1,3-distearoyloxypropan-2-one | 1969-27-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,3-distearoyloxypropan-2-one
• 英文别名: (3-Octadecanoyloxy-2-oxopropyl) octadecanoate
• CAS: 1969-27-3
• 化学式: C₃₉H₇₄O₅
• 分子量: 623.014
• InChiKey: QFFUCXSKSTVAGW-UHFFFAOYSA-N

物化性质

• 沸点：
  662.3±40.0 °C(Predicted)
• 密度：
  0.921±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.6
• 重原子数：
  44
• 可旋转键数：
  38
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-distearoyloxypropan-2-one 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 苯 为溶剂， 反应 24.5h， 生成
  参考文献：
  名称：

  Triglyceride-Mimetic Structure-Gated Prodrug Nanoparticles for Smart Cancer Therapy

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c01328
• 作为产物：
  描述：

  硬酯酸甲酯C18 在 甲醇 、 sodium methylate 、 丙酮 、 mercury dichloride 作用下， 生成 1,3-distearoyloxypropan-2-one
  参考文献：
  名称：

  GLYCERIDE SYNTHESIS: I. SYNTHESIS OF SYMMETRICAL DIGLYCERIDES FROM DIHYDROXY ACETONE AND ALLYL ALCOHOL

  摘要：

  1,3-二硬脂氧基丙酮和1,3-二棕榈酸氧基丙酮是通过脂肪酸甲酯与1,3-二丙酸氧基丙酮二乙基硫醇酯的酯交换反应制备的。1,3-二甘油酯通过酮基的氢化得到。烯丙基四氢吡喃基醚氧化为1-四氢吡喃基甘油，然后乙酰化和脂肪酸甲酯进行酯交换反应制备1,3-二甘油酯。

  DOI：

  10.1139/v55-087

文献信息

• TRIACYLGLYCEROL OLIGOMERS
  申请人：Trent University

  公开号：US20150321992A1

  公开（公告）日：2015-11-12

  This application relates to triacylglycerol oligomers derived from the metathesis of natural oils. These oligomers are structure controlled dimers and quatrimers, and the effect of saturation, molecular size, and positional isomerization are also described herein.

  这个应用涉及从天然油脂的交换反应中得到的三酰甘油寡聚体。这些寡聚体是结构受控的二聚体和四聚体，本文还描述了饱和度、分子大小和位置异构化的影响。
• Symmetrical cationic triglycerides
  作者：Satoshi Obika、Wei Yu、Atsuko Shimoyama、Takeshi Uneda、Kazuyuki Miyashita、Takefumi Doi、Takeshi Imanishi

  DOI：10.1016/s0968-0896(00)00242-x

  日期：2001.2

  Some cationic triglycerides 1Aa-1Cb which have a symmetrical structure were effectively synthesized and formulated into cationic liposomes with the co-lipid dioleoylphosphatidylethanolamine (DOPE) and/or dilauroylphosphatidylcholine (DLPC). The plasmid encoding a luciferase was delivered into CHO cells by using these cationic liposomes. Our symmetrical cationic triglycerides showed high transfection activity when DOPE was used as a co-lipid. Among the symmetrical cationic triglycerides synthesized here, 1Ab and 1Ac, which have an oleoyl group at the 1- and 3-position in the glycerol backbone and also have a relatively long linker connecting the 2-hydroxy group in glycerol with the quaternary ammonium head group, were found to be the most suitable for gene delivery into cells. The transfection activity of the symmetrical cationic triglyceride 1Ab was comparable with that of its asymmetrical congener 6 and several times higher than that of Lipofectin(R). (C) 2001 Elsevier Science Ltd. All rights reserved.
• Gruen; Wittka, Chemische Berichte, 1921, vol. 54, p. 283
  作者：Gruen、Wittka

  DOI：——

  日期：——
• COCKMAN, SAMANTHA J.;JOLL, CYNTHIA A.;MORTIMER, BOK-CHENG;REDGRAVE, TREVO+, AUSTRAL. J. CHEM., 43,(1990) N2, C. 2093-2097
  作者：COCKMAN, SAMANTHA J.、JOLL, CYNTHIA A.、MORTIMER, BOK-CHENG、REDGRAVE, TREVO+

  DOI：——

  日期：——
• Triglyceride-Mimetic Structure-Gated Prodrug Nanoparticles for Smart Cancer Therapy
  作者：Chutong Tian、Jingjing Guo、Yifan Miao、Shunzhe Zheng、Bingjun Sun、Mengchi Sun、Qing Ye、Wenxue Liu、Shuang Zhou、Ken-ichiro Kamei、Zhonggui He、Jin Sun

  DOI：10.1021/acs.jmedchem.1c01328

  日期：2021.11.11