4'-(2-aminoethoxy)-2,2'/6,2"-terpyridine | 101003-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4'-(2-aminoethoxy)-2,2'/6,2"-terpyridine
• 英文别名: 2-(2,2':6',2''-terpyridine-4'-yloxy)ethylamine；2-([2,2':6',2''-terpyridin]-4'-yloxy)ethylamine；2-(2,2':6',2''-terpyridine-4'-yloxyl)ethylamine；4’-(2’’’-aminoethoxy)-2,2’:6’,2”-terpyridine；2-([2,2′:6′,2″-terpyridin]-4′-yloxy)ethan-1-amine；2-([2,2':6',2''-Terpyridin]-4'-yloxy)ethanamine；2-(2,6-dipyridin-2-ylpyridin-4-yl)oxyethanamine
• CAS: 101003-70-7
• 化学式: C₁₇H₁₆N₄O
• 分子量: 292.34
• InChiKey: JVWPNIUUCDZIED-UHFFFAOYSA-N

物化性质

• 沸点：
  481.0±45.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  马来酸酐 、 4'-(2-aminoethoxy)-2,2'/6,2"-terpyridine 在 sodium acetate 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 以59%的产率得到N-[2-([2,2':6',2"-terpyridin]-4'-yloxy)ethyl]maleimide
  参考文献：
  名称：

  Manganese terpyridine artificial metalloenzymes for benzylic oxygenation and olefin epoxidation

  摘要：

  New catalysts for non-directed hydrocarbon functionalization have great potential in organic synthesis. We hypothesized that incorporating a Mn-terpyridine cofactor into a protein scaffold would lead to artificial metalloenzymes (ArMs) in which the selectivity of the Mn cofactor could be controlled by the protein scaffold. We designed and synthesized a maleimide-substituted Mn-terpyridine cofactor and demonstrated that this cofactor could be incorporated into two different scaffold proteins to generate the desired ArMs. The structure and reactivity of one of these ArMs was explored, and the broad oxygenation capability of the Mn-terpyridine catalyst was maintained, providing a robust platform for optimization of ArMs for selective hydrocarbon functionalization.

  DOI：

  10.1016/j.tet.2014.03.008
• 作为产物：
  描述：

  4-甲磺酰基-6-(吡啶-2-基)-2,2'-联吡啶 、 C.I.酸性橙108 生成 4'-(2-aminoethoxy)-2,2'/6,2"-terpyridine
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• [EN] MODIFIED PEPTOIDS<br/>[FR] PEPTOÏDES MODIFIÉS
  申请人：TECHNION RES & DEV FOUNDATION

  公开号：WO2018198124A1

  公开（公告）日：2018-11-01

  Peptoids are described herein, as well as compositions comprising an aqueous liquid and a peptoid soluble in the aqueous liquid. The peptoids comprise a plurality of N-substituted glycine residues and/or N-substituted β-alanine residues, and at least one heteroalicyclic residue having a general formula (I) wherein W, X, Y1, Y2, Z1 and Z2 are as defined herein.

  本文描述了肽酰胺，以及包含水溶液和在水溶液中可溶的肽酰胺的组合物。这些肽酰胺包括多个N-取代的甘氨酸残基和/或N-取代的β-丙氨酸残基，以及至少一个具有通式（I）的杂环残基，其中W、X、Y1、Y2、Z1和Z2如本文所定义。
• Solid-Phase Synthesis of Azole-Comprising Peptidomimetics and Coordination of a Designed Analog to Zn2+
  作者：Aanchal Mohan、Allyson Koh、Gregory Gate、Anna Calkins、Kyra McComas、Amelia Fuller

  DOI：10.3390/molecules23051035

  日期：——

  highlight a potential use of this new synthetic scaffold, a trimeric azole peptoid functionalized with a terpyridine residue was prepared and studied. The characteristic 2:1 ligand:metal binding of this terpyridine-functionalized azole peptoid to Zn2+ in aqueous solution was observed. These studies introduce azole peptoids as a useful class of biomimetic molecules for further study and application

  可以协调过渡金属的肽模拟物作为催化剂、传感器或材料具有多种潜在应用。这里介绍了一种新的模块化拟肽支架，即“唑类肽”。我们报告了包括恶唑或噻唑官能化骨架的三聚 N 取代寡酰胺的 11 个实例的固相合成方法。制备的产品包含多种官能团，包括金属配位三联吡啶基团。模块化合成方法可以为特定应用准备类似物。为了突出这种新型合成支架的潜在用途，制备并研究了用三联吡啶残基功能化的三聚唑类肽。特征2:1配体：观察到这种三联吡啶官能化唑类肽在水溶液中与 Zn2+ 的金属结合。这些研究将唑类肽作为一类有用的仿生分子，以供进一步研究和应用。
• Construction of a hybrid biocatalyst containing a covalently-linked terpyridine metal complex within a cavity of aponitrobindin
  作者：Tomoki Himiyama、Daniel F. Sauer、Akira Onoda、Thomas P. Spaniol、Jun Okuda、Takashi Hayashi

