pentanedioic acid 3-carboxypentyl ester decyl ester | 915778-47-1

• 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: pentanedioic acid 3-carboxypentyl ester decyl ester
• CAS: 915778-47-1
• 化学式: C₂₁H₃₈O₆
• 分子量: 386.529
• InChiKey: DFMRZKFGBUBZRQ-UHFFFAOYSA-N

物化性质

• 沸点：
  495.6±25.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  27.0
• 可旋转键数：
  19.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  89.9
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  pentanedioic acid 3-carboxypentyl ester decyl ester 、 三甲基乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Sodium Ion Internalized within Phospholipid Membranes

  摘要：

  Seven phospholipids, modified with ester groups in their hydrophobic chains, were synthesized and examined for their ability to promote sodium ion flux across vesicular membranes. It was found by 23Na NMR that only the phospholipids having short chain segments beyond their terminal ester groups catalyze sodium ion transfer by up to 2 orders of magnitude relative to a conventional phospholipid, POPC. The rates increase with the concentration of the ester-phospholipid admixed with POPC in the bilayer. More surprisingly, the rates increase with the time allowed for the vesicles to age. This was attributed to ester-phospholipid migrating in the bilayers to form domains that solubilize the sodium ion within the hydrocarbon interior of the membrane. Such membrane domains explain why shift reagent-modified NMR spectra display three 23Na signals representing sodium outside the vesicles, sodium within the vesicular water pools, and sodium within the membranes themselves.

  DOI：

  10.1021/ja065702o
• 作为产物：
  描述：

  pentanedioic acid decyl ester 6-hydroxyhexyl ester 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 三氯异氰尿酸 、 sodium bromide 作用下， 以 碳酸氢钠 、 丙酮 为溶剂， 以83%的产率得到pentanedioic acid 3-carboxypentyl ester decyl ester
  参考文献：
  名称：

  Sodium Ion Internalized within Phospholipid Membranes

  摘要：

  Seven phospholipids, modified with ester groups in their hydrophobic chains, were synthesized and examined for their ability to promote sodium ion flux across vesicular membranes. It was found by 23Na NMR that only the phospholipids having short chain segments beyond their terminal ester groups catalyze sodium ion transfer by up to 2 orders of magnitude relative to a conventional phospholipid, POPC. The rates increase with the concentration of the ester-phospholipid admixed with POPC in the bilayer. More surprisingly, the rates increase with the time allowed for the vesicles to age. This was attributed to ester-phospholipid migrating in the bilayers to form domains that solubilize the sodium ion within the hydrocarbon interior of the membrane. Such membrane domains explain why shift reagent-modified NMR spectra display three 23Na signals representing sodium outside the vesicles, sodium within the vesicular water pools, and sodium within the membranes themselves.

  DOI：

  10.1021/ja065702o