1-O-palmitoyl-2-O-oleoyl glycerol | 3123-73-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-O-palmitoyl-2-O-oleoyl glycerol
• 英文别名: 1-palmitoyl-2-oleoyl-rac-glycerol；1-palmitoyl-2-oleoyl-sn-glycerol；1-palmitoyl-2-oleoyl glycerol；2-oleoyl-1-palmitoylglycerol；diacylglycerol；glyceryl palmitooleate；1-Palmitoyl-2-oleoylglycerol；(1-hexadecanoyloxy-3-hydroxypropan-2-yl) (Z)-octadec-9-enoate
• CAS: 3123-73-7
• 化学式: C₃₇H₇₀O₅
• 分子量: 594.96
• InChiKey: YEJYLHKQOBOSCP-ZCXUNETKSA-N

物化性质

• 熔点：
  31-32 °C
• 沸点：
  647.9±25.0 °C(Predicted)
• 密度：
  0.932±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿：微溶；乙酸乙酯：微溶

计算性质

• 辛醇/水分配系数(LogP)：
  14.2
• 重原子数：
  42
• 可旋转键数：
  35
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2916150000
• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  1-O-palmitoyl-2-O-oleoyl glycerol 在 吡啶 、 溶剂黄146 、 锌 作用下， 生成 palmitoyloleoylphosphatidylglycerol
  参考文献：
  名称：

  Sadovnikova,M.S. et al., Journal of general chemistry of the USSR, 1976, vol. 46, p. 1365 - 1370

  摘要：

  DOI：
• 作为产物：
  描述：

  甘油三油酸酯 在 Difco bile salt No_.3 吡啶 、 pancreas lipase type II (EC 3.1.1.3) 、 Tris buffer 、 calcium chloride 作用下， 以 氯仿 、 水 为溶剂， 反应 72.75h， 生成 1-O-palmitoyl-2-O-oleoyl glycerol
  参考文献：
  名称：

  摘要：

  A host-recognizing kairomone responsible for the stinging behavior of the parasitic wasp, Dinarmus basalis, was studied. Fresh azuki beans coated with an acetone extract of the azuki beans, from which both emerged wasps and their host weevils were removed. elicited stinging behavior from female wasps. The kairomone is a mixture of saturated hydrocarbons and diacylglycerols, both of which art: required Fur activity. The kairomone is composed of normal and methyl-branched hydrocarbons with carbon numbers ranging from 25 to 35, most of which are known as the hydrocarbon constituents of an oviposition-marking pheromone of the host azuki bean weevils, Callosobruchus chinensis. This indicates that D. basalis utilizes the oviposition-marking pheromone of its host weevils as a host-recognizing kairomone.

  DOI：

  10.1023/a:1026425407150

文献信息

• [EN] PKC ACTIVATORS AND COMBINATIONS THEREOF<br/>[FR] ACTIVATEURS DE PKC ET DES COMBINAISONS DE CEUX-CI
  申请人：BRNI NEUROSCIENCES INST

  公开号：WO2013071282A1

  公开（公告）日：2013-05-16

  The present disclosure relates to PKC activators and combinations thereof. The disclosure further relates to compositions, kits, uses, and methods thereof.

  本公开涉及PKC激活剂及其组合物。本公开进一步涉及其组成物、试剂盒、用途和方法。
• [EN] ESTERS OF DCPLA AND METHODS OF TREATMENT USING THE SAME<br/>[FR] ESTERS DE DCPLA ET MÉTHODES DE TRAITEMENT LES UTILISANT
  申请人：BRNI NEUROSCIENCES INST

  公开号：WO2013071281A1

  公开（公告）日：2013-05-16

  The present disclosure relates to esters of 8-[2-(2-pentyl- cyclopropylmethyl)cyclopropyl]-octanoic acid ("DCPLA"). The disclosure further relates to compositions, kits, and methods for treatment using the esters.

