4-(4-叠氮基苯基)丁酸 | 103489-33-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(4-叠氮基苯基)丁酸
• 英文名称: γ-(4-azidophenyl)butyric acid
• 英文别名: 4-(4-azidophenyl)butyric acid；4-(p-azidophenyl)butanoic acid；4-(4-azidophenyl)butanoic acid
• CAS: 103489-33-4
• 化学式: C₁₀H₁₁N₃O₂
• mdl: MFCD00798800
• 分子量: 205.216
• InChiKey: IXJMMVGNIFCPFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  51.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-叠氮基苯基)丁酸 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 biotinylhydrazido[1S-[1α,2α(Z),3α,4α]]-7-[3-[[[[[(4-azidophenyl)propylcarbonyl]amino]acetyl]amino]methyl]-7-oxabicyclo[2.2.1]hept-2-yl]-5-heptenoate
  参考文献：
  名称：

  Synthesis and biological characterization of AQPazide, a novel biotinylated photoaffinity probe for the study of the human platelet throm☐ane A2 receptor

  摘要：

  SQBAzide, a biotinylated, azido derivative of the TXA(2) receptor antagonist, SQ31,491, was synthesized and characterized. The compound specifically inhibited human platelet aggregation mediated by TXA(2) receptor activation and irreversibly labeled platelet TXA(2) receptors upon exposure to ultraviolet light. This probe should prove to be of significant value for the study of the receptor-ligand binding domain. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00511-9
• 作为产物：
  描述：

  4-(4-硝基苯)丁酸 在 palladium on activated charcoal 硫酸 、 氢气 、 sodium nitrite 作用下， 以 甲醇 为溶剂， 反应 7.42h， 生成 4-(4-叠氮基苯基)丁酸
  参考文献：
  名称：

  Synthesis and biological characterization of AQPazide, a novel biotinylated photoaffinity probe for the study of the human platelet throm☐ane A2 receptor

  摘要：

  SQBAzide, a biotinylated, azido derivative of the TXA(2) receptor antagonist, SQ31,491, was synthesized and characterized. The compound specifically inhibited human platelet aggregation mediated by TXA(2) receptor activation and irreversibly labeled platelet TXA(2) receptors upon exposure to ultraviolet light. This probe should prove to be of significant value for the study of the receptor-ligand binding domain. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00511-9

文献信息

• A New Series of Photoactivatable and Iodinatable Linear Vasopressin Antagonists
  作者：Eric Carnazzi、Andre Aumelas、Claude Barberis、Gilles Guillon、Rene Seyer

  DOI：10.1021/jm00038a013

  日期：1994.6

  iodinatable antagonists of the neuropeptidic hormone vasopressin was designed and synthesized by a combination of PyBOP-mediated Boc/solid-phase peptide synthesis and solution synthesis approaches. These were based on modifications of a previously reported potent and selective antagonist of the vasopressor response (V1a receptor) to [arginine]vasopressin, phenylacetyl-D-Tyr(Me)-Phe-Gln-Asn-Arg-Pro-Arg-Tyr-NH2

  通过结合PyBOP介导的Boc /固相肽合成和溶液合成方法，设计和合成了一系列新的神经肽激素血管加压素的线性可光活化和碘化拮抗剂。这些是基于先前报道的针对[精氨酸]血管加压素，苯乙酰基-D-Tyr（Me）-Phe-Gln-Asn-Arg-Pro-Arg-Tyr-的血管加压药应答（V1a受体）的有效和选择性拮抗剂的修饰。氨气 在位置1上使用N3-C6H4（CH2）nCO（n = 0、1、2或3）通用结构的（氮杂苯基）烷基取代。七个新的类似物是4-N3-C6H4CO-D-Tyr （Me）-Phe-Gln-Asn-Arg-Pro-Arg-Tyr-NH2（3），3-N3-C6H4CO-D-Tyr（Me）-Phe-Gln-Asn-Arg-Pro-Arg-Tyr- NH2（12），4-N3-C6H4CH2-CO-D-Tyr（Me）-Phe-Gln-Asn-Arg-Pro-Arg-Tyr-NH2（13）
• Targeting glycolysis: a fragment based approach towards bifunctional inhibitors of hLDH-5
  作者：Adam D. Moorhouse、Christian Spiteri、Pallavi Sharma、Mire Zloh、John E. Moses

