N-(8'-amino-3',6'-dioxaoctyl)-10,12-pentacosadiynamide | 164919-49-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-(8'-amino-3',6'-dioxaoctyl)-10,12-pentacosadiynamide
• 英文别名: 10,12-Pentacosadiynamide, N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]-；N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]pentacosa-10,12-diynamide
• CAS: 164919-49-7
• 化学式: C₃₁H₅₆N₂O₃
• 分子量: 504.797
• InChiKey: PBRNMLUDFDADED-UHFFFAOYSA-N

物化性质

• 沸点：
  661.7±50.0 °C(Predicted)
• 密度：
  0.953±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  36
• 可旋转键数：
  27
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(8'-amino-3',6'-dioxaoctyl)-10,12-pentacosadiynamide 在 盐酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 生成 N-[N'-(2-aminoethyl)-N'-(thymin-1-ylacetyl)-N'-(2-(-(2-methylamidoethoxy)ethoxy)ethyl)]-10,12-pentacosadiynamide hydrochloride
  参考文献：
  名称：

  Lipophilic peptide nucleic acids containing a 1,3-diyne function: synthesis, characterization and production of derived polydiacetylene liposomes

  摘要：

  Adenine-, cytosine- and thymine-containing peptide nucleic acid (PNA) monomers have been synthesized in which either diacetylenic or stearoyl moieties are attached to the N-or C-terminus; the diacetylenic group is embedded within a long hydrocarbon chain. A range of analogous lipophilic functionalized PNA oligomers have been prepared using either solid phase synthesis or a post-synthetic solution phase procedure following cleavage of the PNA oligomer from the solid Support. Selected functionalized PNA monomers and oligomers have been incorporated into liposomal polydiacetylenes and characterized by UV-vis absorption spectroscopy. Preliminary investigations show that blue PDA-liposomes containing thymine-based PNAs can be formed and that production of liposomes with other PNA systems are viable. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.021
• 作为产物：
  描述：

  10,12-二十五碳二炔酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(8'-amino-3',6'-dioxaoctyl)-10,12-pentacosadiynamide
  参考文献：
  名称：

  嘌呤，嘧啶，1,3,5-三嗪和A啶系列中1,3-二炔的合成

  摘要：

  一系列共轭的1,3-二炔的，R 1 CCCCR 2，已准备了包含以下的杂芳族单元作为取代基的头部基团R 1和/或R 2：嘧啶基，嘌呤基，2,4-二氨基-1,3,5-三嗪基和a啶基。在R 1和R 2中均含有前三个基团作为末端杂环取代基的化合物通过亚甲基接头{（CH 2）n，n = 1、4或9}键合至1,3-二炔；还报道了R 2 = n -C 10 H 21的两亲物种和在链R 1中的单个杂芳族头基。cr啶系列中的化合物也是两亲性的，并包含季铵化的1'-（9-ac啶基氨基）-和1'-（6-氯-2-甲氧基ac啶基氨基）-通过PEG和亚甲基单元连接至二炔功能的末端取代基。新的二炔是通过相应的ω-杂芳族官能化的1-炔的氧化偶合或通过预先形成的二炔上末端基团的转化而合成的。

  DOI：

  10.1016/s0040-4020(00)00016-8

文献信息

• Versatile Glycoblotting Nanoparticles for High-Throughput Protein Glycomics
  作者：Kenichi Niikura、Ryosuke Kamitani、Masaki Kurogochi、Rie Uematsu、Yasuro Shinohara、Hiroaki Nakagawa、Kisaburo Deguchi、Kenji Monde、Hirosato Kondo、Shin-Ichiro Nishimura

  DOI：10.1002/chem.200401289

  日期：2005.6.20

  ligation of carbohydrates with reactive aminooxyl groups attached to the surface of nanoparticles (referred to as glycoblotting nanoparticles). These glycoblotting nanoparticles were synthesized by UV irradiation of diacetylene-functionalized lipids that contain the aminooxyl group. The glycoblotting nanoparticles captured carbohydrates in aqueous solution under mild conditions and were collected by

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• Synthesis of Alkyne-Terminated PCDA Linker for Applying Click Chemistry on PDA Layers
  作者：Yoon-Sik Lee、Ja-Young Namgung、Bong-Hyun Jun

  DOI：10.1055/s-0029-1219178

  日期：2010.2

  An alkyne-terminated PCDA (10,12-pentacosadiynoic acid) linker, which can undergo a simple click reaction with azide compounds, was synthesized for the purpose of immobilizing various kinds of biomolecular surface ligands on PDA (polydiacetylene) layers. In order to confirm the ability of the linker compound to anchor azide-modified surface ligands, we carried out a model ­reaction with benzyl azide under typical click-reaction conditions. We were able to confirm that the model reaction proceeded smoothly by observing the color change of PDA, including its thermochromic reversibility.

