2-N-[17-[[4-amino-6-[(3-amino-2,2-dimethylpropyl)amino]-1,3,5-triazin-2-yl]amino]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]-4-N-(3-amino-2,2-dimethylpropyl)-1,3,5-triazine-2,4,6-triamine | 321898-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-N-[17-[[4-amino-6-[(3-amino-2,2-dimethylpropyl)amino]-1,3,5-triazin-2-yl]amino]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]-4-N-(3-amino-2,2-dimethylpropyl)-1,3,5-triazine-2,4,6-triamine
• CAS: 321898-29-7
• 化学式: C₅₆H₇₈N₁₄O₄
• 分子量: 1011.33
• InChiKey: GURZSQZKHVJOKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  74
• 可旋转键数：
  24
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  267
• 氢给体数：
  8
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  2-N-[17-[[4-amino-6-[(3-amino-2,2-dimethylpropyl)amino]-1,3,5-triazin-2-yl]amino]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]-4-N-(3-amino-2,2-dimethylpropyl)-1,3,5-triazine-2,4,6-triamine 以 氘代二甲亚砜 、 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Self-Assembly of Polar Functionalities Using Noncovalent Platforms

  摘要：

  [GRAPHICS]Small peptide fragments functionalized with dimelamine units spontaneously form well-defined assemblies. The hydrogen-bond donating and accepting sites in the peptide units are perfectly compatible with the hydrogen-bond assembly motif and slightly stabilize the assembly via additional hydrogen bond formation.

  DOI：

  10.1021/ol000244o
• 作为产物：
  描述：

  二甲基丙二胺 、 bis(chlorotriazine) 以96%的产率得到2-N-[17-[[4-amino-6-[(3-amino-2,2-dimethylpropyl)amino]-1,3,5-triazin-2-yl]amino]-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]-4-N-(3-amino-2,2-dimethylpropyl)-1,3,5-triazine-2,4,6-triamine
  参考文献：
  名称：

  Self-Assembly of Polar Functionalities Using Noncovalent Platforms

  摘要：

  [GRAPHICS]Small peptide fragments functionalized with dimelamine units spontaneously form well-defined assemblies. The hydrogen-bond donating and accepting sites in the peptide units are perfectly compatible with the hydrogen-bond assembly motif and slightly stabilize the assembly via additional hydrogen bond formation.

  DOI：

  10.1021/ol000244o

文献信息

• Complexation of phenolic guests by endo- and exo-hydrogen-bonded receptors
  作者：Jessica M. C. A. Kerckhoffs、Tsutomu Ishi-i、Vasile Paraschiv、Peter Timmerman、Mercedes Crego-Calama、Seiji Shinkai、David N. Reinhoudt

  DOI：10.1039/b302836d

  日期：——

  This article describes the complexation of phenol derivatives by hydrogen-bonded receptors. These phenol receptors are formed by self-assembly of calix[4]arene dimelamine or tetramelamine derivatives with 5,5-diethylbarbiturate (DEB) or cyanurate derivatives (CYA). The double rosette assemblies 33·(DEB)6/(CYA)6 have their phenol-binding functionalities (ureido groups) at the top and at the bottom of the double rosette (exo-receptors). The tetrarosette assemblies 43·(DEB)12/(CYA)12 form a cavity with binding sites between the two double rosettes for guest encapsulation (endo-receptors). An intrinsic binding constant Ka of 202 M−1 and 286 M−1 for the binding of 4-nitrophenol to the ureido functionalized exo- and endo-receptors, respectively, was observed. For the exo-receptor a 1 : 6 stoichiometry was observed while for the endo-receptor 1 : 4 binding stoichiometry was determined by Job plot and MALDI-TOF MS. The important role that the hydroxy group's acidity plays in the complexation of 4-nitrophenol is clarified by binding studies with different phenol derivatives. The hydrogen-bonded receptors showed a much smaller response towards less acidic phenol derivatives.

