螯合域，从而赋予诊断功能。通过多步方法制备二胺单体（包含3至6个Boc保护的亚乙基胺），该过程涉及对伯胺和仲胺的选择性保护和脱保护。然后通过低聚乙二胺与二亚乙基三胺五乙酸的双酐（DTPA-BA）的逐步增长聚合反应来合成聚合物结构，聚合度在18和24之间。进行聚合物与g和ter的螯合以提供MRI对比剂和发光特性。根据Horrock方程计算，发现所有的聚合物螯合物都可容纳约一个水配位位点，并且具有纵向弛豫性（[R 1（按每Gd计算）至少是临床对比剂Magnevist的两倍。所有的结构都形成了带有pDNA的多链体，具有高度正的ζ电势和大约50-80

  DOI：

  10.1021/bm401870z
• 作为产物：
  描述：

  五乙烯六胺 在 甲醇 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 di-tert-butyl ethane-1,2-diylbis((2-((2-aminoethyl)(tert-butoxycarbonyl)amino)ethyl)carbamate)
  参考文献：
  名称：

  Effects of Trehalose Polycation End-Group Functionalization on Plasmid DNA Uptake and Transfection

  摘要：

  In this study, we have synthesized six analogs of a trehalose-pentaethylenehexamine glycopolymer (Tr4) that contain (1A) adamantane, (1B) carboxy, (1C) alkynyl-oligoethyleneamine, (1D) azido trehalose, (1E) octyl, or (1F) oligoethyleneamine end groups and evaluated the effects of polymer end group chemistry on the ability of these systems to bind, compact, and deliver pDNA to cultured HeLa cells. The polymers were synthesized in one pot azide-alkyne cycloaddition reactions with an adaptation of the Carothers equation for step growth polymerization to produce a series of polymers with similar degrees of polymerization. An excess of end-capping monomer was added at the end of the polymerizations to maximize functionalization efficiency, which was evaluated with GPC, NMR, and MALDI-TOF. The polymers were all found to bind and compact pDNA at similarly low N/P ratios and form polyplexes with plasmid DNA. The effects of the different end group structures were most evident in the polyplex internalization and transfection assays in the presence of serum as determined by flow cytometry and luciferase gene expression, respectively. The Tr4 polymers end capped with carboxyl groups (1B) (N/P = 7), octyne (1E) (N/P = 7), and oligoethyleneamine (1F) (N/P = 7), were taken into cells as polyplex and exhibited the highest levels of fluorescence, resulting from labeled plasmid. Similarly, the polymers end-functionalized with carboxyl groups (1E at N/P = 7), octyl groups (1E at N/P = 15), and in particular oligoethyleneamine groups (1F at N/P = 15) yielded dramatically higher reporter gene expression in the presence of serum. This study yields insight into how very subtle structural changes in polymer chemistry, such as end groups can yield very significant differences in the biological delivery efficiency and transgene expression of polymers used for pDNA delivery.

  DOI：

  10.1021/bm300471n