3-hydroxypropane-1,2-diyl diheptanoate | 913077-39-1

• 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: 3-hydroxypropane-1,2-diyl diheptanoate
• 英文别名: 1,1'-[1-(Hydroxymethyl)-1,2-ethanediyl] Diheptanoate; (2-heptanoyloxy-3-hydroxy-propyl) heptanoate, 1,1-[1-(Hydroxymethyl)-1,2-ethanediyl]diheptanoate；(2-heptanoyloxy-3-hydroxypropyl) heptanoate
• CAS: 913077-39-1
• 化学式: C₁₇H₃₂O₅
• 分子量: 316.438
• InChiKey: LUQFGNDRPGBWIS-UHFFFAOYSA-N

物化性质

• 沸点：
  401.2±12.0 °C(Predicted)
• 密度：
  1.007±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-溴戊酸 、 3-hydroxypropane-1,2-diyl diheptanoate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-((5-bromopentanoyl)oxy)propane-1,2-diyl diheptanoate
  参考文献：
  名称：

  Novel macrocyclic and acyclic cationic lipids for gene transfer: Synthesis and in vitro evaluation

  摘要：

  The synthesis and in vitro evaluation of four cationic lipid gene delivery vectors, characterized by acyclic or macrocyclic, and saturated or unsaturated hydrophobic regions, is described. The synthesis employed standard protocols, including ring-closing metathesis for macrocyclic lipid construction. All lipoplexes studied, formulated from plasmid DNA and a liposome composed of a synthesized lipid, 1,2-dimyristoyl-sn-glycero-3-ethylphosphocholine (EPC), and either 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) or cholesterol as co-lipid, exhibited plasmid DNA binding and protection from DNase I degradation, and concentration dependent cytotoxicity using Chinese hamster ovary-K1 cells. The transfection efficiency of formulations with cholesterol outperformed those with DOPE, and in many cases the EPC/cholesterol control, and formulations with a macrocyclic lipid (+/- 10:1) outperformed their acyclic counterparts (+/- 3:1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.080
• 作为产物：
  描述：

  3-((4-methoxybenzyl)oxy)propane-1,2-diyl bis(hept-6-enoate) 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 3-hydroxypropane-1,2-diyl diheptanoate
  参考文献：
  名称：

  Novel macrocyclic and acyclic cationic lipids for gene transfer: Synthesis and in vitro evaluation

  摘要：

  The synthesis and in vitro evaluation of four cationic lipid gene delivery vectors, characterized by acyclic or macrocyclic, and saturated or unsaturated hydrophobic regions, is described. The synthesis employed standard protocols, including ring-closing metathesis for macrocyclic lipid construction. All lipoplexes studied, formulated from plasmid DNA and a liposome composed of a synthesized lipid, 1,2-dimyristoyl-sn-glycero-3-ethylphosphocholine (EPC), and either 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) or cholesterol as co-lipid, exhibited plasmid DNA binding and protection from DNase I degradation, and concentration dependent cytotoxicity using Chinese hamster ovary-K1 cells. The transfection efficiency of formulations with cholesterol outperformed those with DOPE, and in many cases the EPC/cholesterol control, and formulations with a macrocyclic lipid (+/- 10:1) outperformed their acyclic counterparts (+/- 3:1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.080

文献信息

• [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF PARKINSON'S DISEASE<br/>[FR] COMPOSITIONS ET MÉTHODES POUR LE TRAITEMENT DE LA MALADIE DE PARKINSON
  申请人：CELLIX BIO PRIVATE LTD

  公开号：WO2020075023A3

  公开（公告）日：2020-06-11
• COMPOSITIONS AND METHODS FOR THE TREATMENT OF PARKINSON'S DISEASE
  申请人：CELLIX BIO PRIVATE LIMITED

  公开号：EP3852722A2

  公开（公告）日：2021-07-28
• Novel macrocyclic and acyclic cationic lipids for gene transfer: Synthesis and in vitro evaluation
  作者：William P.D. Goldring、Emile Jubeli、Rachael A. Downs、Adam J.S. Johnston、Nada Abdul Khalique、Liji Raju、Deena Wafadari、Michael D. Pungente

  DOI：10.1016/j.bmcl.2012.05.080

  日期：2012.7

  The synthesis and in vitro evaluation of four cationic lipid gene delivery vectors, characterized by acyclic or macrocyclic, and saturated or unsaturated hydrophobic regions, is described. The synthesis employed standard protocols, including ring-closing metathesis for macrocyclic lipid construction. All lipoplexes studied, formulated from plasmid DNA and a liposome composed of a synthesized lipid, 1,2-dimyristoyl-sn-glycero-3-ethylphosphocholine (EPC), and either 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) or cholesterol as co-lipid, exhibited plasmid DNA binding and protection from DNase I degradation, and concentration dependent cytotoxicity using Chinese hamster ovary-K1 cells. The transfection efficiency of formulations with cholesterol outperformed those with DOPE, and in many cases the EPC/cholesterol control, and formulations with a macrocyclic lipid (+/- 10:1) outperformed their acyclic counterparts (+/- 3:1). (C) 2012 Elsevier Ltd. All rights reserved.