4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一烷基叠氮化物 | 852527-61-8

• 物质功能分类: 化学试剂 - 有机试剂 - 叠氮
• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一烷基叠氮化物
• 英文名称: 1-azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane
• 英文别名: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecyl azide；11-azido-1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-heptadecafluoroundecane
• CAS: 852527-61-8
• 化学式: C₁₁H₆F₁₇N₃
• 分子量: 503.162
• InChiKey: GYAWTXGPAGMMFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  19

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一烷基叠氮化物 在 copper(l) iodide 、 lithium hydroxide monohydrate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 8.5h， 生成 4-[N-(((((biotinyl)aminoethoxy)ethoxy)ethoxy)ethyl)]carbamoylmethyl-7-[1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-1H-1,2,3-triazol-4-yl]-2H-chromen-2-one
  参考文献：
  名称：

  7-Triazolylcoumarin-based fluorescent tag system for stepwise, comparative assessment of small molecule microarrays

  摘要：

  The potential use of a fluorescent tag system based on 7-(1H-1,2,3-triazol-4-yl)coumarin fluorophore having a fluorous moiety and a polyethylene glycol (PEG) spacer at opposite ends as a tool for a stepwise and comparative evaluation of the fabrication process of small molecule microarrays was illustrated by the qualitative analysis of the results of the fluorescence detection obtained from the microarray experiments using the tagged biotins and streptavidin-Cy3 (and avidin-Cy5) as the binding partners. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.018
• 作为产物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一烷基碘 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以84%的产率得到4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一烷基叠氮化物
  参考文献：
  名称：

  方便地以克数合成纯氟烷基叠氮化物

  摘要：

  F-烷基化试剂的反应，包括（全氟烷基）烷基卤化物和磺酸盐[R fn（CH 2）m X（X = Br，I，OTs，OTf）]，以及在100°C DMSO中略有过量的NaN 3保持5小时，然后进行水蒸气蒸馏，以高纯度（GC测定≥98％）高至极好产率分离出叠氮化物R fn（CH 2）m N 3。由于这些氟叠氮化物的稳定性，它们可以在大气压或更低的压力下蒸馏以进一步纯化。4-叠氮全氟甲苯（p- CF 3 C 6 F 4 N 3）和1-叠氮辛烷也分别在相似的条件下从全氟甲苯（CF 3 C 6 F 5）或1-碘辛烷开始制备。蒸汽蒸馏可以轻松安全地分离出高达50 g的产品。

  DOI：

  10.1016/j.jfluchem.2016.08.005

文献信息

• Glucosamine- and galactosamine- based monosaccharides with highly fluorinated motifs
  作者：Joanna Tomaszewska、Karolina Kowalska、Katarzyna Koroniak-Szejn

  DOI：10.1016/j.jfluchem.2016.09.002

  日期：2016.11

  Synthesis of modified monosaccharides, derivatives of glucose and galactose, having a highly fluorinated chain, as a library of synthetic building blocks for hyaluronic acid (HA) modified subunits has been developed. “Click” chemistry has been employed as a strategy for the synthesis of these molecules. 1,2,3-triazole ring derivatives were obtained with good to excellent yields.

  已经开发了具有高度氟化的链的修饰的单糖，葡萄糖和半乳糖的衍生物的合成，作为透明质酸（HA）修饰的亚基的合成构件库。“点击”化学已被用作合成这些分子的策略。获得1,2,3-三唑环衍生物，具有良好至优异的产率。
• Click-enabled heterotrifunctional template for sequential bioconjugations
  作者：David M. Beal、Victoria E. Albrow、George Burslem、Louisa Hitchen、Carla Fernandes、Cris Lapthorn、Lee R. Roberts、Matthew D. Selby、Lyn H. Jones

  DOI：10.1039/c1ob06398g

  日期：——

  A heterotrifunctional template was developed that utilizes thiol–maleimide and click chemistries (both copper-free and copper-mediated) to effect sequential biomolecule conjugations in a one-pot process. The breadth of compatible substrates was illustrated through highly efficient conjugations of protein, peptide, sugar, lipid, fluoroalkane, biotin and fluorophore molecules. This template should be useful for the creation of chemically-enhanced/enabled biotherapeutics, especially through the expression of discontinuous (and heterogeneous) epitopes.

  开发了一种异三功能模板，利用硫醇-马来酰亚胺和点击化学（无铜和铜介导）在一锅法中实现连续生物分子缀合。通过蛋白质、肽、糖、脂质、氟烷、生物素和荧光团分子的高效缀合，说明了兼容底物的广度。该模板对于创建化学增强/启用的生物治疗药物应该很有用，特别是通过不连续（和异质）表位的表达。
• 10.3998/ark.5550190.p009.771
  作者：Tomaszewska, Joanna、Koroniak-Szejn, Katarzyna、Koroniak, Henryk

  DOI：10.3998/ark.5550190.p009.771

  日期：——
• MASS TAGS FOR MASS SPECTROMETRIC ANALYSIS OF IMMUNOGLOBULINS
  申请人：Yost Richard A.

  公开号：US20120196297A1

  公开（公告）日：2012-08-02

  The present invention is a method for the characterization or detection of one or more antibodies in a sample. The method comprises obtaining a tagged antigen comprising an antigen and a mass tag attached to the antigen. The tagged antigen has specificity for the antibody. In addition, the method comprises combining the tagged antigen with the antibody to form a tagged antigen-antibody complex. Further, the method comprises cleaving the mass tag from the tagged antigen-antibody complex. Thereafter, the method comprises analyzing the mass tag via a mass spectrometer to determine the presence of the mass tag in the sample and correlating the presence of the mass tag with a presence of the antibody in the sample.
• [EN] MASS TAGS FOR SPECTROMETRIC ANALYSIS OF IMMUNOGLOBULINS<br/>[FR] MARQUEURS DE MASSE POUR L’ANALYSE SPECTROMÉTRIQUE D’IMMUNOGLOBULINES
  申请人：UNIV FLORIDA

  公开号：WO2011008831A2

  公开（公告）日：2011-01-20

  The present invention is a method for the characterization or detection of one or more antibodies in a sample. The method comprises obtaining a tagged antigen comprising an antigen and a mass tag attached to the antigen. The tagged antigen has specificity for the antibody. In addition, the method comprises combining the tagged antigen with the antibody to form a tagged antigen-antibody complex. Further, the method comprises cleaving the mass tag from the tagged antigen-antibody complex. Thereafter, the method comprises analyzing the mass tag via a mass spectrometer to determine the presence of the mass tag in the sample and correlating the presence of the mass tag with a presence of the antibody in the sample.