2-羟基-3-(膦酰氧基)丙基月桂酸酯 | 84015-55-4

• 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: 2-羟基-3-(膦酰氧基)丙基月桂酸酯
• 英文名称: 1-lauroyl-rac-glycerophosphate
• 英文别名: 1-lauroyl-2-lyso-sn-glycero-3-phosphate；2-Hydroxy-3-(phosphonooxy)propyl laurate；(2-hydroxy-3-phosphonooxypropyl) dodecanoate
• CAS: 84015-55-4
• 化学式: C₁₅H₃₁O₇P
• 分子量: 354.381
• InChiKey: STTKJLVEXMKLNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  甘油单月桂酸酯 在 phosphatidyl choline 、 Na-acetate buffer 、 phospholipase D 、 phospholipase C 、 HEPES buffer 、 calcium chloride 作用下， 以 乙醚 为溶剂， 生成 2-羟基-3-(膦酰氧基)丙基月桂酸酯
  参考文献：
  名称：

  Two-enzyme system for the synthesis of 1-lauroyl-rac-glycerophosphate (lysophosphatidic acid) and 1-lauroyl-dihydroxyacetonephosphate

  摘要：

  A combination of two enzymes, phospholipase D (PL D) and C (PL C), was investigated for the production of two lysophospholipids, 1-lauroyl-rac-glycerophosphate (1-LGP) and 1-lauroyl-dihydroxyacetonephosphate (1-LDHAP). The high transphosphatidylation ability of phospholipase D from Streptomyces sp. allowed the formation of 1-lauroyl-phosphatidylglycerol (1-LPG) and 1-lauroyl-phosphatidyldihydroxyacetone (1-LPDHA) from phosphatidylcholine (PC) and 1-monolauroyl-rac-glycerol (1-MLG) and 1-lauroyl-dihydroxyacetone (1-MDHA), respectively. A two-phase system, diethyl ether/water, was chosen for the convenience of the recovery of the water insoluble products. A similar two-phase system was used for hydrolysis of the complex phospholipids by phospholipase C form Bacillus cereus, which released both lysophospholipids. Only trace amounts of phosphatidic acid (PA) were detected showing that the enzyme is highly selective for the release of the diacylglycerol and 1-lauroyl-rac-glycerophosphate and 1-lauroyl-dihydroxyacetonephosphate. (C) 2000 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0009-3084(99)00123-1

文献信息

• PLANT LYSOPHOSPHATIDIC ACID ACYLTRANSFERASES
  申请人：Calgene LLC

  公开号：EP0754232B1

  公开（公告）日：2006-02-15
• US5563058A
  申请人：——

  公开号：US5563058A

  公开（公告）日：1996-10-08
• US5824858A
  申请人：——

  公开号：US5824858A

  公开（公告）日：1998-10-20
• US5910630A
  申请人：——

  公开号：US5910630A

  公开（公告）日：1999-06-08
• US5968791A
  申请人：——

  公开号：US5968791A

  公开（公告）日：1999-10-19