ethyl (E)-[1,2-(13)C2]hept-2-enoate | 1227055-98-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (E)-[1,2-(13)C2]hept-2-enoate
• CAS: 1227055-98-2
• 化学式: C₉H₁₆O₂
• 分子量: 158.203
• InChiKey: CYLQPOIZDBIXFP-DUTPOMPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ethyl (E)-[1,2-(13)C2]hept-2-enoate 在 10 % platinum on carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 1.0h， 生成 ethyl [1,2-⁽¹³⁾C₂]heptanoate
  参考文献：
  名称：

  Using Isotopic Tools to Dissect and Quantitate Parallel Metabolic Pathways

  摘要：

  4-Hydroxyacids are ubiquitous in human physiology. They are derived from the drugs of abuse gamma-hydroxybutyrate (GHB), gamma-hydroxypentanoate(GHP), in addition to the omnipresent lipid peroxidation product 4-hydroxy-2-(E)-nonenal (4-HNE). Previously we reported that 4-hydroxyacids are catabolized through two parallel pathways. In this report we detail two isotopic tools that have allowed the dissection of this catabolic process and illustrate how these tools can be used to quantify the relative flux down each pathway. We found that 4-hydroxynonanoate (4-hydroxyacid derived from 4-HNE) is primarly catabolized through a pathway that phosphorylates the C-4 hydroxyl and isomerizes it to a C-3 hydroxy compound, which is catabolized through B-oxidation.

  DOI：

  10.1021/ja100399m
• 作为产物：
  描述：

  正戊醛 、 (ethoxycarbonyl<13C>methyliden)triphenylphosphorane 以 二氯甲烷 为溶剂， 反应 3.0h， 以84.8%的产率得到ethyl (E)-[1,2-(13)C2]hept-2-enoate
  参考文献：
  名称：

  Using Isotopic Tools to Dissect and Quantitate Parallel Metabolic Pathways

  摘要：

  4-Hydroxyacids are ubiquitous in human physiology. They are derived from the drugs of abuse gamma-hydroxybutyrate (GHB), gamma-hydroxypentanoate(GHP), in addition to the omnipresent lipid peroxidation product 4-hydroxy-2-(E)-nonenal (4-HNE). Previously we reported that 4-hydroxyacids are catabolized through two parallel pathways. In this report we detail two isotopic tools that have allowed the dissection of this catabolic process and illustrate how these tools can be used to quantify the relative flux down each pathway. We found that 4-hydroxynonanoate (4-hydroxyacid derived from 4-HNE) is primarly catabolized through a pathway that phosphorylates the C-4 hydroxyl and isomerizes it to a C-3 hydroxy compound, which is catabolized through B-oxidation.

  DOI：

  10.1021/ja100399m