(2R)-2,3-二(辛酰氧基)丙基2-(三甲基铵基)乙基磷酸酯 | 19191-91-4

• 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: (2R)-2,3-二(辛酰氧基)丙基2-(三甲基铵基)乙基磷酸酯
• 英文名称: dioctanoylphosphatidylcholine
• 英文别名: 1,2-Dioctanoyl-sn-glycero-3-phosphocholine；[(2R)-2,3-di(octanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 19191-91-4
• 化学式: C₂₄H₄₈NO₈P
• 分子量: 509.621
• InChiKey: YHIXRNNWDBPKPW-JOCHJYFZSA-N

物化性质

• 溶解度：
  DMF：20 mg/ml； DMSO：20 mg/ml；乙醇：30 mg/ml；乙醇:PBS (pH 7.2)(1:1): 0.5 mg/ml
• 碰撞截面：
  245.4 Ų [M+CF3COO]-

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  34
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• WGK Germany：
  3
• 储存条件：
  -20°C

制备方法与用途

1,2-二辛酰基-sn-甘油-3-磷酸胆碱是一种生物化学试剂，可用于生物材料或有机化合物的研究，在生命科学领域中具有重要作用。

反应信息

• 作为反应物：
  描述：

  (2R)-2,3-二(辛酰氧基)丙基2-(三甲基铵基)乙基磷酸酯 在 水 作用下， 以 various solvent(s) 为溶剂， 生成 1-辛酰基-2-羟基-sn-甘油-3-磷酸胆碱
  参考文献：
  名称：

  Secretory phospholipase A2-α from Arabidopsis thaliana: functional parameters and substrate preference

  摘要：

  The secretory phospholipase A(2)-alpha from Arabidopsis thaliana (AtsPLA(2)-alpha), being one of the first plant sPLA(2)s obtained in purified state, has been characterised with respect to substrate preference and optimum conditions of catalysis. The optima of pH, temperature, and calcium concentration were similar to the parameters of secretory PLA(2)s from animals. However, substrate preferences markedly differed. In contrast to pancreatic PLA(2)s, AtsPLA(2)-alpha preferred zwitterionic phospholipids, and showed lower activity toward anionic phospholipids. In substrates with two identical fatty acid chains, AtsPLA(2)-alpha showed optimum activity toward phospholipids with decanoyl groups. In substrates with palmitoyl groups in sn-1 position, acyl chains with higher degree of unsaturation in sn-2 position were preferred, excluding arachidonic acid, showing the evolutionary adaptation of the enzyme to substrate composition in plants. Km values for short chain phospholipids were comparable to sPLA(2)s from animals, whereas k(cat) values were much smaller and interfacial activation was less important. (C) 2007 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2007.07.001
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 铂 作用下， 生成 (2R)-2,3-二(辛酰氧基)丙基2-(三甲基铵基)乙基磷酸酯
  参考文献：
  名称：

  Synthesis of L-α-Lecithins Containing Shorter Chain Fatty Acids. Water-soluble Glycerolphosphatides. I

  摘要：

  DOI：

  10.1021/ja01519a051

文献信息

• Methods and compositions for gene delivery
  申请人：——

  公开号：US20030134420A1

  公开（公告）日：2003-07-17

  The present invention provides novel compositions and formulations for delivering anionic compounds, particularly polynucleotides (DNA and RNA), across cellular boundaries (e.g., cellular membranes) either in vivo or in vitro.

  本发明提供了用于递送阴离子化合物的新型组合物和配方，特别是多核苷酸（DNA和RNA），跨越细胞边界（例如细胞膜）的方法，无论是在体内还是体外。
• Methods for manufacturing supported lipid membranes
  申请人：Universität für Bodenkultur Wien

  公开号：EP1777520A1

  公开（公告）日：2007-04-25

  Method for the manufacturing of a supported lipid membrane comprising the steps: - providing a substrate, covered at least in part with a layer comprising proteins, glycoproteins, polypeptides and/or peptides, - contacting and incubating said substrate with a solution comprising bicelles, which comprise at least one short chain and at least one long chain phospholipid and/or at least one detergent, thereby producing a supported lipid membrane, and - optionally removing the lipid membrane formed on the substrate from said substrate.

  制造支撑脂膜的方法，包括以下步骤 - 提供至少部分覆盖有蛋白质、糖蛋白、多肽和/或肽层的基底、 - 将所述基质与含有双胞的溶液接触并培养，双胞包括至少一种短链磷脂和至少一种长链磷脂和/或至少一种洗涤剂，从而产生支撑脂膜，以及 - 将在基底上形成的脂膜从基底上移除。
• FUSOGENIC PROPERTIES OF SAPOSIN C AND RELATED PROTEINS AND POLYPEPTIDES FOR APPLICATION TO TRANSMEMBRANE DRUG DELIVERY SYSTEMS
  申请人：Children's Hospital Medical Center

  公开号：EP3357490A1

  公开（公告）日：2018-08-08

  The present invention includes pharmaceutical and/or imaging agents and methods for delivering the agent(s) within and/or through the dermal, mucosal and other cellular membranes. The agents can include a fusogenic protein. This technology can be used for applications in which the objective is delivery of active agent within and/or beneath biological membranes and/or across the blood-brain barrier and neuronal membranes.

  本发明包括药物和/或成像制剂以及在皮肤、粘膜和其他细胞膜内和/或通过皮肤、粘膜和其他细胞膜输送制剂的方法。这些制剂可包括致熔蛋白。该技术可用于在生物膜内和/或生物膜下和/或穿过血脑屏障和神经元膜输送活性剂的应用。
• Liposomal formulation of nonglycosidic ceramides and uses thereof
  申请人：LUDWIG INSTITUTE FOR CANCER RESEARCH LTD.

  公开号：US10039715B2

  公开（公告）日：2018-08-07

  The invention provides liposomes containing nonglycosidic ceramides within their bilayers, and compositions thereof. These liposomes activate murine iNKT cells and induce dendritic cell (DC) maturation, both in vitro and in vivo at an efficacy that is comparable to their corresponding soluble nonglycosidic ceramides. Also provided are methods for treating diseases using the liposomes and compositions of the invention.

  本发明提供了在其双层内含有非糖苷类神经酰胺的脂质体及其组合物。这些脂质体可在体外和体内激活小鼠 iNKT 细胞并诱导树突状细胞（DC）成熟，其功效与相应的可溶性非糖苷神经酰胺相当。此外，还提供了使用本发明脂质体和组合物治疗疾病的方法。
• Combinations of mRNAs encoding immune modulating polypeptides and uses thereof
  申请人：ModernaTX, Inc.

  公开号：US10172808B2

  公开（公告）日：2019-01-08

  The disclosure relates to compositions and methods for the preparation, manufacture and therapeutic use of combinations of immunomodulatory polynucleotides (e.g., mRNAs) encoding an immune response primer polypeptide (e.g., an interleukin 23 (IL-23) polypeptide or an interleukin 36γ (IL-36-gamma) polypeptide), and an immune response co-stimulatory signal polypeptide (e.g., an OX40L polypeptide).

  本公开涉及免疫调节多核苷酸（如mRNA）编码免疫应答引物多肽（如白细胞介素23（IL-23）多肽或白细胞介素36γ（IL-36-γ）多肽）和免疫应答共刺激信号多肽（如OX40L多肽）组合的制备、制造和治疗使用的组合物和方法。