1,3-二棕榈酰-2-磷脂酰胆碱 | 59540-22-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 中文名称: 1,3-二棕榈酰-2-磷脂酰胆碱
• 英文名称: 1,3-di-O-hexadecanoyl-2-O-<<2-(trimethylamino)ethyl>phosphoryl>-rac-glycerol
• 英文别名: 1,2-dipalmitoyl-sn-glycero-3-phosphocholine；1,3-dipalmitoylglycerol-2-phosphorylcholine；1,3-dipalmitoylglycero-2-phosphocholine；DPPC；{2-[(β,β'-bis-palmitoyloxy-isopropoxy)-hydroxy-phosphoryloxy]-ethyl}-trimethyl-ammonium betaine；{2-[(β,β'-Bis-palmitoyloxy-isopropoxy)-hydroxy-phosphoryloxy]-aethyl}-trimethyl-ammonium-betain；1,3-Dipalmitoyl-2-phosphatidylcholine；1,3-di(hexadecanoyloxy)propan-2-yl 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 59540-22-6
• 化学式: C₄₀H₈₀NO₈P
• 分子量: 734.051
• InChiKey: CYFBGSYWHRQAIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  50
• 可旋转键数：
  40
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,3-双棕榈酸甘油酯 在 三乙胺 、 间氯过氧苯甲酸 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 水 、 异丙醇 、 乙腈 为溶剂， 反应 79.5h， 生成 1,3-二棕榈酰-2-磷脂酰胆碱
  参考文献：
  名称：

  BODP - A Versatile Reagent for Phospholipid Synthesis

  摘要：

  苄氧二氯膦（BODP）已被发现是一种合成磷脂的便捷试剂。一系列人工合成的醚和酯型磷脂已通过良好的至高产率制备得到。

  DOI：

  10.1055/s-0030-1258427

文献信息

• 1,3-Diacylglycero-2-phosphocholines — synthesis, aggregation behaviour and properties as inhibitors of phospholipase D
  作者：Regine Haftendorn、Gabriele Schwarze、Renate Ulbrich-Hofmann

  DOI：10.1016/s0009-3084(99)00120-6

  日期：2000.1

  A series of 1,3-diacylglycero-2-phosphocholines (1,3-PCs) with acyl chain lengths of C-8-C-18 were synthesised by chemical introduction of the phosphocholine moiety into the regioisomerically pure 1,3-diacylglycerols, which were obtained from glycerol and the vinyl esters of fatty acid by means of lipase from Rhizomucor mihei. The I,3-PCs being regioisomers of the natural glycerophospholipids were studied with respect to their aggregation behaviour in the absence and in the presence of sodium dodecylsulfate (SDS) as well as their properties as substrates and inhibitors of phospholipase D (PLD) from cabbage. While the main structures of the pure 1,3-PCs were micelles (C-8), liposomes (C-10, C-12) or planar bilayers (C-14, C-16, C-18), the addition of SDS resulted in the formation of mixed micelles (C-8, C-10) and mixed liposomes (C-12, C-14, C-16, C-18). None of the 1,3-PCs was found to be hydrolysed by PLD, whereas all of them showed inhibitory properties in the standard assay for PLD. The inhibitory power was strongest with 1,3-didecanoylglycero-2-phosphocholine (IC50 = 43 mu M). (C) Elsevier Science Ireland Ltd. All rights reserved.
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