1-lyso-3-O-palmitoyl-rac-glycero-2-phosphocholine | 5655-13-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-lyso-3-O-palmitoyl-rac-glycero-2-phosphocholine
• 英文别名: {2-[hydroxy-(β-hydroxy-β'-palmitoyloxy-isopropoxy)-phosphoryloxy]-ethyl}-trimethyl-ammonium betaine；{2-[Hydroxy-(β-hydroxy-β'-palmitoyloxy-isopropoxy)-phosphoryloxy]-aethyl}-trimethyl-ammonium-betain；Phosphorsaeure-(β-hydroxy-β'-palmitoyloxy-isopropylester)-(2-trimethylammonio-aethylester)-betain；Palmitoyl-β-lecithin；1-palmitoyl-rac-glycero-3-phosphocholine；(1-Hexadecanoyloxy-3-hydroxypropan-2-yl) 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 5655-13-0
• 化学式: C₂₄H₅₀NO₇P
• 分子量: 495.637
• InChiKey: OAHJYVHIPQHKQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-单棕榈酸甘油 在 palladium on activated charcoal 氢气 、 溴 、 N,N-二异丙基乙胺 、 silver(l) oxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 various solvents 为溶剂， 反应 33.25h， 生成 1-lyso-3-O-palmitoyl-rac-glycero-2-phosphocholine
  参考文献：
  名称：

  Synthesis of 1-lyso-2-palmitoyl-rac-glycero-3-phosphocholine and its regioisomers and structural elucidation by NMR spectroscopy and FAB tandem mass spectrometry

  摘要：

  Three regioisomers of a naturally occurring lysophosphatidylcholine were chemically synthesized from glycerol. The phosphocholine moiety of the molecule was introduced by sequentially reacting with ethylene chlorophosphite, bromine, water, and trimethyl amine. Removal of a silyl protecting group of the hydroxyl group in the glycerol backbone was achieved without any accompanying acyl migration in the final stage of the synthesis by using NBS in a dimethyl sulfoxide-water cosolvent system. Structures of all regioisomers were compared by NMR spectroscopy and FAB tandem mass spectrometry. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00282-5

文献信息

• Functional associative coatings for nanoparticles
  申请人：Hainfeld James F.

  公开号：US20080089836A1

  公开（公告）日：2008-04-17

  Described herein are nanoparticles that are coated with a bilayer of molecules formed from surface binding molecules and amphiphatic molecules. The bilayer coating self assembles on the nanoparticles from readily available materials/molecules. The modular design of the bilayer coated nanoparticles provides a means for readily and efficiently optimizing the properties of the bilayer coated nanoparticle compositions. Also described herein are uses of such nanoparticles in medicine, laboratory techniques, industrial and commerical applications.

  本文描述了一种纳米颗粒，其表面涂覆有由表面结合分子和两亲分子形成的双层分子层。该双层涂层可以自组装在纳米颗粒上，使用易得的材料/分子。双层涂层纳米颗粒的模块化设计提供了一种方便和高效地优化其性质的方法。此外，本文还描述了这种纳米颗粒在医学、实验室技术、工业和商业应用中的用途。
• Baylis et al., 2.Int.Conf.Biochem.Probl.Lipids Gent 1955 S.91,92
  作者：Baylis et al.

  DOI：——

  日期：——
• MICROPARTICULAR PHARMACEUTICAL COMPOSITIONS IN MICELLAR FORM
  申请人：ISOMED, Inc.

  公开号：EP0726761B1

  公开（公告）日：2001-01-10
• US5858398A
  申请人：——

  公开号：US5858398A

  公开（公告）日：1999-01-12
• US7906147B2
  申请人：——

  公开号：US7906147B2

  公开（公告）日：2011-03-15