1-palmitoyl-2-[(E,E)-octadeca-2,4-dienoyl]-sn-glycero-3-phosphocholine | 111363-74-7

• 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: 1-palmitoyl-2-[(E,E)-octadeca-2,4-dienoyl]-sn-glycero-3-phosphocholine
• 英文别名: 1-hexadecanoyl-2-(2E,4E-octadecadienoyl)-sn-glycero-3-phosphocholine；[(2R)-3-hexadecanoyloxy-2-[(2E,4E)-octadeca-2,4-dienoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 111363-74-7
• 化学式: C₄₂H₈₀NO₈P
• 分子量: 758.073
• InChiKey: CFORBWCMGILWNN-ONIHBDGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  52
• 可旋转键数：
  40
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  二棕榈酸磷脂酰胆碱 在 4-二甲氨基吡啶 、 Tris-HCl buffer 、 calcium chloride 、 phospholipase A₂ 作用下， 以 乙醚 、 乙醇 、 氯仿 为溶剂， 反应 79.0h， 生成 1-palmitoyl-2-[(E,E)-octadeca-2,4-dienoyl]-sn-glycero-3-phosphocholine
  参考文献：
  名称：

  γ-Ray irradiation of liposomes of polymerizable phospholipids containing octadeca-2,4-dienoyl groups and characterization of the irradiated liposomes

  摘要：

  本文描述了含有十八碳-2,4-二烯酰基团在2-酰基链上的多种可聚合磷脂的合成以及含有这些磷脂的脂质体在γ辐照下的特性。我们合成了三种不同类型的可聚合磷脂酰胆碱，它们具有不同长度的1-酰基链和2-酰基链上的十八碳-2,4-二烯酰基团：肉豆蔻酰（MODPC）、棕榈酰（PODPC）和硬脂酰（SODPC）。脂质体通过0.2微米孔径的聚碳酸酯滤器挤压制备，并通过不同剂量率的γ辐照进行聚合。聚合速率按SODPC > MODPC > PODPC的顺序增加。SODPC的聚合机制与1,2-双[(E,E)-十八碳-2,4-二烯酰]-sn-甘油-3-磷脂酰胆碱（DODPC）相同，但与MODPC和PODPC不同。通过冷冻-解冻测试评估了可聚合脂质体的稳定性。MODPC脂质体比其他单功能脂质体更稳定。对于类似的辐照，脂质体的聚合行为受到1-酰基长度的显著影响。

  DOI：

  10.1039/a908732j

文献信息

• IMMUNOLIPOSOME INDUCING APOPTOSIS INTO CELL EXPRESSING DEATH DOMAIN-CONTAINING RECEPTOR
  申请人：Daiichi Sankyo Company, Limited

  公开号：EP2177230A1

  公开（公告）日：2010-04-21

  The present invention relates to an immunoliposome preparation having a therapeutic effect on cancer, autoimmune disease, or inflammatory disease. Specifically, the present invention relates to an immunoliposome comprising, as a constituent, an antibody capable of inducing the apoptosis of cells expressing a death domain-containing receptor.

  本发明涉及一种对癌症、自身免疫性疾病或炎症性疾病具有治疗作用的免疫脂质体制剂。具体而言，本发明涉及一种免疫脂质体，其成分包括一种能够诱导表达含死亡结构域受体的细胞凋亡的抗体。
• ANTIBODY MODIFIED WITH HYDROPHOBIC MOLECULE
  申请人：Daiichi Sankyo Company, Limited

  公开号：EP2184355A1

  公开（公告）日：2010-05-12

  The present invention relates to an immunoliposome preparation or a hydrophobic molecule-modified antibody having a therapeutic effect on cancer, autoimmune disease, or inflammatory disease. Specifically, the present invention relates to an immunoliposome or a hydrophobic molecule-modified antibody comprising, as a constituent, an antibody capable of inducing the apoptosis of cells expressing a death domain-containing receptor.

  本发明涉及一种对癌症、自身免疫性疾病或炎症性疾病具有治疗作用的免疫脂质体制剂或疏水分子修饰的抗体。具体而言，本发明涉及一种免疫脂质体或疏水分子修饰的抗体，其成分包括一种能够诱导表达含死亡结构域受体的细胞凋亡的抗体。
• ANTIBODIES MODIFIED WITH HYDROPHOBIC MOLECULE
  申请人：Morita Koji

  公开号：US20110269942A1

  公开（公告）日：2011-11-03

  The present invention relates to an immunoliposome preparation or a hydrophobic molecule-modified antibody having a therapeutic effect on cancer, autoimmune disease, or inflammatory disease. Specifically, the present invention relates to an immunoliposome or a hydrophobic molecule-modified antibody comprising, as a constituent, an antibody capable of inducing the apoptosis of cells expressing a death domain-containing receptor.
• γ-Ray irradiation of liposomes of polymerizable phospholipids containing octadeca-2,4-dienoyl groups and characterization of the irradiated liposomes
  作者：Kazuhiro Akama、Yoshihiro Yano、Satoru Tokuyama、Fumio Hosoi、Hideki Omichi

  DOI：10.1039/a908732j

  日期：——

  The synthesis of a variety of polymerizable phospholipids containing the octadeca-2,4-dienoyl moiety on 2-acyl chains and the characteristics of liposomes containing those phospholipids of the γ-irradiation are described. We synthesized three different polymerizable phosphocholines that have different 1-acyl chain lengths with the octadeca-2,4-dienoyl moiety on the 2-acyl chain: myristoyl (MODPC), palmitoyl (PODPC) and stearoyl (SODPC). The liposomes were prepared by extrusion through polycarbonate filters with a pore size of 0.2 µm, and were polymerized by γ-irradiation with various dose rates. The polymerization rate increased in the order SODPC > MODPC > PODPC. The mechanism of the polymerization of SODPC was the same as that of 1,2-bis-[(E,E)-octadeca-2,4-dienoyl]-sn-glycero-3-phosphocholine (DODPC), but differed from that of MODPC and PODPC. Freeze–thaw testing was used to evaluate the stability of the polymerizable liposomes. The MODPC liposome was more stable than other monofunctional liposomes. For similar irradiation, the polymerization behavior of the liposomes was significantly affected by the 1-acyl length.

  本文描述了含有十八碳-2,4-二烯酰基团在2-酰基链上的多种可聚合磷脂的合成以及含有这些磷脂的脂质体在γ辐照下的特性。我们合成了三种不同类型的可聚合磷脂酰胆碱，它们具有不同长度的1-酰基链和2-酰基链上的十八碳-2,4-二烯酰基团：肉豆蔻酰（MODPC）、棕榈酰（PODPC）和硬脂酰（SODPC）。脂质体通过0.2微米孔径的聚碳酸酯滤器挤压制备，并通过不同剂量率的γ辐照进行聚合。聚合速率按SODPC > MODPC > PODPC的顺序增加。SODPC的聚合机制与1,2-双[(E,E)-十八碳-2,4-二烯酰]-sn-甘油-3-磷脂酰胆碱（DODPC）相同，但与MODPC和PODPC不同。通过冷冻-解冻测试评估了可聚合脂质体的稳定性。MODPC脂质体比其他单功能脂质体更稳定。对于类似的辐照，脂质体的聚合行为受到1-酰基长度的显著影响。