3-(2,4-二硝基苯胺基)-3'-氨基-N-甲基二丙基胺 | 92585-03-0

• 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: 3-(2,4-二硝基苯胺基)-3'-氨基-N-甲基二丙基胺
• 英文名称: N-(3-((2,4-dinitrophenyl)amino)propyl)-N-(3-aminopropyl)methyl amine
• 英文别名: 3-(2,4-dinitroanilino)3-amino-N-methyldipropylamine；DAMP；N-(3-((2,4-Dinitrophenyl)amino)propyl)-N-(3-aminopropyl)methylamine；N'-[3-(2,4-dinitroanilino)propyl]-N'-methylpropane-1,3-diamine
• CAS: 92585-03-0
• 化学式: C₁₃H₂₁N₅O₄
• 分子量: 311.341
• InChiKey: VVEKAPJMXBKPAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(2,4-二硝基苯胺基)-3'-氨基-N-甲基二丙基胺 在 哌啶 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.0h， 生成 (9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((3-((3-((2,4-dinitrophenyl)amino)propyl)(methyl)amino)propyl)amino)-1-oxopent-4-yn-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate
  参考文献：
  名称：

  活细胞中基于细胞器特定活性的蛋白质分析

  摘要：

  开发了一种用于靶向酸性细胞器的多模式活性探针，通过荧光显微镜和质谱法测量细胞中的亚细胞天然酶活性。通过结构照明显微镜 (SIM) 在 J774 小鼠巨噬细胞中观察到的，与弱碱性胺和可点击炔烃结合的组织蛋白酶反应弹头，用于荧光团或生物素报告标记的后续附属物，在溶酶体中积累。通过质谱法对体内标记的 J774 细胞进行分析表明，该探针对组织蛋白酶 B 和 Z（两种溶酶体半胱氨酸蛋白酶）具有很高的选择性。对饥饿诱导的自噬（一种涉及溶酶体的分解代谢途径）的分析表明，标记蛋白的数量大幅增加，组织蛋白酶活性增加。

  DOI：

  10.1002/anie.201309135
• 作为试剂：
  描述：

  (1R,2R)-2-(2,4-difluorophenyl)-4-methylenecyclopentanecarboxylic acid 、 氯甲酸苄酯 在 3-(2,4-二硝基苯胺基)-3'-氨基-N-甲基二丙基胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 benzyl (1R,2R)-2-(2,4-difluorophenyl)-4-methylidenecyclopentane-1-carboxylate
  参考文献：
  名称：

  Discovery of highly potent and efficacious MC4R agonists with spiroindane N-Me-1,2,4-triazole privileged structures for the treatment of obesity

  摘要：

  We report an SAR study of MC4R analogs containing spiroindane heterocyclic privileged structures. Compound 26 with N-Me-1,2,4-triazole moiety possesses exceptional potency at MC4R and potent anti-obesity efficacy in a mouse model. However, the efficacy is not completely mediated through MC4R. Additional SAR studies led to the discovery of compound 32, which is more potent at MC4R. Compound 32 demonstrates MC4R mediated anti-obesity efficacy in rodent models. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.049

文献信息

• Skin Lightening Compositions
  申请人：Niki Yoko

  公开号：US20110171149A1

  公开（公告）日：2011-07-14

  Compositions and methods for lightening and/or depigmenting skin are provided, the compositions comprising compounds having the structure: or having the structure: as defined herein.

  提供了用于美白和/或脱色皮肤的组合物和方法，所述组合物包括具有以下结构的化合物：或具有以下结构的化合物：如本文所定义。
• INTRACELLULAR ORGANELLE PEPTIDE TARGETED ENZYME SUBSTRATES
  申请人：Marker Gene Technologies, Inc.

