2-氨基异丁酸-D6 | 50348-93-1

• 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
• 中文名称: 2-氨基异丁酸-D6
• 中文别名: 2-氨基异丁酸-D6氘代
• 英文名称: 2-amino-3,3,3-trideuterio-2,2,2-trideuteriomethylpropionic acid
• 英文别名: 2-amino-3,3,3-trideuterio-2-trideuteriomethyl propionic acid；[²H6]2-amino-2-methylpropanoic acid；α-aminoisobutyric acid-D₆；α-methylalanine-d6；2-amino-3,3,3-trideuterio-2-trideuteriomethyl-propionic acid；2-Amino-2-methyl-propansaeure-d(6)；2-Amino-3,3,3-trideuterio-2-(trideuteriomethyl)propanoic acid；2-amino-3,3,3-trideuterio-2-(trideuteriomethyl)propanoic acid
• CAS: 50348-93-1
• 化学式: C₄H₉NO₂
• 分子量: 109.073
• InChiKey: FUOOLUPWFVMBKG-WFGJKAKNSA-N

物化性质

• 溶解度：
  可溶于甲醇（轻微加热）、水（轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基异丁酸-D6 在 sodium azide 、 三氟甲磺酸酐 、 potassium carbonate 、 copper(II) sulfate 作用下， 以 甲醇 为溶剂， 生成 2-Azido-3,3,3-trideuterio-2-(trideuteriomethyl)propanoic acid
  参考文献：
  名称：

  Synthesis of²H-Labelled α-Azidoisobutyryl Chloride (D₆-Azib-Cl) as²H₆-Aib Equivalent Building Block in Peptide Synthesis

  摘要：

  提出了一种 2H 标记的 α-叠氮基异丁酰氯的新合成方法，可用作肽合成的基础材料。从容易获得的丙酮氰醇-D6 开始，一种高效的合成方案以良好的收率和非常高的氘掺入量提供了氘化目标分子α-叠氮基异丁酰氯 (D6-Azib-Cl)。该化合物代表 2H 标记的 α-氨基异丁酸 (D6-Aib) 的活化、N 保护等价物，这对于高 Aib 含量的肽的 NMR 研究特别有用。

  DOI：

  10.1055/s-2004-817748
• 作为产物：
  描述：

  2-amino-2-(methyl-d3)-(3-d3-propane)nitrile 在 盐酸 作用下， 反应 3.0h， 生成 2-氨基异丁酸-D6
  参考文献：
  名称：

  Synthesis of²H-Labelled α-Azidoisobutyryl Chloride (D₆-Azib-Cl) as²H₆-Aib Equivalent Building Block in Peptide Synthesis

  摘要：

  提出了一种 2H 标记的 α-叠氮基异丁酰氯的新合成方法，可用作肽合成的基础材料。从容易获得的丙酮氰醇-D6 开始，一种高效的合成方案以良好的收率和非常高的氘掺入量提供了氘化目标分子α-叠氮基异丁酰氯 (D6-Azib-Cl)。该化合物代表 2H 标记的 α-氨基异丁酸 (D6-Aib) 的活化、N 保护等价物，这对于高 Aib 含量的肽的 NMR 研究特别有用。

  DOI：

  10.1055/s-2004-817748

文献信息

• The unusual cyclic products from tetra- and penta-peptides of α-methylalanine
  作者：M.Y. Ali、Anowara Khatun

  DOI：10.1016/s0040-4020(01)96438-5

  日期：1985.1

  Tetra- and pentapeptides of α-methylalanine give with PCl5, SOCl2 etc. intermediates which, with or without loss of amino adds, lead to bi- and tricyclic products containing imidazole and piperazine rings through different routes.

  α-甲基丙氨酸的四肽和五肽与PCl 5，SOCl 2等产生中间体，这些中间体在有或无氨基丢失的情况下，会通过不同的途径生成含咪唑和哌嗪环的双环和三环产物。
• Synthesis of deuterium-labeled hydroxybupropion
  作者：Jian Li、Lei Tian、Chi Zhang、Liqin Chen

  DOI：10.1002/jlcr.3314

  日期：2015.8

  This paper describes the synthesis of deuterium-labeled hydroxybupropion. Mass spectrometry analysis of the compound revealed over 98% deuterium enrichment.

  本文描述了氘标记的羟基安非他酮的合成。该化合物的质谱分析显示超过 98% 的氘富集。
• Oxidation and mass spectra of 4,4-dimethyloxazolidine-N-oxyl (doxyl) derivatives of ketones
  作者：Sunwen Chou、J. A. Nelson、T. A. Spencer

  DOI：10.1021/jo00930a006

  日期：1974.8
• Manipulating Interfaces through Surface Confinement of Poly(glycidyl methacrylate)-<i>block</i>-poly(vinyldimethylazlactone), a Dually Reactive Block Copolymer
  作者：Bradley S. Lokitz、Jifeng Wei、Juan Pablo Hinestrosa、Ilia Ivanov、James F. Browning、John F. Ankner、S. Michael Kilbey、Jamie M. Messman

  DOI：10.1021/ma300991p

  日期：2012.8.28

  The assembly of dually reactive, well-defined diblock copolymers incorporating the chemoselective/functional monomer, 4,4-dimethyl-2-vinylazlactone (VDMA) and the surface-reactive monomer glycidyl methacrylate (GMA) is examined to understand how competition between surface attachment and microphase segregation influences interfacial structure. Reaction of the PGMA block with surface hydroxyl groups not only anchors the copolymer to the surface, but limits chain mobility, creating brush-like structures comprising PVDMA blocks, which contain reactive azlactone groups. The block copolymers are spin coated at various solution concentrations and annealed at elevated temperature to optimize film deposition to achieve a molecularly uniform layer. The thickness and structure of the polymer thin films are investigated by ellipsometry, infrared spectroscopy, and neutron reflectometry. The results show that deposition of PGMA-b-PVDMA provides a useful route to control film thickness while preserving azlactone groups that can be further modified with biotin-poly(ethylene glycol)amine to generate designer surfaces. The method described herein offers guidance for creating highly functional surfaces, films, or coatings through the use of dually reactive block copolymers and postpolymerization modification.
• Membrane-Bound Conformation of Peptaibols with Methyl-Deuterated α-Amino Isobutyric Acids by ²H Magic Angle Spinning Solid-State NMR Spectroscopy
  作者：Kresten Bertelsen、Jan M. Pedersen、Brian S. Rasmussen、Troels Skrydstrup、Niels Chr. Nielsen、Thomas Vosegaard

  DOI：10.1021/ja0749690

  日期：2007.11.28

  We present the use of H-2 magic-angle spinning (MAS) NMR on methyl-deuterated a-amino isobutyric acid (Aib) as a new method to obtain fast and accurate structural constraints on peptailbols in membrane-bound environments. Using nonoriented vesicle-reconstituted samples we avoid the delicate preparation of oriented samples, and the use of MAS ensures high sensitivity and thereby very fast acquisition of experimental spectra. Furthermore, given the high content (similar to 40%) of Aib in peptaibols and the fact that the amino acid Aib may be synthesized from cheap starting materials, even in the case of H-2, C-13, or N-15 labeling, this method is ideally suited for studies of the membrane-bound conformation of peptailbols.