1,2-二棕榈酰-外消旋-甘油-3-磷酰[二甲基氨基乙醇] | 1487-55-4

• 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: 1,2-二棕榈酰-外消旋-甘油-3-磷酰[二甲基氨基乙醇]
• 英文名称: L-α-Dipalmitoylphosphatidyl-N,N-dimethylethanolamine
• 英文别名: 2,3-Di(hexadecanoyloxy)propyl 2-(dimethylazaniumyl)ethyl phosphate
• CAS: 1487-55-4
• 化学式: C₃₉H₇₈NO₈P
• mdl: MFCD00042876
• 分子量: 720.024
• InChiKey: SKWDCOTXHWCSGS-UHFFFAOYSA-N

物化性质

• 熔点：
  137.8-138.2 °C
• 沸点：
  726.3±70.0 °C(Predicted)
• 密度：
  0.998±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  49
• 可旋转键数：
  40
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.948
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  9

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  1,2-二棕榈酰-外消旋-甘油-3-磷酰[二甲基氨基乙醇] 生成 2,3-di(hexadecanoyloxy)propyl 2-[dimethyl(prop-2-enyl)azaniumyl]ethyl phosphate
  参考文献：
  名称：

  XASEHGAVA, EHTSUO;EHDZIMA, KIESI;MATSUSITA, JOITI;TSUTIDA, XIDEHTOSI

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二棕榈酰-rac-丙三醇 在 吡啶 、 溶剂黄146 、 锌 作用下， 生成 1,2-二棕榈酰-外消旋-甘油-3-磷酰[二甲基氨基乙醇]
  参考文献：
  名称：

  Lammers,J.G.; van Boom,J.H., Recueil des Travaux Chimiques des Pays-Bas, 1979, vol. 98, p. 243 - 250

  摘要：

  DOI：

文献信息

• Surface-differentiated model phospholipid bilayers
  作者：Robert A. Moss、Yukihisa Okumura

  DOI：10.1021/ja00031a033

  日期：1992.2

  covalently functionalized with p-nitrophenyl benzoate (PNPB) moieties. Liposomes composed of 1 part functional lipid and 7 parts nonfunctional DPPC or DOPC were created at pH 6 and subjected to an exovesicular/endovesicular 12/6 pH gradient

  合成了二棕榈酰磷脂酰胆碱 (DPPC) 和二油酰磷脂酰胆碱 (DOPC)，其中头部基团与苯甲酸对硝基苯酯 (PNPB) 部分共价官能化。由 1 份功能性脂质和 7 份非功能性 DPPC 或 DOPC 组成的脂质体在 pH 6 下产生并经受外囊泡/内囊泡 12/6 pH 梯度
• 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。
• Volkova,L.V. et al., Journal of general chemistry of the USSR, 1965, vol. 35, p. 547 - 550
  作者：Volkova,L.V. et al.

  DOI：——

  日期：——
• Quinone-functionalized liposomes. Biomimetic assemblies from a phosphatidylcholine anthraquinone
  作者：Charles R. Leidner、Min D. Liu

  DOI：10.1021/ja00199a066

  日期：1989.8
• Redox and structural properties of quinone-functionalized phosphatidylcholine liposomes
  作者：Min D. Liu、Dale H. Patterson、Claude R. Jones、Charles R. Leidner

  DOI：10.1021/j100157a065

  日期：1991.2

  Quinone-functionalized liposomes can be prepared by the sonic dispersion of a phosphatidylcholine anthraquinone (DPPC-AQ) with simple phospholipids such as DPPC (at 52-degrees-C) and DOPC (at room temperature). These small (ca. 25-30-nm diameter), unilamellar liposomes typically contain 4-12 mol % phospholipid quinone, which can be reduced and reoxidized by solution reagents. S2O4(2-) rapidly and completely reduces the liposome-bound quinones to the hydroquinone form; Fe(CN)6(3-) rapidly reoxidizes the hydroquinone. BH4- reduces only those quinones situated on the outer surface of the liposome. The rates of redox reactions of the liposome-bound quinones depend on temperature and solution reactant but not on mol % DPPC-AQ in the liposomes or the quinone concentration. The rate law for S2O4(2-) reduction of DPPC-AQ/DOPC, k(obs) = k1k2[S2O4(2-]/(k-1 + k2[S2O4(2-)]), indicates the presence of two kinetically distinct forms of DPPC-AQ. Comparison with the corresponding homogeneous rate constant suggests the identities of the two forms. Manipulation of the transmembrane, distribution of DPPC-AQ (72-98% Q(outer)) is demonstrated by using various phospholipid compositions. Liposomes prepared from the anthracene-functionalized phospholipid DPPC-AN provide a measure of the permeability of the functionalized liposomes. H-1 NMR spectroscopy (500-MHz) reveals the structure and composition of the quinone-functionalized DPPC liposomes. Nuclear Overhauser experiments reveal that the anthraquinone "head group" of DPPC-AQ in DPPC liposomes resides near the hydrophobic-hydrophilic interface and does not extend into solution. Assimilation of these various results leads to a simple, consistent description of these novel biomimetic systems. Applicability of these and related systems as simple, chemical models for respiratory and photosynthetic energy transduction is discussed.