  公开号：US20150219654A1

  公开（公告）日：2015-08-06

  This invention relates to substrates and methods for the visualization of intracellular organelles, such as the lysosome, peroxiosome, nucleus, Endoplasmic Reticulum and Golgi Apparatus, based upon organelle enzyme activity. Such compounds represent a novel combination of chemically distinct enzyme substrates with targeting and detection substrates which are activated by enzyme activity inside target organelles to produce a detectable signal. The organelle targeted enzyme substrates of this invention are designed to provide high fluorescence at lower pH values found in some organelles and can be used for monitoring enzyme activity inside cells at very low concentrations.

  该发明涉及基于细胞器酶活性的底物和方法，用于可视化细胞内细胞器，如溶酶体、过氧化物酶体、细胞核、内质网和高尔基体。这些化合物代表了具有化学上不同的酶底物与靶向和检测底物的新型组合，这些底物受到靶细胞器内的酶活性的激活而产生可检测信号。该发明的细胞器靶向酶底物旨在在一些细胞器中发现的较低pH值下提供高荧光，并可用于监测细胞内酶活性的非常低浓度。
• Enzyme substrates for visualizing acidic organelles
  申请人：Naleway John J.

  公开号：US20130252268A1

  公开（公告）日：2013-09-26

  The present invention relates to the visualization of acidic organelles based upon organelle enzyme activity. The organelle substrates of the invention are specific for enzyme activity of the organelle and label these organelles, such as lysosomes, rendering them visible and easily observed. Substrates of the present invention include substrates that produce a fluorescent signal. The fluorogenic acidic organelle enzyme substrates of this invention are designed to provide high fluorescence at low pH values and are derivatized to permit membrane permeation through both outer and organelle membranes of intact cells and can be used for staining cells at very low concentrations. They can be used for monitoring enzyme activity in cells at very low concentrations and are not toxic to living cells or tissues.

  本发明涉及基于细胞器酶活性的酸性细胞器的可视化。本发明的细胞器底物是特定于细胞器酶活性的，并标记这些细胞器，如溶酶体，使它们可见且易于观察。本发明的底物包括产生荧光信号的底物。本发明的荧光酸性细胞器酶底物旨在在低pH值下提供高荧光，并经过衍生化以允许穿透完整细胞的外部和细胞器膜，并可用于非常低的浓度染色细胞。它们可用于监测细胞中非常低浓度的酶活性，并且对生物体内的细胞或组织没有毒性。
• A system for cell-based screening
  申请人：Cellomics, Inc.

  公开号：EP1314980A2

  公开（公告）日：2003-05-28

  The present invention provides systems, methods, screens, reagents and kits for optical system analysis of cells to rapidly determine the distribution, environment, or activity of fluorescently labeled reporter molecules in cells for the purpose of screening large numbers of compounds for those that specifically affect particular biological functions.

  本发明提供了用于细胞光学系统分析的系统、方法、筛选、试剂和试剂盒，以快速确定荧光标记的报告分子在细胞中的分布、环境或活性，从而筛选出大量化合物，找出那些对特定生物功能有特异影响的化合物。
• Intracellular organelle peptide targeted enzyme substrates
  申请人：Marker Gene Technologies, Inc.

  公开号：US10401361B2

  公开（公告）日：2019-09-03

  This invention relates to substrates and methods for the visualization of intracellular organelles, such as the lysosome, peroxiosome, nucleus, Endoplasmic Reticulum and Golgi Apparatus, based upon organelle enzyme activity. Such compounds represent a novel combination of chemically distinct enzyme substrates with targeting and detection substrates which are activated by enzyme activity inside target organelles to produce a detectable signal. The organelle targeted enzyme substrates of this invention are designed to provide high fluorescence at lower pH values found in some organelles and can be used for monitoring enzyme activity inside cells at very low concentrations.

  本发明涉及基于细胞器酶活性的细胞内细胞器（如溶酶体、过氧化物酶体、细胞核、内质网和高尔基体）可视化底物和方法。这类化合物是化学性质不同的酶底物与靶向和检测底物的新型组合，靶向和检测底物被目标细胞器内的酶活性激活，产生可检测的信号。本发明的细胞器靶向酶底物可在某些细胞器中较低的 pH 值下发出高荧光，可用于监测细胞内极低浓度的酶活性。