N-butylglycine hydrochloride | 3182-82-9

• 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: N-butylglycine hydrochloride
• 英文别名: butylglycine hydrochloride；Agn-PC-0NI4TH；2-(butylamino)acetic acid;hydrochloride
• CAS: 3182-82-9
• 化学式: C₆H₁₃NO₂*ClH
• 分子量: 167.636
• InChiKey: SJEZDBPWJXGKJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  49.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-butylglycine hydrochloride 在 三溴化磷 作用下， 以 氯仿 为溶剂， 反应 1.42h， 以36.1%的产率得到N-Butylglycine N-thiocarboxyanhydride
  参考文献：
  名称：

  Controlled Polymerization of N-Substituted Glycine N-Thiocarboxyanhydrides Initiated by Rare Earth Borohydrides toward Hydrophilic and Hydrophobic Polypeptoids

  摘要：

  N-substituted glycine N-thiocarboxyanhydrides (NTAs) are alternative monomers to prepare polypeptoids with large-scale producing potential compared to the corresponding N-carboxyanhydrides (NCAs) due to their easily synthetic approach and stability during purification and storage. Novel monomer N-butylglycine NTA (NBG-NTA) has been synthesized and well characterized for the first time. Rare earth borohydrides [RE(BH4)(3)(THF)(3), RE = Sc, Y, La, Nd, Dy, and Lit] have been first applied in the polymerization of sarcosine NTA (Sar-NTA) and NBG-NTA to achieve high molecular weight (MW) hydrophilic and hydrophobic polypeptoids. Polysarcosines (PSars), poly(N-butylglycine)s (PNBGs), and their copolymers with high yields, high MWs, and moderate MW distributions are synthesized at 60 degrees by using RE(BH4)(3)(THF)(3) initiators. MWs of polypeptoids are controlled by feed molar ratios. For instance, PSar with an absolute M-n, of 27.7 kDa (DP = 390) and PDI of 1.14 is produced successfully from Sar-NTA. Thermoresponsive random copolypeptoids poly(sarcosine-r-N-butylglycine)s [P(Sar-r-NBG)s] have reversible phase transitions (cloud point temperature) in aqueous solution and minimal cytotoxicity comparable to PEG and PSar, which is promising in various biomedical and biotechnological applications. Thermal properties of homo- and co-polypeptoids are investigated by TGA and DSC measurements.

  DOI：

  10.1021/ma501131t
• 作为产物：
  描述：

  乙基N-丁基甘氨酸酯 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 24.5h， 生成 N-butylglycine hydrochloride
  参考文献：
  名称：

  Rich spectroscopic and molecular dynamic studies on the interaction of cytotoxic Pt(II) and Pd(II) complexes of glycine derivatives with calf thymus DNA

  摘要：

  Some amino acid derivatives, such as R-glycine, have been synthesized together with their full spectroscopic characterization. The sodium salts of these bidentate amino acid ligands have been interacted with [M(bpy)(H2O)(2)](NO3)(2) giving the corresponding some new complexes with formula [M(bpy)(R-gly)]NO3 (where M is Pt(II) or Pd(II), bpy is 2,2-bipyridine and R-gly is butyl-, hexyl- and octyl-glycine). Due to less solubility of octyl derivatives, the biological activities of butyl and hexyl derivatives have been tested against chronic myelogenous leukemia cell line, K562. The interaction of these complexes with highly polymerized calf thymus DNA has been extensively studied by means of electronic absorption, fluorescence and other measurements. The experimental results suggest that these complexes positive cooperatively bind to DNA presumably via groove binding. Molecular dynamic results show that the DNA structure is largely maintained its native structure in hexylglycine derivative-water mixtures and at lower temperatures. The simulation data indicates that the more destabilizing effect of butylglycine is induced by preferential accumulation of these molecules around the DNA and due to their more negative free energy of binding via groove binding.

  DOI：

  10.1080/07391102.2015.1015056

文献信息

• METHOD FOR SYNTHESIZING PEPTIDES IN CELL-FREE TRANSLATION SYSTEM
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US20200040372A1

  公开（公告）日：2020-02-06

  An objective of the present invention is to provide methods of synthesizing peptides containing structurally diverse amino acids using cell-free translation systems, which can accomplish excellent translational efficiency as compared to conventional techniques (the conventional techniques being methods which involve preparing aminoacyl-tRNAs which do not have protecting groups outside the translation systems without using ARS, and then adding the prepared aminoacyl-tRNAs into translation systems). In the present invention, it was found that amino acid-containing peptides can be synthesized efficiently by protecting an amino acid linked to tRNA with an appropriate protecting group, and then performing the step of deprotecting the protecting group of the amino acid linked to tRNA and the step of peptide translation from a template nucleic acid in a cell-free translation system in parallel.

