Heptyl-thiooctanoat | 2450-13-7

• 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: Heptyl-thiooctanoat
• CAS: 2450-13-7
• 化学式: C₁₅H₃₀OS
• 分子量: 258.469
• InChiKey: YOODTPWBDXKTSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.58
• 重原子数：
  17.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Heptyl-thiooctanoat 在 Dimethyldi-(n-alkyl)ammonium chloride 作用下， 生成 4-硝基苯基辛酸酯
  参考文献：
  名称：

  合成两亲小泡显着提高酯硫解的速率

  摘要：

  阳离子表面活性剂囊泡在4至6的pH范围内将正庚基硫醇对对硝基苯基辛酸酯的硫解速率提高了几百万倍，从而提供了一种高效的酯硫解水溶液体系，该体系即使在pH4时也起作用，即大于低于SH组pKa的6个pH单位。从离子交换形式学角度分析数据意味着该速率加速主要归因于囊泡所提供的尺寸受限的环境中试剂的浓度，以及亲核试剂在囊泡处的增强的解离和反应性产生的小贡献表面。

  DOI：

  10.1016/0040-4020(82)85070-9
• 作为产物：
  描述：

  辛酸 在 草酰氯 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 Heptyl-thiooctanoat
  参考文献：
  名称：

  [EN] IONIZABLE CATIONIC LIPIDS INCORPORATING SILICON
  [FR] LIPIDES CATIONIQUES IONISABLES COMPRENANT DU SILICIUM

  摘要：

  The invention relates to a novel ionizable cationic lipid family incorporating silicon, which belongs to the trademark LipexSil™ 1st generation lipids wherein at least one of the two side chains contains silyl acetal linker. Lipids containing silyl acetal linker(s) so far are unprecedented in the art and are effective as ionizable cationic lipids in the formulation of empty or loaded lipid nanoparticles (LNPs). The novel linkers according to the invention are designed by means of borane catalysts [WO 2022/129966]. The invention describes the synthesis of the lipids of formula (I), formation and characterization of nanoparticles and biological experiments demonstrating that the lipid nanoparticles prepared with these novel lipids can efficiently deliver their cargo (e.g. RNA, DNA, mRNA, siRNA, pDNA, circular DNA, small biologically active molecules) into the cells.

  公开号：

  WO2024023174A2

文献信息

• Evidence that the effects of synthetic amphiphile vesicles on reaction rates depend on vesicle size
  作者：Maria K. Kawamuro、Hernan Chaimovich、Elsa B. Abuin、E. A. Lissi、Iolanda M. Cuccovia

  DOI：10.1021/j100156a078

  日期：1991.2

  Small and large vesicles were prepared with dioctadecyldimethylammonium chloride and bromide. The hydrodynamic radius of the small vesicles ranges from 11 to 30 nm, while that of the large vesicles is ca. 140 nm. Both small and large vesicles increased the rate of alkaline hydrolysis and thiolysis (heptyl mercaptan, HM) of p-nitrophenyl octanoate (NPO). The rate/amphiphile patterns were different and the small vesicles were 2-5-fold more effective as catalysts. From the quantitative analysis of the kinetic results, using a pseudophase model with ion exchange, we concluded that the size dependence is due to differences in ion dissociation, substrate binding constants, and intrinsic reactivities. The effect of vesicle size on substrate distribution was confirmed by measuring binding constants with a fluorescence quenching method. These data show that the rate differences arise mainly from a variation in the capacity of the bilayer to solubilize substrates and dissociate counterions. This work also shows that even small differences in bilayer packing, with no changes in medium or aggregate composition, can modulate the rate of supramolecular-modified chemical reactions.