1,2-di-O-tetradecyl-sn-glycerol | 36314-51-9

• 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: 1,2-di-O-tetradecyl-sn-glycerol
• 英文别名: (2S)-2,3-di(tetradecoxy)propan-1-ol
• CAS: 36314-51-9
• 化学式: C₃₁H₆₄O₃
• 分子量: 484.847
• InChiKey: IAJHLVPJJCPWLF-HKBQPEDESA-N

物化性质

• 熔点：
  44-45 °C
• 沸点：
  567.5±30.0 °C(Predicted)
• 密度：
  0.880±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  34
• 可旋转键数：
  30
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  1,2-di-O-tetradecyl-sn-glycerol 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到(R)-1,2-bis-tetradecyloxy-3-bromopropane
  参考文献：
  名称：

  Synthesis of novel cationic cardiolipin analogues for the optimal delivery of therapeutic agents

  摘要：

  A novel approach was developed to synthesize cardiolipin analogues containing two quaternary ammonium groups With tetraalkyl chain retaining 'glycerol' moiety, the central core of the molecule. The analogues were synthesized with or without spacer and/or lipid chain length with saturation to tailor lipid-based formulations of therapeutic agents for optimal delivery to target sites. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.044
• 作为产物：
  描述：

  溴代十四烷 在 palladium 10% on activated carbon 、 氢气 、 palladium(II) hydroxide 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 50.0~155.0 ℃ 、344.75 kPa 条件下， 反应 24.0h， 生成 1,2-di-O-tetradecyl-sn-glycerol
  参考文献：
  名称：

  [EN] THERMOSTABLE LIPID NANOPARTICLE AND METHODS OF USE THEREOF
  [FR] NANOPARTICULE LIPIDIQUE THERMOSTABLE ET SES MÉTHODES D'UTILISATION

  摘要：

  The present disclosure provides, among other things, a lipid nanoparticle adjuvant composition. The present disclosure provides pharmaceutical compositions that include a stable lipid nanoparticle adjuvant and human papillomavirus (HPV) virus-like particles (VLPs) of at least one type of human papillomavirus (HPV) selected from the group consisting of HPV types: 6, 11, 16, 18, 26, 31, 33, 35, 39, 45, 51, 52, 53, 55, 56, 58, 59, 66, 68, 73, and 82.

  公开号：

  WO2023023152A1

文献信息

• Regio- and stereo-selectively deuteriated sialyl glycerolipids for dynamic studies by 2H NMR spectroscopy
  作者：Ren� Roy、Marie Letellier、David Fenske、Harold C. Jarrell

  DOI：10.1039/c39900000378

  日期：——

  2-di-O-tetradecyl-sn-glycerol were prepared from D-mannitol through the intermediary of 3,4-isopropylidene-D-mannitol; regio- and stereo-selective mono- and bis-deuteriation of sialic acid under base catalysed enolization gave [3ax-2H1]- and [3ax,3eq-2H2]-sialic acids which were glycosidated with the glycerolipids after derivatization.

  由D-甘露糖醇通过3，4-异亚丙基-D-甘露糖醇的中间体制备未标记和氘标记的[3- 2 H 1 ] 1,2-二-O-十四烷基-sn-甘油；在碱催化烯醇化下，对唾液酸进行区域和立体选择性单氘代和双氘化，得到[3ax- 2 H 1 ]-和[3ax，3eq- 2 H 2 ]-唾液酸，在衍生化后与甘油脂一起糖基化。
• [EN] REVERSE HEAD GROUP LIPIDS, LIPID PARTICLE COMPOSITIONS COMPRISING REVERSE HEADGROUP LIPIDS, AND METHODS FOR THE DELIVERY OF NUCLEIC ACIDS<br/>[FR] LIPIDES À TÊTES POLAIRES INVERSÉES, COMPOSITIONS PARTICULAIRES LIPIDIQUES COMPRENANT LES LIPIDES À TÊTES POLAIRES INVERSÉES, ET PROCÉDÉS D'ADMINISTRATION D'ACIDES NUCLÉIQUES
  申请人：UNIV BRITISH COLUMBIA

  公开号：WO2011056682A1

  公开（公告）日：2011-05-12

  The present invention related to a novel class of zwitterionic lipids that are useful in the preparation of lipid particles suitable for the delivery of encapsulated nucleic acids to cells.

  本发明涉及一种新型的带电离子脂质类物质，可用于制备适用于将封装的核酸传递至细胞的脂质粒子。
• [EN] COMPOSITIONS AND METHODS FOR TARGETED RNA DELIVERY<br/>[FR] COMPOSITIONS ET MÉTHODES D'ADMINISTRATION CIBLÉE D'ARN
  申请人：VERVE THERAPEUTICS INC

  公开号：WO2021178725A1

  公开（公告）日：2021-09-10

  Provided herein are compositions, methods of making the same, and methods for targeted delivery of therapeutic agents for modifying expression and function of target genes, e.g. proteins involved in lipid and cholesterol metabolism such as PCSK9. Further provided herein are compositions and methods of treating conditions related to coronary disease.

  本文提供了组合物、制备方法以及用于靶向传递治疗剂以修改靶基因表达和功能的方法，例如涉及脂质和胆固醇代谢的蛋白质，如PCSK9。此外，还提供了与冠心病相关疾病的治疗组合物和方法。
• [EN] IMPROVED AMINO LIPIDS AND METHODS FOR THE DELIVERY OF NUCLEIC ACIDS<br/>[FR] LIPIDES AMINÉS AMÉLIORÉS ET PROCÉDÉS D'ADMINISTRATION D'ACIDES NUCLÉIQUES
  申请人：TEKMIRA PHARMACEUTICALS CORP

  公开号：WO2010042877A1

  公开（公告）日：2010-04-15

  The present invention provides superior compositions and methods for the delivery of therapeutic agents to cells. In particular, these include novel lipids and nucleic acid-lipid particles that provide efficient encapsulation of nucleic acids and efficient delivery of the encapsulated nucleic acid to cells in vivo. The compositions of the present invention are highly potent, thereby allowing effective knock-down of specific target proteins at relatively low doses. In addition, the compositions and methods of the present invention are less toxic and provide a greater therapeutic index compared to compositions and methods previously known in the art.

  本发明提供了用于将治疗剂传递给细胞的优越组合物和方法。具体来说，这些包括新型脂质和核酸-脂质颗粒，能够有效地封装核酸并有效地将封装的核酸传递给体内的细胞。本发明的组合物具有高度的效力，因此可以以相对较低的剂量有效地降低特定靶蛋白的表达。此外，本发明的组合物和方法与先前在艺术领域中已知的组合物和方法相比，毒性更低，并提供更大的治疗指数。
• Lipid formulations
  申请人：TEKMIRA PHARMACEUTICALS CORPORATION

  公开号：US09394234B2

  公开（公告）日：2016-07-19

  The invention features a cationic lipid of formula I, an improved lipid formulation comprising a cationic lipid of formula I and corresponding methods of use. Also disclosed are targeting lipids, and specific lipid formulations comprising such targeting lipids.

  该发明涉及一种具有I式阳离子脂质的改进脂质配方，以及包括I式阳离子脂质的相应使用方法。还公开了靶向脂质和包括这些靶向脂质的特定脂质配方。