  本发明的一个目标是提供使用无细胞翻译系统合成含有结构多样的氨基酸的肽的方法，这些方法可以实现与传统技术相比出色的翻译效率（传统技术是指涉及在翻译系统外部准备没有保护基的氨酰-tRNA而不使用ARS的方法，然后将准备好的氨酰-tRNA添加到翻译系统中）。在本发明中，发现通过用适当的保护基保护与tRNA连接的氨基酸，然后并行进行去保护氨基酸与tRNA连接的保护基的步骤和从模板核酸进行肽翻译的步骤，可以高效地合成含有氨基酸的肽。
• Synthesis of new liophilic functionalized aminomethylphosphine oxides and their acid-base and membrane-transport properties toward acidic substrates
  作者：R. A. Cherkasov、A. R. Garifzyanov、A. S. Talan、R. R. Davletshin、N. V. Kurnosova

  DOI：10.1134/s1070363209090114

  日期：2009.9

  A large number of new lipophilic mono- and bisphosphinylamines including those possessing additional potential centers of coordination was synthesized on the basis of the Kabachnik-Fields reaction, and acid-base and membrane transport properties of the synthesized compounds toward the mono- and polybasic carboxylic acids were studied. By their basicity all the synthesized aminophosphine oxides were

  在Kabachnik-Fields反应的基础上，合成了许多新的亲脂性单膦酸和双膦胺，包括具有额外潜在配位中心的那些，以及合成的化合物对一元和多元羧酸的酸碱和膜传输特性被研究了。由于它们的碱性，所有合成的氨基膦氧化物均显示出劣于其脂族胺前体。第二次膦基的引入极大地降低了碱性，以致于不可能通过电位法确定p K a。讨论了氨基次膦酰基载体与底物的结构与酸性底物的膜运输效率之间的相互关系。
• A Mild and Efficient Method for the One-Pot Monocarboxymethylation of Primary Amines
  作者：Nicholas Tomkinson、Timothy Gibbs、Michael Boomhoff

  DOI：10.1055/s-2007-982531

  日期：2007.6

  A mild and efficient method for the monocarboxymethylation of primary amines that takes place under aqueous conditions at room temperature is described. Treatment of an aqueous solution of a variety of primary amines with two equivalents of glyoxylic acid leads to the N-formyl glycine derivatives. Direct hydrolysis of the crude reaction solution leads to the products of amine mono­carboxymethylation in good to excellent yield.

  本文介绍了一种在室温水溶液条件下进行伯胺单羧甲基化反应的温和而高效的方法。用两当量的乙醛酸处理各种伯胺的水溶液，可得到 N-甲酰基甘氨酸衍生物。直接水解粗反应溶液可得到胺一羧甲基化产物，收率从良好到极佳。
• Cyclic Poly(α-peptoid)s and Their Block Copolymers from N-Heterocyclic Carbene-Mediated Ring-Opening Polymerizations of N-Substituted <i>N</i>-Carboxylanhydrides
  作者：Li Guo、Donghui Zhang

  DOI：10.1021/ja907380d

  日期：2009.12.23

  sequential monomer addition. The cyclic polymer architectures were verified by MALDI-TOF mass spectrometry and intrinsic viscosity measurements. Mark-Houwink-Sakurada plot analyses revealed that cyclic poly(alpha-peptoid)s prepared from NHC-mediated polymerizations exhibit lower intrinsic viscosities than their linear analogues prepared from primary amine-initiated polymerizations. The ratio of their intrinsic

  N-取代的 N-羧基酐 ((N)R-NCA) 的 N-杂环卡宾 (NHC) 介导的开环聚合 (ROP) 产生具有受控分子量 (M(n) = 3-30 kg mol(-1)) 和窄分子量分布 (PDI = 1.04-1.12)。该反应表现出具有最小链转移的活性聚合特征。这使得可以通过顺序单体添加轻松合成环状二嵌段共聚（α-拟肽）。通过 MALDI-TOF 质谱和特性粘度测量验证了环状聚合物结构。Mark-Houwink-Sakurada 绘图分析显示，由 NHC 介导的聚合制备的环状聚 (α-拟肽) 比由伯胺引发的聚合制备的线性类似物具有更低的特性粘度。
• [EN] META-GUANIDINE, UREA, THIOUREA OR AZACYCLIC AMINO BENZOIC ACID DERIVATIVES AS INTEGRIN ANTAGONISTS<br/>[FR] DERIVES DE LA META-GUANIDINE, DE L'UREE, DE LA THIO-UREE OU DE L'ACIDE AMINOBENZOIQUE AZACYCLIQUE UTILISES COMME ANTAGONISTES DE L'INTEGRINE
  申请人：G.D. SEARLE & CO.

  公开号：WO1997008145A1

  公开（公告）日：1997-03-06

  (EN) The present invention relates to a class of compounds represented by formula (I) or a pharmaceutically acceptable salt thereof, wherein A is (a) or (b) or (c) or (d) pharmaceutical compositions thereof and methods of using such compounds and compositions as $g(a)v$g(b)3 integrin antagonists.(FR) L'invention concerne une classe de composés représentés par la formule I et leurs sels acceptables sur le plan pharmaceutique. Dans cette formule, A est (a) ou (b) ou (c) ou (d). L'invention concerne également des préparations pharmaceutiques contenant ces composés, ainsi que des procédés d'utilisation de ces composés et de ces préparations comme antagonistes de l'intégrine $g(a)v$g(b)3.

  本发明涉及一类由公式（I）或其药学上可接受的盐所表示的化合物，其中A是（a）或（b）或（c）或（d），以及这些化合物和组合物作为$g(a)v$g(b)3整合素拮抗剂的药物组合物和使用方法。本发明还涉及包含这些化合物的药物制剂以及将这些化合物和制剂作为$g(a)v$g(b)3整合素拮抗剂的使用方法。