<15N>-α-amino-2-methylpropanoic acid

• 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: <15N>-α-amino-2-methylpropanoic acid
• 英文别名: [α-15N]-α-aminoisobutyric acid；aminoisobutanoic-(15N) acid；2-Aminoisobutyric-15N acid, 98 atom % 15N, 98% (CP)；2-(15N)azanyl-2-methylpropanoic acid
• 化学式: C₄H₉NO₂
• 分子量: 104.114
• InChiKey: FUOOLUPWFVMBKG-HOSYLAQJSA-N

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

• 作为产物：
  描述：

  [α-15N]-α-aminoisobutyronitrile 在 盐酸 作用下， 反应 2.0h， 以65%的产率得到<15N>-α-amino-2-methylpropanoic acid
  参考文献：
  名称：

  Synthesis of15N-Labelled D-Isovaline and α-Aminoisobutyric Acid

  摘要：

  [N-15]-D-isovaline was prepared from DL-[alpha-N-15]-alpha-aminoisovaleramide by enzymatic resolution with Mycobacterium neoaurum. The N-15-isotope was introduced during the Strecker synthesis of its precursor, e.g. aminoisovaleronitrile. Attempts to prepare the amino nitrile precursor of [N-15]-alpha-aminoisobutyric acid (Aib) led to a poor yield and loss of the label. Significantly, improved results were obtained when a cosolvent is present during formation of aminoisobutyronitrile.

  DOI：

  10.1002/(sici)1099-0690(200003)2000:5<857::aid-ejoc857>3.0.co;2-v

文献信息

• Synthesis of15N-Labelled D-Isovaline and α-Aminoisobutyric Acid
  作者：Andrei Ogrel、Vitalii I. Shvets、Bernard Kaptein、Quirinus B. Broxterman、Jan Raap

  DOI：10.1002/(sici)1099-0690(200003)2000:5<857::aid-ejoc857>3.0.co;2-v

  日期：2000.3

  [N-15]-D-isovaline was prepared from DL-[alpha-N-15]-alpha-aminoisovaleramide by enzymatic resolution with Mycobacterium neoaurum. The N-15-isotope was introduced during the Strecker synthesis of its precursor, e.g. aminoisovaleronitrile. Attempts to prepare the amino nitrile precursor of [N-15]-alpha-aminoisobutyric acid (Aib) led to a poor yield and loss of the label. Significantly, improved results were obtained when a cosolvent is present during formation of aminoisobutyronitrile.
• Orgel'; Rimavi; Shvets, Russian Journal of Organic Chemistry, 2000, vol. 36, # 8, p. 1225 - 1226
  作者：Orgel'、Rimavi、Shvets、Raap

  DOI：——

  日期：——
• ——
  作者：A. Ogrel'、V. Rimavi、J. Raap、V. Shvets

  DOI：10.1023/a:1012417532363

  日期：——

  Approach was developed to a preparative synthesis of isotope-labeled aminoacids contained in servamycin IIB antibiotic. Glutamines labeled with N-15, C-13, and H-2 were prepared in 70-80% yield starting with the corresponding labeled glutamic. acids under catalysis with the glutamine synthetase enzyme. N-15-2-aminoisobutanoic acid and N-15-isovaline were obtained by Strecker method in 65 and 31% yields respectively. All compounds synthesized were identified and characterized by NMR spectroscopy.