(α-15N)-D,L-aminoisovaleronitrile | 270578-61-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (α-15N)-D,L-aminoisovaleronitrile
• 英文别名: DL-[α-15N]-α-aminoisovaleronitrile；2-(15N)azanyl-2-methylbutanenitrile
• CAS: 270578-61-5
• 化学式: C₅H₁₀N₂
• 分子量: 99.1411
• InChiKey: JCLSEQJEXYHVTC-CDYZYAPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (α-15N)-D,L-aminoisovaleronitrile 在 盐酸 、 甲酸 、 水 作用下， 反应 2.0h， 以90%的产率得到(α-15N)-D,L-aminoisovalerylamide
  参考文献：
  名称：

  摘要：

  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.

  DOI：

  10.1023/a:1012417532363
• 作为产物：
  描述：

  氰化钠 、 丁酮 在 ¹⁵N-ammonium chloride 作用下， 以 水 为溶剂， 反应 12.0h， 以100%的产率得到(α-15N)-D,L-aminoisovaleronitrile
  参考文献：
  名称：

  摘要：

  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.

  DOI：

  10.1023/a:1012417532363

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.
• ——
  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.