  DOI：10.1016/j.jinorgbio.2015.12.026

  日期：2016.5

  Cu2 +-bound NB–1 is found to catalyze a Diels–Alder reaction between azachalcone and cyclopentadiene in 22% yield, which is higher than that of the Cu2 +–tpy complex without the NB matrix. The results suggest that the hydrophobic cavity close to the copper active site within the NB scaffold supports the binding of the two substrates, dienophile and diene, to promote the reaction.

  构建了一种杂化生物催化剂，该杂化生物催化剂在刚性β-桶蛋白硝基结合蛋白（NB）中包含金属联吡啶（tpy）配合物。具有马来酰亚胺基团的tpy配体N- [2-（[[2,2'：6'，2''-叔吡啶] -4'-酰氧基）乙基]马来酰亚胺（1）与腔体内的Cys96共价连接NB制备共轭NB- 1。紫外可见光谱和ESI-TOF MS测量证实了NB- 1中的tpy配体与Cu 2 +，Zn 2 +或Co 2 +离子结合。发现与Cu 2 +结合的NB– 1催化氮杂查尔酮与环戊二烯之间的Diels–Alder反应，收率为22％，高于Cu 2 +-tpy复杂，不包含NB矩阵。结果表明，靠近NB支架内铜活性位点的疏水腔可支持亲二烯体和二烯这两种底物的结合，从而促进反应。
• Co‐Assembled Supramolecular Nanostructure of Platinum(II) Complex through Helical Ribbon to Helical Tubes with Helical Inversion
  作者：Ka Young Kim、Jaehyeong Kim、Cheol Joo Moon、Jinying Liu、Shim Sung Lee、Myong Yong Choi、Chuanliang Feng、Jong Hwa Jung

  DOI：10.1002/anie.201905472

  日期：2019.8.19

  terpyridine‐based ligands (1R and 1S) possessing R‐ or S‐alanine analogues and their platinum(II) complex (2R‐Pt and 2S‐Pt). The right‐handed helical ribbon of the co‐assembly formed with 0.5 equivalents of 2R‐Pt to 1R was converted into the left‐handed helical ribbon with 0.6 equivalents of 2R‐Pt. The left‐handed helical ribbon structure of the co‐assembly became a tubular structure in the presence

  我们展示了基于具有R-或S-丙氨酸类似物及其铂（II）配合物（2R-Pt和2S-Pt）的基于联吡啶的配体（1R和1S）的共组装体的形态学转化。由0.5当量的2R-Pt到1R形成的组件的右手螺旋带被转换为0.6当量的2R-Pt的左手螺旋带。在存在0.8-1.0当量的2R-Pt的情况下，组合件的左手螺旋带状结构变为管状结构。在超分子水平通过螺旋反转形态转变是由于由的三联吡啶之间的非共价相互作用Pt⋅⋅⋅Pt酰胺基团的取向变化2R-的Pt和的2R-铂。这项研究为通过基于铂（II）配合物的共组装超分子纳米结构中的螺旋度反转控制螺旋带向管状结构转变的形态提供了见识。
• Heterocyclic amines for the construction of peptoid oligomers bearing multi-dentate ligands
  作者：Galia Maayan、Barney Yoo、Kent Kirshenbaum

  DOI：10.1016/j.tetlet.2007.11.047

  日期：2008.1

  Peptoids are oligomers of N-substituted glycine that can be readily assembled using haloacetic acids and primary amines as synthons. Here, we report the synthesis and characterization of three new heterocyclic amines, 2-(2,2':6',2''-terpyridine-4'-yloxy) ethylamine, 2-(1,10-phenanthroline-5-yloxy) ethylamine and 8-hydroxy-2-quinolinemethylamine, and their incorporation into a series of different peptoid

  Peptoids 是 N 取代的甘氨酸的低聚物，可以使用卤乙酸和伯胺作为合成子轻松组装。在这里，我们报告了三种新的杂环胺、2-(2,2':6',2''-terpyridine-4'-yloxy) 乙胺、2-(1,10-phenanthroline-5-yloxy) 的合成和表征) 乙胺和 8-羟基-2-喹啉甲胺，并将它们掺入一系列不同的拟肽寡聚体序列中。由于杂环都可以配位金属离子，因此拟肽产品旨在结合金属物质，具有在催化和材料科学中的应用潜力。