N-(3-氨基丙基)甘氨酸双盐酸盐 | 2875-41-4

• 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
• 中文名称: N-(3-氨基丙基)甘氨酸双盐酸盐
• 英文名称: N-(3-aminopropyl)glycine
• 英文别名: N-(3-Aminopropyl)glycin；(3-Aminopropyl)glycine；2-(3-aminopropylamino)acetic acid
• CAS: 2875-41-4
• 化学式: C₅H₁₂N₂O₂
• 分子量: 132.162
• InChiKey: DHGYLUFLENKZHH-UHFFFAOYSA-N

物化性质

• 沸点：
  287.8±20.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 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

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  N-(3-氨基丙基)甘氨酸双盐酸盐 在 盐酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 25.0h， 生成 Methyl 2-[3-(phenylmethoxycarbonylamino)propylamino]acetate
  参考文献：
  名称：

  Building units for N-backbone cyclic peptides. 1. Synthesis of protected N-(.omega.-aminoalkylene)amino acids and their incorporation into dipeptide units

  摘要：

  A variety of new amino acids which contain an omega-aminoalkylene group on the N(alpha)-amino nitrogen were synthesized by alkylation of alkylenediamines with alpha-halogeno acids. The reaction proceeds with inversion of configuration; thus, optically pure products were obtained when optically active a-halogeno acids were used. The N-(omega-aminoalkylene)amino acids were protected by orthogonal protecting groups to allow their incorporation into dipeptides by the "solution" techniques and into peptides by the solid-phase peptide synthesis (SPPS) methodology. A series of dipeptide analogs of Phe-Gly, Leu-Gly, Trp-Gly, Phe-Leu, and Phe-Ala in which the nitrogen of the peptide bond is alkylated by omega-aminoalkylene chains with various lengths were prepared. These new protected N-(omega-aminoalkylene)amino acids and their derived dipeptide units may be used as building blocks for conformationally constrained N-backbone cyclic peptides.

  DOI：

  10.1021/jo00047a022
• 作为产物：
  描述：

  溴乙酸 、 1,3-丙二胺 以 乙醇 为溶剂， 反应 72.0h， 生成 N-(3-氨基丙基)甘氨酸双盐酸盐
  参考文献：
  名称：

  Interaction of Poly[N-(3-aminopropyl)glycine] and Its Derivatives with Lipid Membrane

  摘要：

  研究人员合成了聚[N-(3-氨基丙基)甘氨酸]（PolyNAPGly，5）及其衍生物作为膜结合酶的模型肽，并研究了它们与脂膜的相互作用。结果表明，PolyNAPGly (5) 能分布到二棕榈酰磷脂酰胆碱双层膜上而不破坏囊泡结构。在 PolyNAPGly (5) 的侧链上引入十二烷基，发现可促进聚合物与脂膜的结合。然而，在 PolyNAPGly (5) 中引入过量的疏水基团会导致聚合物胶束的形成，将此类聚合物加入脂质囊泡中会破坏膜结构。含有一个或两个十二烷基和一些 Nε-benzyloxycarbonylhistidyl 基团的 PolyNAPGly (5) 衍生物（n=35）被发现能与脂膜紧密结合而不破坏膜结构。在囊泡中加入这些多肽会降低膜的流动性。

  DOI：

  10.1246/bcsj.61.3983

文献信息

• Modification of the binding affinity of peptide nucleic acids (PNA). PNA with extended backbones consisting of 2-aminoethyl-β-alanine or 3-aminopropylglycine units
  作者：Birgitte Hyrup、Michael Egholm、Marc Rolland、Peter E. Nielsen、Rolf H. Berg、Ole Buchardt

  DOI：10.1039/c39930000518

  日期：——

  The binding affinity between peptide nucleic acids (PNA) and DNA is reduced by incorporation of PNA units with extended backbones.

  肽核酸（PNA）与DNA之间的结合亲和力通过将PNA单元与扩展的骨架结合而降低。
• [EN] SYNTHESIS OF CYCLOCREATINE AND ANALOGS THEREOF<br/>[FR] SYNTHÈSE DE CYCLOCRÉATINE ET DE SES ANALOGUES
  申请人：LUMOS PHARMA INC

  公开号：WO2016145286A1

  公开（公告）日：2016-09-15

  Provided herein is a process and intermediates for the preparation of a compound of formula (I): or a pharmaceutically acceptable salt thereof, using cyanamide in the reaction.

  本文提供一种使用氰胺反应中间体的方法和中间体，用于制备式(I)的化合物，或其药学上可接受的盐。
• Specificity of creatine kinase. New glycocyamines and glycocyamine analogs related to creatine
  作者：Gerald L. Rowley、Arno L. Greenleaf、George L. Kenyon

  DOI：10.1021/ja00750a038

  日期：1971.10
• 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.
• Building units for N-backbone cyclic peptides. 1. Synthesis of protected N-(.omega.-aminoalkylene)amino acids and their incorporation into dipeptide units
  作者：Gerardo Byk、Chaim Gilon

  DOI：10.1021/jo00047a022

  日期：1992.10

  A variety of new amino acids which contain an omega-aminoalkylene group on the N(alpha)-amino nitrogen were synthesized by alkylation of alkylenediamines with alpha-halogeno acids. The reaction proceeds with inversion of configuration; thus, optically pure products were obtained when optically active a-halogeno acids were used. The N-(omega-aminoalkylene)amino acids were protected by orthogonal protecting groups to allow their incorporation into dipeptides by the "solution" techniques and into peptides by the solid-phase peptide synthesis (SPPS) methodology. A series of dipeptide analogs of Phe-Gly, Leu-Gly, Trp-Gly, Phe-Leu, and Phe-Ala in which the nitrogen of the peptide bond is alkylated by omega-aminoalkylene chains with various lengths were prepared. These new protected N-(omega-aminoalkylene)amino acids and their derived dipeptide units may be used as building blocks for conformationally constrained N-backbone cyclic peptides.