4-O-beta-吡喃半乳糖基-D-吡喃甘露糖-八乙酸酯 | 20880-65-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-O-beta-吡喃半乳糖基-D-吡喃甘露糖-八乙酸酯
• 英文名称: 4-O-beta-Galactopyranosyl-D-mannopyrase-octaacetate
• 英文别名: [(2R,3R,4S,5S)-4,5,6-triacetyloxy-3-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 20880-65-3
• 化学式: C₂₈H₃₈O₁₉
• 分子量: 678.598
• InChiKey: WOTQVEKSRLZRSX-VHPQPXNJSA-N

物化性质

• 熔点：
  136 °C
• 沸点：
  683.1±55.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  47
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  238
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  4-O-beta-吡喃半乳糖基-D-吡喃甘露糖-八乙酸酯 在 乙酸肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 Acetic acid (3S,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-hydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Glycosidic Torsional Motions in a Bicelle-associated Disaccharide from Residual Dipolar Couplings

  摘要：

  An analysis of torsional motions about glycosidic bonds in a disaccharide is undertaken using residual dipolar coupling measurements and selective immobilization of the reducing end sugar to provide a suitable motional reference. The immobilization is accomplished by using the short chain of an alkyl glycoside to anchor the disaccharide to a bilayer medium aligned in magnetic field. Motions about the beta-(1-4) linkage of the n-butyl-4-O-beta-d-galactopyranosyl-alpha-d-mannopyranoside are shown to be substantial (+/-40 degrees ) and in good agreement with predictions of a fully solvated molecular dynamics simulation.

  DOI：

  10.1021/ja045697t
• 作为产物：
  描述：

  β-D-galactopyranosyl-(1->4)-D-mannopyranose 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 生成 4-O-beta-吡喃半乳糖基-D-吡喃甘露糖-八乙酸酯
  参考文献：
  名称：

  Glycosidic Torsional Motions in a Bicelle-associated Disaccharide from Residual Dipolar Couplings

  摘要：

  An analysis of torsional motions about glycosidic bonds in a disaccharide is undertaken using residual dipolar coupling measurements and selective immobilization of the reducing end sugar to provide a suitable motional reference. The immobilization is accomplished by using the short chain of an alkyl glycoside to anchor the disaccharide to a bilayer medium aligned in magnetic field. Motions about the beta-(1-4) linkage of the n-butyl-4-O-beta-d-galactopyranosyl-alpha-d-mannopyranoside are shown to be substantial (+/-40 degrees ) and in good agreement with predictions of a fully solvated molecular dynamics simulation.

  DOI：

  10.1021/ja045697t