α-aminoisobutyryl-L-alanine | 84758-77-0

• 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: α-aminoisobutyryl-L-alanine
• 英文别名: H-Aib-L-Ala-OH；(2S)-2-[(2-amino-2-methylpropanoyl)amino]propanoic acid
• CAS: 84758-77-0
• 化学式: C₇H₁₄N₂O₃
• 分子量: 174.2
• InChiKey: NMGOPDHNZINAJY-BYPYZUCNSA-N

物化性质

• 沸点：
  395.6±27.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-aminoisobutyryl-L-alanine 、 H-Aib-Ala-OtBu 在 N-甲基吗啉 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到Z-Aib-L-Ala-Aib-L-Ala-OtBu
  参考文献：
  名称：

  在13 C-NMR-谱和新方法中合成pH值为2-甲基丙氨酸的肽

  摘要：

  通过13 C-NMR研究了不常见的氨基酸2-甲基丙氨酸（α-氨基异丁酸，Aib）。关于相邻基团和氨基酸，讨论了Aib的氨基或羧基保护的衍生物和受保护的寡肽的化学位移。研究了Aib，Aib-Ala，Ala-Aib，Aib-Ala-Aib和Aib-Ala-Aib-Ala-Aib的13 C-NMR光谱的pH依赖性。使用这些示例，首次展示了一种新的有利方法，用于评估NMR滴定曲线，该方法使用了所谓的化学位移图（CS图）。

  DOI：

  10.1016/0040-4020(82)85164-8

文献信息

• Synthesis, structural study and topological analysis of Zn/Aib and Aib-based small peptide complexes (H-Aib-OH=α-aminoisobutyric acid)
  作者：Eugenia Katsoulakou、Giannis S. Papaefstathiou、Konstantis F. Konidaris、George Pairas、Catherine Raptopoulou、Paul Cordopatis、Evy Manessi-Zoupa

  DOI：10.1016/j.poly.2009.07.005

  日期：2009.10

  The systematic investigation of the coordination chemistry of alpha-aminoisobutyric acid (H-Aib-OH) and Aib-based small peptides is continued. The solid complexes [Zn-3(H-Aib-O)(6)]center dot MeCOOH center dot H2O (1 center dot MeCOOH center dot H2O), ([Zn(H-2-Aib-L-Ala-O)(2)]center dot H2O](n) (2 center dot H2O) and [Zn(H-2-Aib-Aib-Aib-O)(4)](ClO4)(2)center dot 5.8H(2)O (3 center dot 5.8H(2)O) have been isolated and characterized by single-crystal X-ray crystallography. In the structure of complex 1 center dot MeCOOH center dot H2O, three Zn-II ions and six H-Aib-O- ligands have assembled to form a trinuclear cluster. All three Zn-II centers are in a very distorted trigonal bipyramidal coordination. The trinuclear units assemble through a network of hydrogen bonds to form a 2D framework with a (3.6.3.6) topology, while the lattice acetic acid and water molecule connect the layers to create a 3D framework with a fcu topology. Complex 2 center dot H2O is a two-dimensional coordination polymer. The deprotonated dipeptide behaves as a eta(1):eta(1):eta(1):mu(2) ligand binding one Zn-II atom through its amino nitrogen and peptide oxygen, and an adjacent Zn-II atom through one of its carboxylate oxygen. In the crystal lattice, the layers are connected in the third direction through hydrogen bonds and the resulting framework conforms to a tfa net. Complex 3 center dot 5.8H(2)O consists of mononuclear [Zn(H-2-Aib-Aib-Aib-O)(4)](2+) cations, CLO4- and lattice water molecules. The tripeptide ligands are in their zwitterionic form and coordinate through one of the carboxylate oxygen atom to the metal ion, while they are participating in a network of intra- and intermolecular hydrogen bonds forming a 3D framework that adopts the bcu network. (c) 2009 Elsevier Ltd. All rights reserved.
• The dipeptide H-Aib-l-Ala-OH ligand in copper(II) chemistry: Variation of product identity as a function of pH
  作者：Manolis Tiliakos、Eugenia Katsoulakou、Aris Terzis、Catherine Raptopoulou、Paul Cordopatis、Evy Manessi-Zoupa

  DOI：10.1016/j.inoche.2005.09.008

  日期：2005.12

  A systematic investigation of the influence of "pH" on the product identity from the Cu-II(H-Aib-L-Ala-OH (LH) reaction system is described, where H-Aib-L-Ala-OH is alpha-aminoisobutyryl-L-alanine. The pH variation has led to the synthesis of two discrete complexes, the structures of which have been determined by single-crystal X-ray crystallography. The "low pH" complex [CuClL](H2O)2.5}(n) (1) is a 3D coordination polymer, in which the dipeptide monoanion L- behaves as a eta(1) :eta(1) :eta(1) :mu(2) ligand binding one Cu-II atom through its amino nitrogen and neutral peptide oxygen, and an adjacent Cull atom through one of its carboxylate oxygen. The "higher pH" complex [Cu(H-1L)(EtOH)](EtOH)}(n) (2) is a chain (1D) compound, in which the dipeptide dianion H-1L2- uses its amino nitrogen, deprotonated peptide nitrogen and both carboxylate oxygens to bridge two metal centres. (c) 2005 Elsevier B.V. All rights reserved.
• US5739287A
  申请人：——

  公开号：US5739287A

  公开（公告）日：1998-04-14
• US5840712A
  申请人：——

  公开号：US5840712A

  公开（公告）日：1998-11-24