(¹³C)-heptanal | 1453504-02-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (¹³C)-heptanal
• CAS: 1453504-02-3
• 化学式: C₇H₁₄O
• 分子量: 115.177
• InChiKey: FXHGMKSSBGDXIY-CDYZYAPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  8.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (¹³C)-heptanal 在 正丁基锂 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (¹³C)-trimethyl(oct-1-yn-1-yl)silane
  参考文献：
  名称：

  Nickel-Catalyzed Decarbonylative Alkylidenation of Phthalimides with Trimethylsilyl-Substituted Alkynes

  摘要：

  We have developed a nickel-catalyzed transformation, in which phthalimides react with trimethylsilyl-substituted alkynes in the presence of Ni(0)/PMe3/MAD catalyst to provide isoindolinones. The reaction process displays an unusual mechanistic feature-decarbonylation and alkylidenation. The use of both trimethylsilyl-substiuted alkynes and MAD was found to be essential for the transformation with high selectivities.

  DOI：

  10.1021/ja4068172
• 作为产物：
  描述：

  (¹³C)-heptanenitrile 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 生成 (¹³C)-heptanal
  参考文献：
  名称：

  Nickel-Catalyzed Decarbonylative Alkylidenation of Phthalimides with Trimethylsilyl-Substituted Alkynes

  摘要：

  We have developed a nickel-catalyzed transformation, in which phthalimides react with trimethylsilyl-substituted alkynes in the presence of Ni(0)/PMe3/MAD catalyst to provide isoindolinones. The reaction process displays an unusual mechanistic feature-decarbonylation and alkylidenation. The use of both trimethylsilyl-substiuted alkynes and MAD was found to be essential for the transformation with high selectivities.

  DOI：

  10.1021/ja4068172

文献信息

• Cyanobacterial Aldehyde Deformylase Oxygenation of Aldehydes Yields <i>n</i> – 1 Aldehydes and Alcohols in Addition to Alkanes
  作者：Kelly G. Aukema、Thomas M. Makris、Sebastian A. Stoian、Jack E. Richman、Eckard Münck、John D. Lipscomb、Lawrence P. Wackett

  DOI：10.1021/cs400484m

  日期：2013.10.4

  These favorable characteristics of the iron sites allow, for the first time for any biological system, a comprehensive determination of the spin Hamiltonian parameters describing the electronic state of the diferrous cluster. The nature of the diiron cluster and the newly recognized products from ADO catalysis hold implications for the mechanism of C–C bond cleavage.

  醛脱甲酰加氧酶 (ADO) 催化生物底物十八醛末端碳的 O 2依赖性释放，在需要外部还原当量的反应中产生甲酸盐和十七烷。我们在此表明​​，ADO 还催化 O 2中的氧原子并入烷烃产物中，产生醇和醛产物。对于 C 9-10醛底物，烷烃产物的氧化作用更加明显，因此使用壬醛作为底物会产生相似量的辛烷、辛醛和辛醇产物。当使用双标记的[1,2- 13 C]辛醛作为底物时，庚烷、庚醛和庚醇产物各自在C-1碳原子中含有单个13 C-标记。唯一确定的一碳产物是甲酸。 [ 18 O]O 2掺入研究证明了[ 18 O]醇产物的形成，但快速溶剂交换阻止了对醛产物的类似测定。在反应开始时添加[1- 13 C]壬醇和癸醛作为底物导致形成[1- 13 C]壬醛。在不存在癸醛的情况下不形成13 C-产物。 ADO 含有氧桥双核铁簇。对源自最初形成的烷烃产物的醇和醛产物的观察表明，其活性物质与甲烷单加氧酶（MMO）和细菌
• Using Isotopic Tools to Dissect and Quantitate Parallel Metabolic Pathways
  作者：Sushabhan Sadhukhan、Yong Han、Guo-Fang Zhang、Henri Brunengraber、Gregory P Tochtrop

  DOI：10.1021/ja100399m

  日期：2010.5.12

  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.