[13,13,14,14,14-d5]-tetradecanal | 948862-52-0

• 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: [13,13,14,14,14-d5]-tetradecanal
• CAS: 948862-52-0
• 化学式: C₁₄H₂₈O
• 分子量: 217.336
• InChiKey: UHUFTBALEZWWIH-ZBJDZAJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  15.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  [13,13,14,14,14-d5]-tetradecanal 在 哌啶 、 吡啶 、 红铝 作用下， 生成 trans-2-[15,15,16,16,16-d5]-hexadecenol
  参考文献：
  名称：

  Novel carbonyl and nitrile products from reactive chlorinating species attack of lysosphingolipid

  摘要：

  Lysosphingolipids are important lipid signaling molecules that are associated predominantly with high density lipoproteins (HDL) in human plasma. Further, HDL has been shown to be a target for the reactive chlorinating species (RCS) produced by myeloperoxidase (MPO). Accordingly, RCS attack of lysosphingolipids was characterized in these studies. It was shown that RCS attack of sphingosylphosphorylcholine results in the formation of 2-hexadecenal and 1-cyano methano phosphocholine. The structures were identified and confirmed predominantly using mass spectrometric analyses. Further, it was demonstrated that RCS attack of another bioactive lysosphingolipid sphingosine I-phosphate also results in the formation of 2-hexadecenal from its sphingosine base. Using a synthetically prepared, deuterated 2-hexadecenal internal standard, it was determined that 2-hexadecenal quickly accumulated in HDL treated with MPO/RCS generating system. Thus, the present studies characterize the formation of a novel group of lipid products generated following RCS attack of lysosphingolipids. (c) 2006 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2006.10.006
• 作为产物：
  描述：

  [13,13,14,14,14-d5]-tetradecanol 在 草酰氯 、 二甲基亚砜 作用下， 生成 [13,13,14,14,14-d5]-tetradecanal
  参考文献：
  名称：

  Novel carbonyl and nitrile products from reactive chlorinating species attack of lysosphingolipid

  摘要：

  Lysosphingolipids are important lipid signaling molecules that are associated predominantly with high density lipoproteins (HDL) in human plasma. Further, HDL has been shown to be a target for the reactive chlorinating species (RCS) produced by myeloperoxidase (MPO). Accordingly, RCS attack of lysosphingolipids was characterized in these studies. It was shown that RCS attack of sphingosylphosphorylcholine results in the formation of 2-hexadecenal and 1-cyano methano phosphocholine. The structures were identified and confirmed predominantly using mass spectrometric analyses. Further, it was demonstrated that RCS attack of another bioactive lysosphingolipid sphingosine I-phosphate also results in the formation of 2-hexadecenal from its sphingosine base. Using a synthetically prepared, deuterated 2-hexadecenal internal standard, it was determined that 2-hexadecenal quickly accumulated in HDL treated with MPO/RCS generating system. Thus, the present studies characterize the formation of a novel group of lipid products generated following RCS attack of lysosphingolipids. (c) 2006 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2006.10.006