  为了将各种生物分子表面配体固定在PDA（聚二乙炔）层上，合成了一种可以与叠氮化合物发生简单点击反应的炔烃封端PCDA（10,12-二十五碳二炔酸）连接体。为了确认连接化合物锚定叠氮修饰表面配体的能力，我们在典型的点击反应条件下与苄基叠氮进行了模型反应。通过观察PDA的颜色变化，包括其热致变色可逆性，我们能够确认模型反应顺利进行。
• FUNCTIONALIZED POLYDIACETYLENE SENSORS
  申请人：Kim Jinsang

  公开号：US20110059867A1

  公开（公告）日：2011-03-10

  A microarray includes a solid substrate having a surface, the surface having a plurality of binding spots and a plurality of reaction moieties bound to the binding spots. A reaction moiety includes a plurality of polyacetylene monomers, the polyacetylene monomers having a first coupling region and a second coupling region, the first coupling region having a first functional group operable to bind to the binding spot and the second coupling region comprising a second functional group operable to bind to an accessory molecule; and an accessory molecule having a binding region and an analyte reaction region, the analyte reaction region operable to selectively bind to the target analyte, and the binding region operable to bind to the second coupling region of the polyacetylene monomer. Upon binding a target analyte with the reaction moiety, a color change from the polyacetylene monomer occurs and the reaction moiety produces fluorescence.

  微阵列包括一个固体基质，其表面具有多个结合点和多个与结合点结合的反应分子。反应分子包括多个聚乙烯单体，聚乙烯单体具有第一偶联区和第二偶联区，第一偶联区具有第一个功能基团，可用于结合结合点，第二偶联区包含第二个功能基团，可用于结合辅助分子；以及具有结合区和分析物反应区的辅助分子，分析物反应区可选择性地结合目标分析物，结合区可结合聚乙烯单体的第二偶联区。当反应分子与目标分析物结合时，聚乙烯单体发生颜色变化，反应分子产生荧光。
• Functionalized Polydiacetylene Sensors
  申请人：The Regents of the University of Michigan

  公开号：US20150268232A1

  公开（公告）日：2015-09-24

  A microarray includes a solid substrate having a surface, the surface having a plurality of binding spots and a plurality of reaction moieties bound to the binding spots. A reaction moiety includes a plurality of polyacetylene monomers, the polyacetylene monomers having a first coupling region and a second coupling region, the first coupling region having a first functional group operable to bind to the binding spot and the second coupling region comprising a second functional group operable to bind to an accessory molecule; and an accessory molecule having a binding region and an analyte reaction region, the analyte reaction region operable to selectively bind to the target analyte, and the binding region operable to bind to the second coupling region of the polyacetylene monomer. Upon binding a target analyte with the reaction moiety, a color change from the polyacetylene monomer occurs and the reaction moiety produces fluorescence.

  微阵列包括一个固体基质，其表面具有多个结合点和多个结合点上结合的反应物。反应物包括多个聚乙烯单体，聚乙烯单体具有第一偶合区和第二偶合区，第一偶合区具有可结合结合点的第一功能基团，第二偶合区包括可结合辅助分子的第二功能基团；以及具有结合区和分析物反应区的辅助分子，分析物反应区可选择性地结合目标分析物，结合区可结合聚乙烯单体的第二偶合区。当反应物与目标分析物结合时，聚乙烯单体发生颜色变化，反应物产生荧光。
• Targeted therapeutic lipid constructs having cell surface targets
  申请人：TARGESOME, INC.

  公开号：US20030082103A1

  公开（公告）日：2003-05-01

  Novel therapeutic lipid constructs comprising a polymerized liposome, an anti-cell surface targeting agent, and a radiotherapeutic metal ion are disclosed.

  本研究公开了由聚合脂质体、抗细胞表面靶向制剂和放射治疗金属离子组成的新型治疗性脂质构筑物。