[bis(3-tert-butoxycarbonyl-aminopropyl)amino]acetic acid | 887139-46-0

• 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: [bis(3-tert-butoxycarbonyl-aminopropyl)amino]acetic acid
• 英文别名: 2-(bis(3-((tert-butoxycarbonyl)amino)propyl)amino)acetic acid；N,N-bis{3-[(tert-butoxycarbonyl)amino]propyl}glycine；Boc-NH-(CH2)3-N(CH2COOH)-(CH2)3-NH-Boc；2-[Bis[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]amino]acetic acid
• CAS: 887139-46-0
• 化学式: C₁₈H₃₅N₃O₆
• 分子量: 389.492
• InChiKey: QKHHKDJXBSNSOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [bis(3-tert-butoxycarbonyl-aminopropyl)amino]acetic acid 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到[N,N-Bis(3-aminopropyl)]-glycine
  参考文献：
  名称：

  Construction of polyamine-modified uridine and adenosine derivatives—evaluation of DNA binding capacity and cytotoxicity in vitro

  摘要：

  We here report the synthesis of the two polyamine-based nucleoside derivatives 5-{[bis-(3-aminopropyl)amino]acetamido-1-propynyl} uridine and 2-{[bis-(3-aminopropyl)amino]-acetamido-1-propynyl}adenosine. The various polyamine derivatives have been used in thermal melting analysis using DNA from herring testes, and in cellular studies using four different cell lines. The compounds were all found to be non-toxic, thus holding good promise for future use as siRNA building blocks. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.030
• 作为产物：
  描述：

  叔丁基苯基碳酸酯 在 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 [bis(3-tert-butoxycarbonyl-aminopropyl)amino]acetic acid
  参考文献：
  名称：

  Molecular assembly composed of a dendrimer template and block polypeptides through stereocomplex formation

  摘要：

  第二代聚酰胺胺（PAMAM）树枝状分子在八个末端带有右旋螺旋，经证实可通过立体复合形成容纳八个左旋螺旋，从而形成直径为13-14纳米、厚度为6纳米的圆盘状分子组装体。

  DOI：

  10.1039/c2cc30926b

文献信息

• Ammonium and Guanidinium Dendron-Carbon Nanotubes by Amidation and Click Chemistry and their Use for siRNA Delivery
  作者：Alessia Battigelli、Julie Tzu-Wen Wang、Julie Russier、Tatiana Da Ros、Kostas Kostarelos、Khuloud T. Al-Jamal、Maurizio Prato、Alberto Bianco

  DOI：10.1002/smll.201300264

  日期：2013.11.11

  A series of multi‐walled carbon nanotube (MWCNT) conjugates is described, functionalized with different dendrons bearing positive charges at their termini (i.e. ammonium or guanidinium groups). The dendrimeric units are anchored to the nanotube scaffolds using two orthogonal synthetic approaches, amidation and click reactions. The final nanohybrids are characterized by complementary analytical techniques

  描述了一系列的多壁碳纳米管（MWCNT）共轭物，它们的功能是由不同的树枝状分子在其末端带有正电荷（即铵或胍基）。使用两种正交合成方法，酰胺化和点击反应，将树枝状单元锚定在纳米管支架上。最终的纳米杂交体通过互补分析技术进行表征，而其与siRNA相互作用的能力则通过琼脂糖凝胶电泳进行了研究。细胞摄取能力，低细胞毒性以及这些阳离子缀合物沉默细胞毒性基因的能力的证明表明它们是遗传材料的有希望的载体。
• Synthesis and Relaxometric Characterization of New Poly[ <i>N</i> , <i>N</i> ‐bis(3‐aminopropyl)glycine] (PAPGly) Dendrons Gd‐Based Contrast Agents and Their <i>in Vivo</i> Study by Using the Dynamic Contrast‐Enhanced MRI Technique at Low Field (1 T)
  作者：Luigi Granato、Dario Longo、Sébastien Boutry、Luce Vander Elst、Céline Henoumont、Silvio Aime、Robert N. Muller、Sophie Laurent

  DOI：10.1002/cbdv.201900322

  日期：2019.11

  4,7,10‐tetraazacyclododecane‐1,4,7‐triacetic acid (DO3A) derivative and afterwards to chelate with Gd3+ paramagnetic ions. These complexes, which have a well‐defined molecular weight, are of relevance to MRI as an attempt to gain higher 1H relaxivity by slowing down the rotation of molecule compared to monomeric Gd(III) complexes used as contrast agents and to increase the number of paramagnetic centers

  聚[N,N-双(3-氨基丙基)甘氨酸](PAPGly)树突基钆造影剂(GdCAs)的合成通过不同官能团的正交保护和激活/偶联策略，其中特定数量的合成已经描述了向现有树突添加一代的步骤。该协议的目的是建立两代不同代的树突（G-0 或树突的核心，和 G-1）与外围 NH2 基团共轭 1,4,7,10-四氮杂环十二烷-1,4,7-三乙酸 (DO3A) 衍生物，然后与 Gd3+ 顺磁性离子螯合。这些具有明确分子量的复合物，与用作造影剂的单体 Gd(III) 复合物相比，通过减慢分子的旋转来获得更高的 1H 弛豫度，并增加一个分子结构中存在的顺磁中心的数量，因此与 MRI 相关。通过研究它们在不同磁场下的水 1H 纵向弛豫率（NMRD，核磁弛豫色散）并通过评估变温 17O-NMR 数据，我们确定了表征水交换率和每个配合物的旋转相关时间的参数，两者都会影响 1H 弛豫。此外，这两种新型 PAPGly GdCA
• WO2006/136460
  申请人：——

  公开号：——

  公开（公告）日：——
• Comparison of MRI Properties between Multimeric DOTAGA and DO3A Gadolinium-Dendron Conjugates
  作者：Maleotane Ndiaye、Volodymyr Malytskyi、Thomas Vangijzegem、Félix Sauvage、Mike Wels、Cyril Cadiou、Juliette Moreau、Céline Henoumont、Sébastien Boutry、Robert N. Muller、Dominique Harakat、Stefaan De Smedt、Sophie Laurent、Françoise Chuburu

  DOI：10.1021/acs.inorgchem.9b01747

  日期：2019.10.7

  The inherent lack of sensitivity of MRI needs the development of new Gd contrast agents in order to extend 20Hz,37%, the application of this technique to cellular imaging. For this purpose, two multimeric MR contrast agents obtained by peptidic coupling between an amido amine dendron and GdDOTAGA chelates (premetalation strategy, G1-4GdDOTAGA) or DO3A derivatives which then were postmetalated (G1-4GdDO-3A) have been prepared. By comparison to the monomers, an increase of longitudinal relaxivity has been observed for both structures. Especially for G1-4GdDO-3A, a marked increase is observed between 20 and 60 MHz. This structure differs from G1-4GdDOTAGA by an increased rigidity due to the aromatic linker between each chelate and the organic framework. This has the effect of limiting local rotational movements, which has a positive impact on relaxivity.
• LONG ACTING FORMULATION OF BIOPHARMACEUTICAL
  申请人：HAHN Sei-Kwang

  公开号：US20100261245A1

  公开（公告）日：2010-10-14

  The invention relates to a long-acting formulation of biopharmaceutical, more specifically an aptamer therapeutics. A branched PEGylated aptamer or a hyaluronic acid (HA) derivative of which degradation in vivo is regulated is linked by the bioconjugation with biopharmaceutical to produce the long-action formulation.