(S)-2,6-di(1H-pyrrol-1-yl)hexanoic acid

• 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: (S)-2,6-di(1H-pyrrol-1-yl)hexanoic acid
• 英文别名: (L)-2,6-dipyrrole-1-yl-hexanoic acid；(2S)-2,6-di(pyrrol-1-yl)hexanoic acid
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: YFCSGPQZWRNCKO-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2,6-di(1H-pyrrol-1-yl)hexanoic acid 在 N-羟基-7-氮杂苯并三氮唑 、 水 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.08h， 生成 (2S,2a1R,3R,4S,4aR,5R)-4-((dimethylamino)methyl)-2-(4-(2-((dimethylamino)methyl)-1H-pyrrol-1-yl)butyl)-3,5-dihydroxy-5-methyl-2a1,3,4,4a-tetrahydro-5H-2a,9b-diazapentaleno[1,6-ab]naphthalen-1(2H)-one
  参考文献：
  名称：

  具有前所未有的多杂环核的对映体纯生物碱模拟物的光辅助合成

  摘要：

  对映纯生物碱模拟物是通过光生氮杂二甲苯与吡咯的高产分子内环加成反应合成的，并通过初级光产物的光化学后转化进一步增加分子复杂性。这种对结构上前所未有的多杂环核的快速访问是在面向多样性的合成背景下开发的，因为模块化设计允许从简单的构建块/多样性输入快速“预组装”各种光前体。

  DOI：

  10.1021/ja4042109
• 作为产物：
  描述：

  2,5-二甲氧基四氢呋喃 、 L-赖氨酸 在 sodium acetate 、 溶剂黄146 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以70%的产率得到(S)-2,6-di(1H-pyrrol-1-yl)hexanoic acid
  参考文献：
  名称：

  Polydipyrrole- and polydicarbazole-nanorods as new nanosized supports for DNA hybridization

  摘要：

  通过蒸发沉积和液相聚合法（VDP和LPP），利用AAO模板从COOH-二吡咯/-二卡巴唑单体合成出新型功能性聚二吡咯和聚二卡巴唑纳米棒。这些纳米棒被测试作为不可溶性支撑物，用于共价DNA连接和杂交。

  DOI：

  10.1039/b502483h

文献信息

• "Growth from surface" Methodology for the Fabrication of Functional Dual Phase Conducting Polymer polypyrrole/polycarbazole/Polythiophene (CP/polyPyr/polyCbz/PolyTh)-Carbon Nanotube (CNT) Composites of Controlled Morphology and Composition - Sidewall versus End-Selective PolyTh Deposition
  申请人：Lellouche Jean-Paul

  公开号：US20130040049A1

  公开（公告）日：2013-02-14

  A “growth from the surface” method for selectively depositing oxidative Liquid Phase Polymerizations (LPPs) onto the carbon nanotube (CNT) surface, said method comprising steps of: a. obtaining Multi-walled Carbon Nanotubes (MWC-NT); b. oxidized said MWCNTs to obtain oxidized COOH-MWCNTs; thereby (a) carboxylative opening oxidation-sensitive end-caps (polyCOOH end cluster); and, (b) introducing defect carboxylic (COOH) groups onto predetermined areas of said oxidized COOH-MWCNTs; c. COOH activating the polyCOOH shell using various COOH activating species; and, d. executing Liquid Phase Polymerization (LPP) oxidative depositing polymers selected from said polyCOOH polyTh-CP polymers, polyCOOH poly-Th-, polyEDOT (PEDOT)-, polyTh polyCOOH poly(thiophenyl-3 acetic acid, thiophenyl-3 acetic acid/EDOT, polyX, wherein X is elected from COOH, OH, NH2, polyCbz/polyPyr CP polymers and related combinatorial mixtures, polyCOOH PEDOT-poly(thiophenyl-3 acetic acid)′ thereby selectively depositing said oxidative LPPs onto said CNT surface.

