N1,N3,N5-tris(2-(2-(2-aminoethoxy)ethoxy)ethyl)benzene-1,3,5-tricarboxamide | 121367-92-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N1,N3,N5-tris(2-(2-(2-aminoethoxy)ethoxy)ethyl)benzene-1,3,5-tricarboxamide
• CAS: 121367-92-8
• 化学式: C₂₇H₄₈N₆O₉
• 分子量: 600.713
• InChiKey: IOZLVHGDHVADLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.15
• 重原子数：
  42.0
• 可旋转键数：
  27.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  220.74
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  N1,N3,N5-tris(2-(2-(2-aminoethoxy)ethoxy)ethyl)benzene-1,3,5-tricarboxamide 在 sodium azide 、 18-冠醚-6 、 N,N'-二异丙基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 0.33h， 生成
  参考文献：
  名称：

  VersatileC₃-symmetric scaffolds and their use for covalent stabilization of the foldon trimer

  摘要：

  将foldon单体附着到三苯甲酸支架上可以增强三聚体的热稳定性，同时保持正确的折叠。

  DOI：

  10.1039/c3ob42251h
• 作为产物：
  描述：

  N,N',N''-tri(8-t-butoxycarbonylamino-3,6-dioxaoctyl)benzene-1,3,5-tricarboxamide 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以100%的产率得到N1,N3,N5-tris(2-(2-(2-aminoethoxy)ethoxy)ethyl)benzene-1,3,5-tricarboxamide
  参考文献：
  名称：

  VersatileC₃-symmetric scaffolds and their use for covalent stabilization of the foldon trimer

  摘要：

  将foldon单体附着到三苯甲酸支架上可以增强三聚体的热稳定性，同时保持正确的折叠。

  DOI：

  10.1039/c3ob42251h

文献信息

• Exploring a Multivalent Approach to α-<scp>L</scp>-Fucosidase Inhibition
  作者：Elena Moreno-Clavijo、Ana T. Carmona、Antonio J. Moreno-Vargas、Lidia Molina、Daniel W. Wright、Gideon J. Davies、Inmaculada Robina

  DOI：10.1002/ejoc.201300878

  日期：2013.11

  To probe the utility of a multivalent approach for fucosidase inhibition, a series of di- and tri-valent imino sugars based on L-fuco-configured 1,4-imino- and 1,4-bis(imino)-cyclitol epitopes has been synthesized and analyzed for fucosidase inhibition with the best trivalent species yielding a modest improvement in binding constant. Structural analysis of a representative pair of mono- and tri-valent

  为了探索多价方法抑制岩藻糖苷酶的效用，一系列基于 L-岩藻糖配置的 1,4-亚氨基和 1,4-双（亚氨基）-环醇表位的二价和三价亚氨基糖已被研究用最好的三价物种合成并分析岩藻糖苷酶抑制，产生适度改善的结合常数。已对细菌岩藻糖苷酶 BtFuc2970 进行了一对代表性单价和三价亚氨基糖的结构分析。3D 结构显示亚氨基环醇在 3E 构象中的结合，与岩藻糖苷酶作用的已知途径一致。
• Self-Assembled Vesicle-Carbon Nanotube Conjugate Formation through a Boronate-Diol Covalent Linkage
  作者：Soumik Dinda、Deep Mandal、Saheli Sarkar、Prasanta Kumar Das

  DOI：10.1002/chem.201703452

  日期：2017.10.26

  formation of vesicles, CNT dispersion, and the vesicle–CNT conjugate was characterized by microscopic and spectroscopic techniques. Anticancer drug doxorubicin was encapsulated within this T1S‐vesicle–D1‐CNT conjugate with a higher loading capacity compared to the individual cargo carrier (vesicle or CNT). This cytocompatible T1S‐vesicle–D1‐CNT conjugate successfully delivered loaded doxorubicin within a B16F10

  通过自组装的囊泡和分散的CNT之间的硼酸-二醇共价键，开发了一种囊泡-单壁碳纳米管（CNT）共轭物。合成了基于三苯甲酸的苯硼酸附加的三尾两亲物（T1和T1S），它们分别通过在DMSO-水（2：1 v / v）和纯水中的H聚集形成了单层囊泡。CNT水性分散液是用基于胆固醇的葡萄糖官能化的两亲物（D1）制备的。这两个超分子自组装体是通过使用基于苯硼酸的T1S囊泡和葡萄糖系留分散剂的1,2-二醇部分之间的硼酸-二醇相互作用共价连接的（D1）开发囊泡-CNT偶联物。利用路易斯酸碱化学法在两个超分子自组装体之间形成这种硼酸酯-二醇加合物。囊泡的形成，CNT的分散以及囊泡与CNT的结合物通过显微镜和光谱技术进行了表征。抗癌药物多柔比星中封装此T1S -vesicle- D1 -CNT缀合物相比于单独的货物承载器（或囊泡CNT）更高的负载能力。这种细胞相容性T1S -vesicle- D1‐CNT偶联物
• Synthesis and Conformational Analysis of Novel Trimeric Maleimide Cross-Linking Reagents
  作者：Agnieszka Szczepanska、José Luis Espartero、Antonio J. Moreno-Vargas、Ana T. Carmona、Inmaculada Robina、Sarah Remmert、Carol Parish

  DOI：10.1021/jo0709293

  日期：2007.8.31

  Nine homotrifunctional cross-linking reagents are presented. Their synthesis and chemical properties as well as their characterization by classical mechanical conformational searching techniques is reported. Mixed Low Mode and Monte Carlo searching techniques were used to exhaustively sample the OPLS2005/GBSA(water) potential energy surface of trisubstituted cyclohexane and benzene derivatives of C3 symmetry. Geometric structure, molecular length, and hydrogen-bonding patterns were analyzed. Nonaromatic compounds exhibited exclusively chair conformations at low energies, with a preference for axial or equatorial arms depending upon the presence of additional ring substituent Me groups. Increasing chain length often resulted in overall shorter molecular length due to additional chain flexibility. These results were consistent with one- and two-dimensional temperature-dependent NMR studies.
• Synthesis and anti-HIV activity of trivalent CD4-mimetic miniproteins
  作者：Hengguang Li、Yongjun Guan、Agnieszka Szczepanska、Antonio J. Moreno-Vargas、Ana T. Carmona、Inmaculada Robina、George K. Lewis、Lai-Xi Wang

  DOI：10.1016/j.bmc.2007.03.064

  日期：2007.6

  A series of trivalent CD4-mimetic miniproteins was synthesized, in which three CD4M9 miniprotein moieties were tethered on a threefold-symmetric scaffold. The trivalent miniproteins were designed to target the CD4-binding sites displayed in the trimeric gp120 complex of HIV-1. The synthesis takes advantage of the highly efficient ligation between a cysteine-tagged CD4M9 miniprotein and a suitable trivalent maleimide that varied in the nature and length of spacer. Antiviral assay revealed that most of the synthetic trivalent miniproteins demonstrated significantly enhanced anti-HIV activities over the monomeric CD4M9 against both R5- and X4-tropic viruses, indicating the beneficial multivalent effects. One compound that possesses a hydrophobic linker was shown to be 140-fold more active than CD4M9 against HIV-1 (Bal) infection, implicating a positive contribution of the lipid portion to the antiviral activity. It was also found that most of the trivalent miniproteins showed comparable anti-HIV activities in comparison with a typical bivalent miniprotein, regardless of the length of the linker. The results implicate a novel mechanism of the interactions between the multivalent inhibitors and the trimeric gpl20 complex. (C) 2007 Elsevier Ltd. All rights reserved.