3-((2-aminoethyl)amino)propanoic acid | 34381-72-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-((2-aminoethyl)amino)propanoic acid
• 英文别名: 3-(2-aminoethylamino)propanoic acid
• CAS: 34381-72-1
• 化学式: C₅H₁₂N₂O₂
• mdl: MFCD16685301
• 分子量: 132.162
• InChiKey: NNLRDVBAHRQMHK-UHFFFAOYSA-N

物化性质

• 沸点：
  306.6±22.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.9
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-((2-aminoethyl)amino)propanoic acid 在 N,N'-羰基二咪唑 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 3-[2-(acridin-9-ylamino)ethylamino]-N-(2-azidoethyl)propanamide
  参考文献：
  名称：

  使用荧光后标记探测 DNA 靶向铂类抗癌剂的亚细胞定位

  摘要：

  细胞周围的绿色：开发了一种标记后方法，通过共聚焦荧光显微镜对癌细胞中的 DNA 靶向铂药物进行成像。这是使用叠氮化物功能化铂-吖啶抗癌药物和炔改性染料 Alexa Fluor 488（绿色星形，见图）之间的连接化学完成的。铂-吖啶试剂被证明会在癌细胞 (NCI-H460) 的核仁中积聚。

  DOI：

  10.1002/anie.201210079
• 作为产物：
  描述：

  乙二胺 、 丙烯酸 在 水 作用下， 生成 3-((2-aminoethyl)amino)propanoic acid
  参考文献：
  名称：

  Process of producing new amino-carboxylic acids

  摘要：

  公开号：

  US02195974A1

文献信息

• [EN] A CONJUGATE OF AN AMANITA TOXIN WITH BRANCHED LINKERS<br/>[FR] CONJUGUÉ D'UNE TOXINE D'AMANITE AVEC DES LIEURS RAMIFIÉS
  申请人：HANGZHOU DAC BIOTECH CO LTD

  公开号：WO2020155017A1

  公开（公告）日：2020-08-06

  Provided herein is the conjugation of an amanita toxin compound to a cell-binding molecule with branched linkers for having better targeted treatment of abnormal cells. It also relates to a branched-linkage method of conjugation of an amanita molecule to a cell-binding ligand, as well as methods of using the conjugate in targets treatment of cancer, infection and autoimmune disease.

  本文提供了一种将鹅膏菌毒素化合物与具有分支连接物的细胞结合分子结合，以实现更好地针对异常细胞进行治疗。它还涉及将鹅膏菌分子与细胞结合配体结合的分支连接方法，以及在癌症、感染和自身免疫疾病治疗中使用该结合物的方法。
• Discovery of Tetrahydropyrazolopyridine as Sphingosine 1-Phosphate Receptor 3 (S1P₃)-Sparing S1P₁ Agonists Active at Low Oral Doses
  作者：Emmanuel H. Demont、James M. Bailey、Rino A. Bit、Jack A. Brown、Colin A. Campbell、Nigel Deeks、Simon J. Dowell、Colin Eldred、Pam Gaskin、James R. J. Gray、Andrea Haynes、David J. Hirst、Duncan S. Holmes、Umesh Kumar、Mary A. Morse、Greg J. Osborne、Jessica F. Renaux、Gail A. L. Seal、Chris A. Smethurst、Simon Taylor、Robert Watson、Robert Willis、Jason Witherington

  DOI：10.1021/acs.jmedchem.5b01512

  日期：2016.2.11

  S1P1 agonists. We have recently disclosed a series of orally active tetrahydroisoquinoline (THIQ) compounds matching these criteria. In this paper we describe how we defined and implemented a strategy aiming at the discovery of selective structurally distinct follow-up agonists. This effort culminated with the identification of a series of orally active tetrahydropyrazolopyridines.

  FTY720是第一个批准用于治疗复发缓解型多发性硬化症患者的口服小分子药物。它是S1P 1受体的有效激动剂，但对S1P 3受体的选择性缺乏与临床中观察到的大多数心血管副作用有关。这些发现引发了为识别第二代S1P 3 -S1P 1而付出的巨大努力。激动剂。我们最近公开了一系列符合这些标准的口服活性四氢异喹啉（THIQ）化合物。在本文中，我们描述了我们如何定义和实施旨在发现选择性结构不同的后续激动剂的策略。这项努力最终鉴定出一系列口服活性四氢吡唑并吡啶。
• DNA Adduct Detection after Post‐Labeling Technique with PCR Amplification (DNA‐ADAPT–qPCR) Identifies the Pre‐ribosomal RNA Gene as a Direct Target of Platinum–Acridine Anticancer Agents
  作者：Xiyuan Yao、Ulrich Bierbach

  DOI：10.1002/chem.202102263

  日期：2021.10.21

  The DNA damage caused by a platinum–acridine agent in cancer cells was studied by using an assay that combines post-labeling of click chemistry-enabled DNA adducts, affinity pull-down purification, and PCR amplification. The method demonstrates that rDNA repeats are a cellular, and potentially pharmacological, target of the hybrid agents.

  铂吖啶试剂在癌细胞中造成的 DNA 损伤通过使用结合了点击化学 DNA 加合物的后标记、亲和下拉纯化和 PCR 扩增的检测方法进行了研究。该方法表明 rDNA 重复是混合试剂的细胞靶点，并且可能是药理学靶点。
• Using a Build-and-Click Approach for Producing Structural and Functional Diversity in DNA-Targeted Hybrid Anticancer Agents
  作者：Song Ding、Xin Qiao、Gregory L. Kucera、Ulrich Bierbach

  DOI：10.1021/jm301278c

  日期：2012.11.26

  An efficient screening method was developed for functionalized DNA targeted platinum-containing hybrid anticancer agents based on metal mediated amine-to-nitrile addition, a form of "click" chemistry. The goal of the study was in generate platinum-acridine agents for their use as cytotoxic "warheads" in targeted and multifunctional therapies. This was achieved by introducing hydroxl, carboxylic acid, and azide functionalities in the acridine linker moiety and by varying the nonleaving groups attached to platinum. The assay, which was based on microscale reactions between 6 platinum-nitrile complexes and 10 acridine derivatives, yielded a small library of 60 platinum-acridines. Reactions were monitored, and product mixtures were quantitatively analyzed by automated in-line high-performance liquid chromatography-electrospray mass spectrometry (LC-ESMS) analysis and subjected to cell viability screening using a nonradioactive cell proliferation assay. The new prescreening methodology proves to be a powerful tool for establishing structure-activity relationships and for identifying target compounds.
• Addition of Ethylenediamine to Methyl Methacrylate and to Acrylonitrile. Reactions of the Adducts
  作者：S. CARLTON DICKERMAN、JULIUS SIMON

  DOI：10.1021/jo01354a008

  日期：1957.3