1-O-hexadecanoyl-2-O-decanoyl-sn-glycero-3-phosphocholine | 106268-87-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: 1-O-hexadecanoyl-2-O-decanoyl-sn-glycero-3-phosphocholine
• 英文别名: Palm-C10PC；1-Palmitoyl-2-decanoyl-sn-glycero-3-phosphocholine；[(2R)-2-decanoyloxy-3-hexadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 106268-87-5
• 化学式: C₃₄H₆₈NO₈P
• 分子量: 649.89
• InChiKey: WHXGUMQFAMJVSQ-JGCGQSQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  44
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  正癸酸酐 、 溶血磷脂酰胆碱(鸡蛋) 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 1-O-hexadecanoyl-2-O-decanoyl-sn-glycero-3-phosphocholine
  参考文献：
  名称：

  通过NMR化学位移变化识别混合的短/长链甘油磷脂酰胆碱中的链位置。

  摘要：

  AbstractThe synthesis of a series of (1,2‐) mixed short/long‐chain glycerophosphocholines has been performed. Starting from glycerophosphorylcholine (GPC), and using regioselective acylation in the presence of dibutyltin oxide, a set of high‐purity isomeric mixed‐chain phospholipids was obtained. This has allowed the development of a simple NMR method for the structural determination of the isomeric 1(2)‐short‐2(1)‐long‐diacylglycerophosphocholines. The method is based on the observation that selected protons in the two series of isomeric phospholipids undergo systematic chemical shift variations Δδ that can be ascribed to the acyl substituents on the glycerol backbone. The observed patterns can be exploited as a simple method for the discrimination of regioisomeric unsymmetrical 1,2‐diacylglycerophosphocholines.

  DOI：

  10.1007/s11746-008-1280-4

文献信息

• Plant enzyme and use thereof
  申请人：——

  公开号：US20040073973A1

  公开（公告）日：2004-04-15

  The invention relates to a method of identifying herbicides and to the use of inhibitors of plant peptide deformylase as broad spectrum herbicides.

  本发明涉及一种确定除草剂的方法和植物肽变形酶抑制剂作为广谱除草剂的用途。
• Cloning and Characterization of Mouse Lung-type Acyl-CoA:Lysophosphatidylcholine Acyltransferase 1 (LPCAT1)
  作者：Hiroki Nakanishi、Hideo Shindou、Daisuke Hishikawa、Takeshi Harayama、Rie Ogasawara、Akira Suwabe、Ryo Taguchi、Takao Shimizu

  DOI：10.1074/jbc.m600225200

  日期：2006.7

  Phosphatidylcholine (1,2-diacyl-sn-glycero-3-phosphocholine, PC), is an important constituent of biological membranes. It is also the major component of serum lipoproteins and pulmonary surfactant. In the remodeling pathway of PC biosynthesis, 1-acyl-sn-glycero-3- phosphocholine (LPC) is converted to PC by acyl-CoA:lyso-phosphatidylcholine acyltransferase (LPCAT, EC 2.3.1.23). Whereas LPCAT activity has been detected in several tissues, the structure and detailed biochemical information on the enzyme have not yet been reported. Here, we present the cloning and characterization of a cDNA for mouse lung-type LPCAT (LPCAT1). The cDNA encodes an enzyme of 60kDa, with three putative transmembrane domains. When expressed in Chinese hamster ovary cells, mouse LPCAT1 exhibited Ca2(+)-independent activity with a pH optimum between 7.4 and 10. LPCAT1 demonstrated a clear preference for saturated fatty acyl-CoAs, and 1-myristoyl- or 1-palmitoyl-LPC as acyl donors and acceptors, respectively. Furthermore, the enzyme was predominantly expressed in the lung, in particular in alveolar type II cells. Thus, the enzyme might synthesize phosphatidylcholine in pulmonary surfactant and play a pivotal role in respiratory physiology.
• Identification of a Novel Noninflammatory Biosynthetic Pathway of Platelet-activating Factor*
  作者：Takeshi Harayama、Hideo Shindou、Rie Ogasawara、Akira Suwabe、Takao Shimizu

  DOI：10.1074/jbc.m708909200

  日期：2008.4

  Platelet-activating factor (PAF) is a potent lipid mediator playing various inflammatory and physiological roles. PAF is biosynthesized through two independent pathways called the de novo and remodeling pathways. Lyso-PAF acetyltransferase (lyso-PAF AT) was believed to biosynthesize PAF under inflammatory conditions, through the remodeling pathway. The first isolated lyso-PAF AT (LysoPAFAT/LPCAT2) had consistent properties. However, we show in this study the finding of a second lyso-PAF AT working under noninflammatory conditions. We partially purified a Ca2+-independent lyso-PAF AT from mouse lung. Immunoreactivity for lysophosphatidylcholine acyltransferase 1 (LPCAT1) was detected in the active fraction. Lpcat1-transfected Chinese hamster ovary cells exhibited both LPCAT and lyso-PAF AT activities. We confirmed that LPCAT1 transfers acetate from acetyl-CoA to lyso-PAF by the identification of an acetyl-CoA (and other acyl-CoAs) interacting site in LPCAT1. We further showed that LPCAT1 activity and expression are independent of inflammatory signals. Therefore, these results suggest the molecular diversity of lyso-PAF ATs is as follows: one (LysoPAFAT/LPCAT2) is inducible and activated by inflammatory stimulation, and the other (LPCAT1) is constitutively expressed. Each lyso-PAF AT biosynthesizes inflammatory and physiological amounts of PAF, depending on the cell type. These findings provide important knowledge for the understanding of the diverse pathological and physiological roles of PAF.
• PLANT ENZYME AND USE THEREOF
  申请人：Stymne, Sten

  公开号：EP0904358A1

  公开（公告）日：1999-03-31
• [EN] PLANT ENZYME AND USE THEREOF<br/>[FR] ENZYME DE PLANTE ET UTILISATION DE CETTE DERNIERE
  申请人：STYMNE, Sten

  公开号：WO1997037006A1

  公开（公告）日：1997-10-09

  (EN) The present invention relates to use of a plant phospholipid hydrolase gene in combination with a gene for an uncommon fatty acid for obtaining transgenic plants comprising both said genes. Furthermore, the invention relates to transgenic oil accumulating organisms comprising, in their genome, a plant phospholipid hydrolase gene having specificity for a particular uncommon fatty acid and the gene for said uncommon fatty acid, and to seed oils from such organisms.(FR) Cette invention concerne l'utilisation d'un gène d'hydrolase phospholipidique de plante en combinaison avec un gène, un acide gras non commun en vue d'obtenir des plantes transgéniques comprenant ces deux gènes. Cette invention concerne également des organismes accumulant de l'huile transgénique qui ont, dans leur génome, un gène d'hydrolase phospholipidique de plante présentant une spécificité pour un acide gras non commun spécifique et le gène pour ledit acide gras non commun, ainsi que des huiles de graines provenant de ces organismes.