  DOI：10.1039/c0cc01166e

  日期：——

  hLDH-5 has emerged as a promising target for anti-glycolytic cancer chemotherapy. Here we report a first generation of bifunctional inhibitors, which show promising activity against hLDH-5.

  hLDH-5 已成为抗糖酵解癌症化疗的一个有前景的靶点。在这里，我们报告了一种第一代双功能抑制剂，它对 hLDH-5 显示出良好的活性。
• Remote intramolecular functionalization of arylnitrenium ions. ipso-substitution and spiro-lactone formation
  作者：Rudolph A. Abramovitch、Amale Hawi、J. Augusto R. Rodrigues、Tania R. Trombetta

  DOI：10.1039/c39860000283

  日期：——

  Acid-catalysed decomposition of (4′-azidophenyl)propanoic and butyric acids leads to ipso-attack by the carboxy group para to the nitrenium ion and the formation of imines of cyclohexadienone spiro-lactones, which can rearrange to the benz-fused lactones; 4′-azido-2-carboxydiphenyl ether behaves the same way to give spiro-lactone (9).

  的（4'-叠氮基苯基）丙酸和丁酸导致酸催化分解本位由羧基-attack对位到nitrenium离子并形成环己二烯酮螺内酯的亚胺，其可以重新排列到苯并稠合的内酯; 4'-叠氮基-2-羧基二苯醚的行为与生成螺内酯的方法相同（9）。
• Surface modification of optical elements for the spectroscopic detection of molecules and organic components
  申请人：Université Catholique De Louvain

  公开号：EP1806574A1

  公开（公告）日：2007-07-11

  The invention relates to a device suitable for the investigation of ligand-receptor interactions, in particular for the investigation of an analyte target interaction such as biological and chemical molecules and organic components and their interaction with surfaces consisting of an attenuated total internal reflection element, transparent in the infra-red and of which at least one surface is reduced and covalently grafted with an optionally substituted alkene able to immobilize the receptor.

  本发明涉及一种适用于研究配体-受体相互作用的装置，尤其适用于研究生物和化学分子以及有机成分等分析物目标相互作用及其与由衰减全内反射元件组成的表面的相互作用，该元件在红外线下透明，其中至少有一个表面被还原并与能够固定受体的任选取代烯共价接枝。
• Surface chemical modification of optical elements for the spectroscopic detection of molecules and organic components
  申请人：Université Catholique De Louvain

  公开号：EP2202521A1

  公开（公告）日：2010-06-30

  The invention relates to a device suitable for the investigation of ligand-receptor interactions, in particular for the investigation of an analyte target interaction such as biological and chemical molecules and organic components and their interaction with surfaces, consisting of an attenuated total internal reflection element, transparent in the infra-red and of which at least one surface is chemically activated and covalently grafted with an organic molecule able to immobilize the receptor. The invention further relates to the use of said device and a method for the construction of said device comprising the steps of: - surface activation of at least one surface of an attenuated total internal reflection element, - surface grafting with an organic molecule of the activated surface obtained in the previous step, and - coupling a receptor via covalent fixation on the organic molecule.

  本发明涉及一种适用于研究配体-受体相互作用的装置，特别是用于研究生物和化学分子以及有机成分等分析物目标相互作用及其与表面相互作用的装置，该装置由衰减全内反射元件组成，在红外线下透明，其中至少有一个表面被化学激活，并与能够固定受体的有机分子共价接枝。 本发明还涉及上述装置的使用方法和构造上述装置的方法，包括以下步骤： - 对衰减全内反射元件的至少一个表面进行表面活化、 - 用有机分子对上一步中获得的活化表面进行表面接枝，以及 - 通过共价固定将受体耦合到有机分子上。