2,2′,2″-tri(aminomethyl)ethanol trihydrochloride | 130147-45-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2′,2″-tri(aminomethyl)ethanol trihydrochloride
• 英文别名: 2,2-bis(aminomethyl)-3-amino-propan-1-ol trihydrochloride；2-amino-2,2-bis(aminomethyl)propan-1-ol trihydrochloride；2-hydroxy-1,1,1-tris(aminomethyl)ethane trihydrochloride；3-amino-2,2-bis(aminomethyl)propan-1-ol trihydrochloride；2,2-aminomethyl-3-amino-1-propanol trihydrochloride；2-hydroxy-1,1,1-tris(aminomethyl)ethane
• CAS: 130147-45-4
• 化学式: C₅H₁₅N₃O*3ClH
• 分子量: 242.576
• InChiKey: OANSHBTYSSXNHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.74
• 重原子数：
  10.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  98.29
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2′,2″-tri(aminomethyl)ethanol trihydrochloride 、 3,5-bis-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzaldehyde 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以70%的产率得到7-(hydroxymethyl)-[2,4,6-tri(3,5-bis(triethyleneoxy)phenyl)]-1,3,5-triazaadamantane
  参考文献：
  名称：

  取代的1,3,5-triazaadamantanes：具有生物相容性且可降解的结构单元。

  摘要：

  Basic groups from acid hydrolysis: 1,3,5-Triazaadamantanes (TAAs) are shown to degrade in acidic conditions to produce basic by-products. The rate of hydrolysis can be tuned by changing the substituents present on the aromatic rings. TAA containing dendrimers can be synthesized readily as a result of their branched architecture.

  DOI：

  10.1002/anie.200802222
• 作为产物：
  描述：

  季戊四醇 在 palladium on activated charcoal 吡啶 、 盐酸 、 氢氧化钾 、 sodium azide 、 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 二甲基亚砜 、 甲苯 为溶剂， 25.0~120.0 ℃ 、344.73 kPa 条件下， 反应 133.5h， 生成 2,2′,2″-tri(aminomethyl)ethanol trihydrochloride
  参考文献：
  名称：

  Versatile methods for the synthesis of differentially functionalized pentaerythritol amine derivatives

  摘要：

  DOI：

  10.1021/jo00313a026

文献信息

• HIGH MOLECULAR WEIGHT ZWITTERION-CONTAINING POLYMERS
  申请人：Oligasis

  公开号：US20140024776A1

  公开（公告）日：2014-01-23

  The present invention provides multi-armed high MW polymers containing hydrophilic groups and one or more functional agents, and methods of preparing such polymers.

  本发明提供了含有亲水基团和一种或多种功能剂的多臂高分子量聚合物，以及制备这种聚合物的方法。
• ANTIMICROBIAL POLYMERS
  申请人：Tew Gregory

  公开号：US20100317870A1

  公开（公告）日：2010-12-16

  The invention generally relates to novel polymers (SMAMPs) and their syntheses and use. The polymers exhibit promising properties of AMPs. In particularly, for example, a ring-opening metathesis polymerization (ROMP) platform was developed that allows syntheses of SMAMPs that employ a minimum number of norbornene-based building blocks and/or enable easy and independent variation of hydrophobic and hydrophilic groups in the monomer units and/or along the polymeric backbone to finetune and select desirable properties of the polymers.

  这项发明通常涉及新型聚合物（SMAMPs）及其合成和使用。这些聚合物表现出类似于AMPs的有前途的性质。特别是，例如，开环甲硅烷聚合（ROMP）平台已经开发出来，允许合成利用最少数量的基于诺邦烯的构建块的SMAMPs，并/或使疏水性和亲水性基团在单体单元和/或沿着聚合物主链上容易且独立地变化，以微调和选择聚合物的理想性质。
• Chemically modified enzymes with multiple charged variants
  申请人：GenenCor International, Inc.

  公开号：US20020127695A1

  公开（公告）日：2002-09-12

  This invention provides modified enzymes comprising one or more amino acid residues replaced by cysteine residues, where the cysteine residues are modified by replacing the thiol hydrogen in the cysteine residues with a substituent group providing a thiol side chain comprising a multiply charged moiety. The enzymes show improved interaction and/or specificity and/or activity with charged substrates.