  一种用于选择性沉积氧化液相聚合物（LPPs）到碳纳米管（CNT）表面的“从表面生长”方法，所述方法包括以下步骤：a. 获得多壁碳纳米管（MWC-NT）；b. 氧化所述MWCNTs以获得氧化的COOH-MWCNTs；从而（a）羧化开启氧化敏感端盖（polyCOOH端簇）；以及（b）在所述氧化的COOH-MWCNTs的预定区域引入缺陷羧基（COOH）基团；c. 使用各种COOH活化物种对polyCOOH壳进行COOH活化；以及d. 执行液相聚合物化学氧化沉积聚合物，所选聚合物来自所述polyCOOH polyTh-CP聚合物，polyCOOH poly-Th-，polyEDOT（PEDOT）-，polyTh polyCOOH poly（噻吩-3 乙酸，噻吩-3 乙酸/EDOT，polyX，其中X选自COOH，OH，NH2，polyCbz/polyPyr CP聚合物和相关组合物，polyCOOH PEDOT-poly（噻吩-3 乙酸）'，从而选择性地将所述氧化LPPs沉积到所述CNT表面。
• Novel electroconductive polymers
  申请人：Lellouche Jean-Paul

  公开号：US20060047067A1

  公开（公告）日：2006-03-02

  Provided are novel polymerizable monomers allowing preparation of exceptionally useful surface coatings by polymerization. Embodiments include highly reticulated chiral nanoparticles useful, for example, for covalently grating biological ligands, epitaxial growth of conductive polymers onto surface modified indium tin oxide (ITO) electrodes and arrays of gold nanodots and electroconductive polymers.

  提供了新型可聚合单体，通过聚合可以制备出非常有用的表面涂层。其中包括高度交联的手性纳米颗粒，例如用于共价地制备生物配体，将导电聚合物外延生长到表面修饰的氧化铟锡（ITO）电极和金纳米点和电导聚合物的阵列上。
• Magnetically Responsive Carboxylated Magnetite-Polydipyrrole/Polydicarbazole Nanocomposites of Core−Shell Morphology. Preparation, Characterization, and Use in DNA Hybridization
  作者：Jean-Paul Lellouche、Govindaraji Senthil、Augustine Joseph、Ludmila Buzhansky、Ian Bruce、Erika R. Bauminger、Jacob Schlesinger

  DOI：10.1021/ja050285l

  日期：2005.8.1

  Novel bis-heterocyclic mono- and dicarboxylated dipyrrole and dicarbazole monomers have been synthesized in a modular manner. Their oxidative polymerization around magnetite nanosized particles has been investigated and optimized toward new magnetic magnetite-polydipyrrole/polydicarbazole nanocomposites (NCs) of a core-shell morphology. These NCs were thoroughly characterized by FT-IR, TGA (Thermal Gravimetric Analysis), low- and high-resolution TEM/HR-TEM microscopies, and Mossbauer spectroscopy along with magnetization studies. Exploiting the versatile COOH chemistry (activation by water-soluble diimides) introduced by the polymeric shell, DNA hybridization experiments have been conducted onto NC surfaces using an efficient blue-colored HRP-based enzymatic screening biological system. Highly parallel NC-supported DNA hybridization experimentations revealed that these NCs presented an interesting potential for DNA-based diagnostic applications.
• US7402262B2
  申请人：——

  公开号：US7402262B2

  公开（公告）日：2008-07-22
• Photoassisted Synthesis of Enantiopure Alkaloid Mimics Possessing Unprecedented Polyheterocyclic Cores
  作者：N.N. Bhuvan Kumar、Olga A. Mukhina、Andrei G. Kutateladze

  DOI：10.1021/ja4042109

  日期：2013.7.3

  high yielding intramolecular cycloadditions of photogenerated azaxylylenes tethered to pyrroles, with further growth of molecular complexity via post-photochemical transformations of primary photoproducts. This expeditious access to structurally unprecedented polyheterocyclic cores is being developed in the context of diversity-oriented synthesis, as the modular design allows for rapid "pre-assembly"

  对映纯生物碱模拟物是通过光生氮杂二甲苯与吡咯的高产分子内环加成反应合成的，并通过初级光产物的光化学后转化进一步增加分子复杂性。这种对结构上前所未有的多杂环核的快速访问是在面向多样性的合成背景下开发的，因为模块化设计允许从简单的构建块/多样性输入快速“预组装”各种光前体。