  这篇文章描述了通过氢键受体对酚衍生物的络合。这些酚受体是由卡拉克[4]芳烃的二美亚胺或四美亚胺衍生物与5,5-二乙基巴比妥酸盐（DEB）或氰酸盐衍生物（CYA）自组装形成的。双玫瑰花结构33·(DEB)6/(CYA)6的酚结合功能团（脲基团）位于双玫瑰花的顶部和底部（外受体）。四玫瑰花结构43·(DEB)12/(CYA)12在两个双玫瑰花之间形成一个具有结合位点的腔体，便于客体的包封（内受体）。观测到4-硝基酚与脲基功能化外受体和内受体的固有结合常数Ka分别为202 M−1和286 M−1。对于外受体，观测到1:6的化学计量，而对于内受体，通过Job plot和MALDI-TOF MS确定为1:4的结合化学计量。通过对不同酚衍生物的结合研究，澄清了羟基酸性在4-硝基酚络合中的重要作用。与较少酸性的酚衍生物相比，氢键受体显示出更小的响应。
• Self-assembly and stability of double rosette nanostructures with biological functionalities
  作者：Mattijs G. J. ten Cate、Merdan Omerović、Gennady V. Oshovsky、Mercedes Crego-Calama、David N. Reinhoudt

  DOI：10.1039/b508449k

  日期：——

  The syntheses of calix[4]arene dimelamines that are functionalized with alkyl, aminoalkyl, ureido, pyridyl, carbohydrate, amino acid and peptide functionalities, and their self-assembly with barbituric acid or cyanuric acid derivatives into well-defined hydrogen-bonded nanostructures are described. The thermodynamic stability of these hydrogen-bonded assemblies was studied by CD spectroscopy in mixtures of CHCl3 and MeOH. The stability of the assemblies depends on several steric factors and the polarity of the functional groups connected to the assembly components.

  用烷基、氨基烷基、脲基、吡啶基、碳水化合物、氨基酸和肽官能团官能化的杯[4]芳烃二三聚氰胺的合成，以及它们与巴比妥酸或氰尿酸衍生物的自组装成明确的氢键纳米结构描述的。通过 CD 光谱在 CHCl3 和 MeOH 混合物中研究了这些氢键组装体的热力学稳定性。组件的稳定性取决于几个空间因素以及连接到组件组件的官能团的极性。
• Kinetic Stabilities of Double, Tetra-, and Hexarosette Hydrogen-Bonded Assemblies
  作者：Leonard J. Prins、Edda E. Neuteboom、Vasile Paraschiv、Mercedes Crego-Calama、Peter Timmerman、David N. Reinhoudt

  DOI：10.1021/jo0201023

  日期：2002.7.1

  stabilities of hydrogen-bonded double, tetra-, and hexarosette assemblies, comprising 36, 72, and 108 hydrogen bonds, respectively, is described. The kinetic stabilities are measured using both chiral amplification and racemization experiments. The chiral amplification studies show that solvent polarity and temperature strongly affect the kinetic stabilities of these hydrogen-bonded assemblies. For

  描述了氢键结合的双，四和六孔组合的动力学稳定性的研究，分别包含36、72和108个氢键。使用手性扩增和外消旋实验测量动力学稳定性。手性扩增研究表明，溶剂的极性和温度强烈影响这些氢键键合组件的动力学稳定性。例如，在四氯甲烷中将四蜜胺从四rosettes组件中解离的过程中的活化能确定为98.7 +/- 16.6 kJ mol（-1），而在四氯胺中的解离过程为涉及24个氢键的断裂，而172.8 +/- 11.3苯中的kJ mol（-1）。此外，对映体富集的组装的消旋研究表明，动力学稳定性强烈依赖于组装形成中涉及的氢键的数量和强度。发现在50℃下在氯仿中，双重，四和六孔膜组件的半衰期分别为8.4分钟，5.5小时和150小时。对于更高类型的此类组件，动力学稳定性变得如此之高，以至于无法直接测量。