13-Ethyl-2-oxa-8,13,19,20-tetrazatricyclo[12.6.2.017,21]docosa-1(20),14(22),15,17(21)-tetraene-3,7,18-trione | 1359139-56-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 13-Ethyl-2-oxa-8,13,19,20-tetrazatricyclo[12.6.2.017,21]docosa-1(20),14(22),15,17(21)-tetraene-3,7,18-trione
• CAS: 1359139-56-2
• 化学式: C₁₉H₂₄N₄O₄
• 分子量: 372.424
• InChiKey: KMPYQCBOAORWMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  13-Ethyl-2-oxa-8,13,19,20-tetrazatricyclo[12.6.2.017,21]docosa-1(20),14(22),15,17(21)-tetraene-3,7,18-trione 以 二甲基亚砜 为溶剂， 反应 5.0h， 生成 5-[4-[(1,4-Dioxo-2,3-dihydrophthalazin-6-yl)-ethylamino]butylamino]-5-oxopentanoic acid
  参考文献：
  名称：

  A new isoluminol reagent for chemiluminescence labeling of proteins

  摘要：

  We report the synthesis and the characterization of N-(4-aminobutyl)-N-ethyl-isoluminol (ABEI) macrocyclic lactone, an activated ester with an unusual macrocyclic structure, and its use for efficient ABEI conjugation to proteins. Compared to the equivalent reagent normally used for chemiluminescence protein labeling, the ABEI macrocyclic lactone displays improved chemical properties, including stability and reactivity. We show the simple synthesis and the use of ABEI macrocyclic lactone for efficient chemiluminescence labeling of monoclonal antibody mixtures currently used in clinical immunodiagnostic assays for the detection of the HIV p24 antigen in patients. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.036
• 作为产物：
  描述：

  5-[4-[(1,4-Dioxo-2,3-dihydrophthalazin-6-yl)-ethylamino]butylamino]-5-oxopentanoic acid 在 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以40%的产率得到13-Ethyl-2-oxa-8,13,19,20-tetrazatricyclo[12.6.2.017,21]docosa-1(20),14(22),15,17(21)-tetraene-3,7,18-trione
  参考文献：
  名称：

  A new isoluminol reagent for chemiluminescence labeling of proteins

  摘要：

  We report the synthesis and the characterization of N-(4-aminobutyl)-N-ethyl-isoluminol (ABEI) macrocyclic lactone, an activated ester with an unusual macrocyclic structure, and its use for efficient ABEI conjugation to proteins. Compared to the equivalent reagent normally used for chemiluminescence protein labeling, the ABEI macrocyclic lactone displays improved chemical properties, including stability and reactivity. We show the simple synthesis and the use of ABEI macrocyclic lactone for efficient chemiluminescence labeling of monoclonal antibody mixtures currently used in clinical immunodiagnostic assays for the detection of the HIV p24 antigen in patients. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.036

文献信息

• [EN] COMPOUND FOR THE COVALENT ATTACHMENT OF THE CHEMILUMINESCENT PROBE N-(4-AMINOBUTYL)-N-ETHYLISOLUMINOL (ABEI) TO TARGET MOLECULES AND USES THEREOF<br/>[FR] COMPOSÉ POUR LA LIAISON COVALENTE DE LA SONDE CHIMILUMINESCENTE N-(4-AMINOBUTYL)-N-ÉTHYLISOLUMINOL (ABEI) À DES MOLÉCULES CIBLES ET SES UTILISATIONS
  申请人：DIASORIN SPA

  公开号：WO2012066003A1

  公开（公告）日：2012-05-24

  The invention relates to a new molecule/reagent family, N-(4-Aminobutyl)-N- ethylisoluminol anhydroglutarate (ABEI anhydroglutarate), for the covalent attachment of the chemiluminescent label N-(4-Aminobutyl)-N-ethylisoluminol (ABEI) to nucleophilic group containing molecules, as peptides and proteins, including antibodies, for the generation of labeled probes to be used in chemiluminescence-based immunoassays.

  本发明涉及一种新的分子/试剂家族，即N-(4-氨基丁基)-N-乙基异亮酰胺基戊酸酯(ABEI异亮酸酯)，用于将化学发光标记N-(4-氨基丁基)-N-乙基异亮酰胺(ABEI)共价连接到含有亲核基团的分子，如肽和蛋白质，包括抗体，以生成标记探针，用于化学发光免疫测定。