  本公开涉及8-[2-(2-戊基-环丙基甲基)环丙基]-辛酸酯（"DCPLA"）的酯类化合物。该公开还涉及使用这些酯类化合物进行治疗的组合物、试剂盒和方法。
• PKC activators and combinations thereof
  申请人：Cognitive Research Enterprises, Inc.

  公开号：US10821079B2

  公开（公告）日：2020-11-03

  The present disclosure relates to PKC activators and combinations thereof. The disclosure further relates to compositions, kits, uses, and methods thereof.

  本公开涉及PKC激活剂及其组合物。该公开进一步涉及这些组合物的组成、试剂盒、用途和方法。
• A New Strategy to Synthesize Pure Mixed Diglycerides
  作者：Jean-Louis Gras、Jean-François Bonfanti

  DOI：10.1055/s-2000-6484

  日期：2000.2

  The acylolytic cleavage of glycerol methylene acetals with fatty acids provides a new synthetic strategy that leads to pure mixed 1,2-diglycerides.

  脂肪酸对甘油亚甲基醚的酰基水解断裂提供了一种新的合成策略，可获得纯混合1,2-二甘油酯。
• Quantification of Diacylglycerol Molecular Species in Biological Samples by Electrospray Ionization Mass Spectrometry after One-Step Derivatization
  作者：Ying L. Li、Xiong Su、Philip D. Stahl、Michael L. Gross

  DOI：10.1021/ac0615910

  日期：2007.2.1

  Diacylglycerols (DAGs) are important lipid intermediates in cellular trafficking and signaling. Their concentrations are altered in diabetes, cancer, and other disease states. Quantification of DAGs in biological samples may provide critical information to uncover molecular mechanisms leading to various cellular functional disorders. Recent advances in lipidomics using mass spectrometry have greatly accelerated global lipid analysis and quantification. Quantification of DAGs by electrospray mass spectrometry (ESI/MS), however, is challenged by the absence of a permanent charge on the molecule, its low proton affinity and acidity, and its low abundance under normal biological conditions. We describe here the introduction of a quaternary ammonium cation to DAG molecules, using N-chlorobetainyl chloride, to afford a derivatized DAG that gives 2 orders of magnitude higher signal intensities than their underivatized sodium adducts. A linear calibration curve in which peak intensity ratios are plotted versus molar ratios can be achieved by using ESI/MS with dilauroyl glycerol as the internal standard. Employing this new approach to this analyte, we found a 9-fold increase of total DAGs in the livers of obese db/db mice as compared to their heterozygous lean controls. This proven strategy can be used to detect and quantify DAG molecular species from biological samples using ESI/MS after one-step derivatization.

  二酰甘油（DAGs）是细胞运输和信号传递过程中的重要脂质中间体。在糖尿病、癌症和其他疾病状态下，它们的浓度会发生变化。生物样本中 DAGs 的定量可为揭示导致各种细胞功能紊乱的分子机制提供重要信息。利用质谱技术进行脂质组学研究的最新进展大大加快了全球脂质分析和定量的速度。然而，电喷雾质谱法（ESI/MS）对 DAGs 的定量却面临挑战，因为 DAGs 分子不带永久电荷，质子亲和力和酸性较低，而且在正常生物条件下丰度较低。在此，我们介绍了利用 N-氯代乙酰胺酰氯在 DAG 分子中引入季铵盐阳离子，从而得到衍生化 DAG 的方法，其信号强度比未充分衍生化的钠加合物高出两个数量级。使用 ESI/MS，以二月桂酰甘油为内标，可以绘制出峰值强度比与摩尔比的线性校准曲线。采用这种新方法检测这种分析物时，我们发现肥胖 db/db 小鼠肝脏中的 DAG 总量比杂合瘦对照组增加了 9 倍。这种行之有效的策略可用于在一步衍生化后使用 ESI/MS 检测和量化生物样本中的 DAG 分子物种。