(R)-(-)-2-hexadecanoyl-1-O-(1'-(Z)-hexadecenyl)glycero-3-phosphocholine | 126901-45-9

• 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: (R)-(-)-2-hexadecanoyl-1-O-(1'-(Z)-hexadecenyl)glycero-3-phosphocholine
• 英文别名: PC(P-16:0/16:0)；1-(1Z-hexadecenyl)-2-hexadecanoyl-glycero-3-phosphocholine；[(2R)-2-hexadecanoyloxy-3-[(Z)-hexadec-1-enoxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 126901-45-9
• 化学式: C₄₀H₈₀NO₇P
• 分子量: 718.051
• InChiKey: PEWXKAOBUSBJLD-MCBGMKGZSA-N

物化性质

• 溶解度：
  乙醇：30mg/mL
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  49
• 可旋转键数：
  39
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  94.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (S)-1-(allyloxy)propane-2,3-diol 在 咪唑 、 4-二甲氨基吡啶 、 四丁基氟化铵 、 仲丁基锂 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 二氯甲烷 、 环己烷 、 N,N-二甲基甲酰胺 、 乙腈 、 苯 为溶剂， 反应 49.25h， 生成 (R)-(-)-2-hexadecanoyl-1-O-(1'-(Z)-hexadecenyl)glycero-3-phosphocholine
  参考文献：
  名称：

  Direct Synthesis of Plasmenylcholine from Allyl-Substituted Glycerols

  摘要：

  We report a new method for the facile preparation of plasmenylcholine via reaction of lithioalkoxy allyl intermediates with 1-iodoalkanes as the key step in the stereoselective formation of 1'-(Z)-alkenyl glyceryl ethers. The allyl anion intermediate is prepared by treating mono- or disiloxyprotected 1-allylglycerol precursors with s-BuLi at -65 to -80degreesC. Subsequent addition of 1-iodoalkane solutions at low temperature gives moderate yields of gamma-coupled, Z-vinyl ethers as the major product and alpha-coupled product as the minor component. Several different preparative strategies for the total synthesis of plasmalogens are enabled by this simple transformation.

  DOI：

  10.1021/jo026826w

文献信息

• Drug delivery system for use in the treatment of vascular and vessel-related pathologies
  申请人：Academisch Medisch Centrum

  公开号：EP2210590A1

  公开（公告）日：2010-07-28

  The present invention relates to a drug delivery system for use in the treatment of vascular and vessel-related pathologies, comprising a drug delivery platform that comprises at least one compound capable of exerting an effect on the formation and/or maintenance of a thrombus in the vessel to be treated. The platform is preferably formed by liposomes that are sterically stabilized by grafting of poly(ethylene glycol) onto the liposome surface. The liposomes may further comprise photosensitizers and targeting molecules. The liposomes may be thermosensitive. The compound is suitably tranexamic acid. The drug delivery system is preferably used for the treatment of port wine stains.

  本发明涉及一种用于治疗血管和血管相关病症的给药系统，该系统包括一个给药平台，该平台包含至少一种能够对待治疗血管中血栓的形成和/或维持产生影响的化合物。该平台最好由脂质体形成，脂质体表面接枝聚乙二醇使其立体稳定。脂质体可进一步包含光敏剂和靶向分子。脂质体可具有热敏性。化合物宜为氨甲环酸。该给药系统最好用于治疗波特酒渍。
• Drug Delivery System for Use in the Treatment of Vascular and Vessel-Related Pathologies
  申请人：Heger Michal

  公开号：US20120010557A1

  公开（公告）日：2012-01-12

  The present invention relates to a drug delivery system for use in the treatment of vascular and vessel-related pathologies, comprising a drug delivery platform that comprises at least one compound capable of exerting an effect on the formation and/or maintenance of a thrombus in the vessel to be treated. The platform is preferably formed by liposomes that are sterically stabilized by grafting of poly(ethylene glycol) onto the liposome surface. The liposomes may further comprise photosensitizers and targeting molecules. The liposomes may be thermosensitive. The compound is suitably tranexamic acid. The drug delivery system is preferably used for the treatment of port wine stains.
• Direct Synthesis of Plasmenylcholine from Allyl-Substituted Glycerols
  作者：Junhwa Shin、David H. Thompson

  DOI：10.1021/jo026826w

  日期：2003.8.1

  We report a new method for the facile preparation of plasmenylcholine via reaction of lithioalkoxy allyl intermediates with 1-iodoalkanes as the key step in the stereoselective formation of 1'-(Z)-alkenyl glyceryl ethers. The allyl anion intermediate is prepared by treating mono- or disiloxyprotected 1-allylglycerol precursors with s-BuLi at -65 to -80degreesC. Subsequent addition of 1-iodoalkane solutions at low temperature gives moderate yields of gamma-coupled, Z-vinyl ethers as the major product and alpha-coupled product as the minor component. Several different preparative strategies for the total synthesis of plasmalogens are enabled by this simple transformation.