stearyl tetrakis(2,3,4,6-O-acetyl)-α-D-glucopyranoside | 136424-62-9

• 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: stearyl tetrakis(2,3,4,6-O-acetyl)-α-D-glucopyranoside
• 英文别名: stearyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
• CAS: 136424-62-9
• 化学式: C₃₂H₅₆O₁₀
• 分子量: 600.791
• InChiKey: QDUHSWMXLTZYND-VJLURNNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  42.0
• 可旋转键数：
  23.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  stearyl tetrakis(2,3,4,6-O-acetyl)-α-D-glucopyranoside 在 甲醇 、 sodium methylate 作用下， 生成 stearyl α-D-glucopyranoside
  参考文献：
  名称：

  Thermotropic and lyotropic properties of long chain alkyl glycopyranosides

  摘要：

  A systematic structure variation of a classical amphiphile (dodecyl-P-D-glucopyranoside) is performed, demonstrating the influence of anomeric linkage, configuration, ring size and flexibility as well as electric charges on the mesophase behaviour. In addition, we have investigated the thermotropic and lyotropic properties of some long chain alkyl glycosides with monosaccharide headgroups. The thermotropism was measured with polarizing microscopy and differential scanning calorimetry, and additionally the lyotropism with FTIR spectroscopy and X-ray diffraction. (C) 2000 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0009-3084(99)00119-x
• 作为产物：
  描述：

  乙酸酐 、 stearyl α-D-glucopyranoside 在 吡啶 作用下， 生成 stearyl tetrakis(2,3,4,6-O-acetyl)-α-D-glucopyranoside
  参考文献：
  名称：

  Control of headgroup orientation of monolayer by glucolipid

  摘要：

  The mixed monolayers of 1-laurylpyrene-8-carboxylic acid (LP8C) and glucolipids have been studied by measuring pressure-area isotherms and fluorescence spectral changes during compression. LP8C itself does not form a monolayer on pure water and is dispersed as a solid which shows a blue-shifted excimer-like fluorescence at around 470 nm. The 1:1 mixture of LP8C and stearyl alpha-D-glucopyranoside (SGP), however, forms a relatively stable monolayer having a collapse pressure of 36 mN/m. The fluorescence maximum of the LP8C-SGP monolayer is 520 nm. Glycerol alpha-monostearate (GMS), stearyl tetrakis(2,3,4,6-O-methyl)-alpha-D-glucopyranoside (MeSGP), and stearyl tetrakis(2,3,4,6-O-acetyl)-alpha-D-glucopyranoside (AcSGP) do not show the same effect as does SGP, the fluorescence maxima of the mixed monolayers of LP8C and these hydrocarbons being 470 nm. These results can be explained on the basis that the pyrene chromophores are well ordered at the air-water interface by hydrogen bonding between the carboxyl groups of LP8C and the hydroxyl groups of SGP. The fluorescence of dansyllaurylamine suggests that the dehydration from the headgroups of SGP readily occurs during the compression of the monolayer. The easy dehydration from the headgroups may be essential to from the intermolecular hydrogen bonds at the interface.

  DOI：

  10.1021/j100173a052