bz-SA-[G2]-PGLSA-acid | 686775-20-2

• 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: bz-SA-[G2]-PGLSA-acid
• 英文别名: 4-[1,3-Bis[[4-[1,3-bis[(4-oxo-4-phenylmethoxybutanoyl)oxy]propan-2-yloxy]-4-oxobutanoyl]oxy]propan-2-yloxy]-4-oxobutanoic acid；4-[1,3-bis[[4-[1,3-bis[(4-oxo-4-phenylmethoxybutanoyl)oxy]propan-2-yloxy]-4-oxobutanoyl]oxy]propan-2-yloxy]-4-oxobutanoic acid
• CAS: 686775-20-2
• 化学式: C₆₅H₇₂O₂₈
• 分子量: 1301.27
• InChiKey: HUKMQUKHAGXADA-UHFFFAOYSA-N

物化性质

• 沸点：
  1089.2±65.0 °C(Predicted)
• 密度：
  1.315±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  93
• 可旋转键数：
  57
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  379
• 氢给体数：
  1
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  bz-SA-[G2]-PGLSA-acid 、 十四醇 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以79%的产率得到
  参考文献：
  名称：

  Anionic Amphiphilic Dendrimers as Antibacterial Agents

  摘要：

  An anionic amphiphilic dendrimer is reported that possesses increased cytotoxicological potency against prokaryotic cells compared to eukaryotic cells. The half-maximal effective concentration (EC50) for the dendrimer against Bacillus subtillis, a Gram-positive bacterial strain, was measured to be 4.1 x 10(-5) M, while that against human umbilical vein endothelial cells (HUVEC) was more than 36(x) greater at a value of 1.5 x 10(-3) M. EC50 ratios for two commercial amphiphiles, sodium dodecyl sulfate (SDS) and Triton X-100, in addition to a similar synthesized dendritic structure were most only 3.8(x) greater. Furthermore, the observed EC50 values appear to be correlated to the critical aggregation constant (CAC) in solution suggesting a mechanism of action for these anionic anphiphilic dendrimers related to their supramolecular structures.

  DOI：

  10.1021/ja806912a
• 作为产物：
  描述：

  bz-SA-[G2]-PGLSA-TBDPS 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以75%的产率得到bz-SA-[G2]-PGLSA-acid
  参考文献：
  名称：

  Synthesis and Aqueous Aggregation Properties of Amphiphilic Surface-Block Dendrimers

  摘要：

  [GRAPHICS]A family of dendritic amphiphiles were synthesized from the natural metabolites of glycerol, succinic acid, and myristic acid. The surfaces of these dendrimers display different numbers of alkyl chains and carboxylic acids, varying the hydrophobic-to-hydrophilic ratio over a relatively broad range. In solution these dendritic amphiphiles form supramolecular structures, and these aggregates have been characterized by light microscopy, transmission electron microscopy, and tensiometry. These aggregates can entrap the hydrophobic species pyrene.

  DOI：

  10.1021/ol051583q

文献信息

• WO2007/1926
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] DENTRITIC POLYMERS, CROSSLINKED GELS, AND THEIR USES IN ORTHOPEDIC APPLICATIONS<br/>[FR] POLYMERES DENDRITIQUES ET GELS RETICULES: UTILISATIONS DANS DES APPLICATIONS ORTHOPEDIQUES
  申请人：HYPERBRANCH MEDICAL TECHNOLOGY

  公开号：WO2006031388A3

  公开（公告）日：2006-10-12
• [EN] DENDRITIC POLYMERS, CROSSLINKED GELS, AND THEIR USES AS OPHTHALMIC SEALANTS AND LENSES<br/>[FR] POLYMERES DENDRITIQUES, GELS RETICULES, ET LEURS UTILISATIONS COMME AGENTS DE SCELLEMENT ET LENTILLES OPHTALMIQUES
  申请人：HYPERBRANCH MEDICAL TECHNOLOGY

  公开号：WO2006031358A3

  公开（公告）日：2006-11-16
• Synthesis and Aqueous Aggregation Properties of Amphiphilic Surface-Block Dendrimers
  作者：Nathanael R. Luman、Mark W. Grinstaff

  DOI：10.1021/ol051583q

  日期：2005.10.1

  [GRAPHICS]A family of dendritic amphiphiles were synthesized from the natural metabolites of glycerol, succinic acid, and myristic acid. The surfaces of these dendrimers display different numbers of alkyl chains and carboxylic acids, varying the hydrophobic-to-hydrophilic ratio over a relatively broad range. In solution these dendritic amphiphiles form supramolecular structures, and these aggregates have been characterized by light microscopy, transmission electron microscopy, and tensiometry. These aggregates can entrap the hydrophobic species pyrene.
• Anionic Amphiphilic Dendrimers as Antibacterial Agents
  作者：Steven R. Meyers、Frank S. Juhn、Aaron P. Griset、Nathanael R. Luman、Mark W. Grinstaff

  DOI：10.1021/ja806912a

  日期：2008.11.5

  An anionic amphiphilic dendrimer is reported that possesses increased cytotoxicological potency against prokaryotic cells compared to eukaryotic cells. The half-maximal effective concentration (EC50) for the dendrimer against Bacillus subtillis, a Gram-positive bacterial strain, was measured to be 4.1 x 10(-5) M, while that against human umbilical vein endothelial cells (HUVEC) was more than 36(x) greater at a value of 1.5 x 10(-3) M. EC50 ratios for two commercial amphiphiles, sodium dodecyl sulfate (SDS) and Triton X-100, in addition to a similar synthesized dendritic structure were most only 3.8(x) greater. Furthermore, the observed EC50 values appear to be correlated to the critical aggregation constant (CAC) in solution suggesting a mechanism of action for these anionic anphiphilic dendrimers related to their supramolecular structures.