  这项发明提供了一种改良酶，其中一个或多个氨基酸残基被半胱氨酸残基取代，半胱氨酸残基被替换为含有多重带电基团的硫醇侧链取代基，从而改良了酶与带电底物的相互作用和/或特异性和/或活性。
• Altering the specificity of subtilisin Bacillus lentus through the introduction of positive charge at single amino acid sites
  作者：Benjamin G. Davis、Kanjai Khumtaveeporn、Richard R. Bott、J.Bryan Jones

  DOI：10.1016/s0968-0896(99)00168-6

  日期：1999.11

  protease, subtilisin Bacillus lentus (SBL). We now describe the use of this strategy to introduce multiple positive charges. A series of mono-, di- and triammonium methanethiosulfonates were synthesized and used to modify cysteine mutants of SBL at positions 62 in the S2 site, 156 and 166 in the S1 site and 217 in the S1' site. Kinetic parameters for these chemically modified mutants (CMM) enzymes were

  在定点诱变和化学修饰相结合的策略中，使用甲硫代磺酸盐作为硫醇特异性修饰试剂，几乎可以创造出新的蛋白质表面环境。由于我们有兴趣将静电操作作为一种调节酶活性和特异性的手段，因此我们最近采用了这种方法，以在代表性的丝氨酸蛋白酶枯草杆菌枯草芽孢杆菌（SBL）中的单个位点控制多个负电荷的掺入。现在我们描述使用这种策略引入多个正电荷。合成了一系列的甲硫磺酸单，二和三铵，并用于修饰S2位点62，S1位点156和166，S1'位点217的SBL的半胱氨酸突变体。这些化学修饰的突变体（CMM）酶的动力学参数在pH 8.6下确定。在SBL的S1，S1'和S2亚位中最多存在三个正电荷会导致活性降低多达77倍，这可能是由于干扰了催化水解反应过渡态中形成的组氨酸离子。
• Endosomal pH-activatable magnetic nanoparticle-capped mesoporous silica for intracellular controlled release
  作者：Qi Gan、Xunyu Lu、Wenjie Dong、Yuan Yuan、Jiangchao Qian、Yongsheng Li、Jianlin Shi、Changsheng Liu

  DOI：10.1039/c2jm32020g

  日期：——

  Endosomal pH-driven linkage-disintegration is a promising strategy to achieve intracellular delivery and controlled drug release. In this paper, a rapid endosomal pH-sensitive MSNs ensemble (i.e., MCM-TAA-Fe3O4) with magnetic nanoparticle caps was developed by anchoring superparamagnetic Fe3O4 nanoparticles on the pore openings with an acid-labile substituted 1,3,5-triazaadamantane (TAA) group. The functionalized Fe3O4 nanoparticles served as a nanogate to regulate the release pattern and/or dosage of payload. The in vitro release experiment with model dexamethasone showed that the MCM-TAA-Fe3O4 ensembles exhibited quick release at pH 5.0–6.0 and zero release in physiological environment (pH = 7.4). Demonstrated with a MC3T3-E1 model cell line, this hybrid nanomaterial could successfully be endocytosed into cells and then release the encapsulated exogenous cargos into the cytosol. The new rapid endosomal pH-sensitive Fe3O4-capped-MSNs could serve as efficient carriers for intracellular controlled release of therapeutic agents in live cells, and may be potentially applied in clinical disease therapy, especially therapeutics and the metabolic manipulation of cells.

  内源体pH驱动的连接-解聚是一种有前景的策略，用于实现细胞内传递和控制药物释放。本文开发了一种快速的内源体pH敏感的MSNs集合体（即MCM-TAA-Fe3O4），其使用超顺磁性 纳米颗粒通过酸敏感取代的1,3,5-三氮杂双环烷(TAA)基团锚定在孔口上。功能化的 纳米颗粒作为纳米阀门，调节负载的释放模式和/或剂量。与模型药物右旋氟氯噻吨进行的体外释放实验表明，MCM-TAA- 集合体在pH 5.0-6.0下表现出快速释放，而在生理环境（pH = 7.4）中则无释放。通过MC3T3-E1模型细胞系展示，这种混合纳米材料能够成功进入细胞内，并释放封装的外源货物到细胞质中。这种新的快速内源体pH敏感 盖纳米材料可以作为高效载体，在活细胞中实现治疗剂的细胞内控制释放，并可能在临床疾病治疗中得到应用，尤其是在治疗和细胞代谢调控方面。