1-O-hexadecyl-2-pentadenoyl-sn-glycerol | 918898-29-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-O-hexadecyl-2-pentadenoyl-sn-glycerol
• 英文别名: [(2S)-1-hexadecoxy-3-hydroxypropan-2-yl] pentadecanoate
• CAS: 918898-29-0
• 化学式: C₃₄H₆₈O₄
• 分子量: 540.912
• InChiKey: ZRCHNRGTKJYNPU-XIFFEERXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.48
• 重原子数：
  38.0
• 可旋转键数：
  32.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-O-hexadecyl-2-pentadenoyl-sn-glycerol 在 碳酸氢钠 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 1-O-hexadecyl-2-pentadenoyl-sn-glycerol-phosphomethanol
  参考文献：
  名称：

  Synthesis of lipids for development of multifunctional lipid-based drug-carriers

  摘要：

  A simple approach to synthesize phospholipids to modulate drug release and track lipid-based particulate drug-carriers is described. We synthesized two ether lipids, 1 1-O-hexadecyl-2-pentadenoyl-sn-glycerol- 3-phosphocholine (C31PC) and 2 1-O-hexadecyl-2-pentadenoyl-sn-glycerol-3-phosphomethanol (C31PM), and examined their ability to alter enzymatically triggered release of 6-carboxyfluorescein from liposomes incubated in TRIS buffer or fetal bovine serum solutions. Further, we demonstrated that odd-chain lipids, for example, C31PC, could be identified in rat plasma without interference of endogenous lipids. This approach can be adapted to synthesize a variety of lipids for use in developing and optimizing multifunctional drug-carriers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.103
• 作为产物：
  描述：

  1-O-Hexadecyl-2-O-hydroxy-3-O-benzyl-sn-glycerol 在 4-二甲氨基吡啶 、 三溴化硼 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 1-O-hexadecyl-2-pentadenoyl-sn-glycerol
  参考文献：
  名称：

  Synthesis of lipids for development of multifunctional lipid-based drug-carriers

  摘要：

  A simple approach to synthesize phospholipids to modulate drug release and track lipid-based particulate drug-carriers is described. We synthesized two ether lipids, 1 1-O-hexadecyl-2-pentadenoyl-sn-glycerol- 3-phosphocholine (C31PC) and 2 1-O-hexadecyl-2-pentadenoyl-sn-glycerol-3-phosphomethanol (C31PM), and examined their ability to alter enzymatically triggered release of 6-carboxyfluorescein from liposomes incubated in TRIS buffer or fetal bovine serum solutions. Further, we demonstrated that odd-chain lipids, for example, C31PC, could be identified in rat plasma without interference of endogenous lipids. This approach can be adapted to synthesize a variety of lipids for use in developing and optimizing multifunctional drug-carriers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.103

文献信息

• Synthesis of lipids for development of multifunctional lipid-based drug-carriers
  作者：Guodong Zhu、Yahya Alhamhoom、Brian S. Cummings、Robert D. Arnold

  DOI：10.1016/j.bmcl.2011.08.103

  日期：2011.11

  A simple approach to synthesize phospholipids to modulate drug release and track lipid-based particulate drug-carriers is described. We synthesized two ether lipids, 1 1-O-hexadecyl-2-pentadenoyl-sn-glycerol- 3-phosphocholine (C31PC) and 2 1-O-hexadecyl-2-pentadenoyl-sn-glycerol-3-phosphomethanol (C31PM), and examined their ability to alter enzymatically triggered release of 6-carboxyfluorescein from liposomes incubated in TRIS buffer or fetal bovine serum solutions. Further, we demonstrated that odd-chain lipids, for example, C31PC, could be identified in rat plasma without interference of endogenous lipids. This approach can be adapted to synthesize a variety of lipids for use in developing and optimizing multifunctional drug-carriers. (C) 2011 Elsevier Ltd. All rights reserved.