3-O-β-D-glucopyranosyl-D-mannose | 29478-44-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-O-β-D-glucopyranosyl-D-mannose
• 英文别名: (3S,4S,5R,6R)-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2,3,5-triol
• CAS: 29478-44-2
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: QIGJYVCQYDKYDW-IMILLUAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  189.53
• 氢给体数：
  8.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  3-O-β-D-glucopyranosyl-D-mannose 生成 (3S,4S,5R,6R)-3,5-Dimethoxy-6-methoxymethyl-4-((2S,3R,4S,5R,6R)-3,4,5-trimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ol
  参考文献：
  名称：

  Structural investigation of Klebsiella serotype K46 poly-saccharide

  摘要：

  The structure of the capsular polysaccharide from Klebsiella type K46 has been investigated by using the techniques of methylation analysis, periodate oxidation, and partial hydrolysis. The anomeric linkages were determined by 1H- and 13C-n.m.r. spectroscopy of the polysaccharide and of derived poly- and oligo-saccharides obtained through degradative procedures. 1H-N.m.r. spectroscopy of the polysaccharide in D2O showed clearly a ratio of one (1-carboxyethylidene) group (CH3, delta 1.47) to six anomeric protons (delta 4.62--5.29). The polysaccharide was shown to consist of the following hexasaccharide repeating unit, which is unique in this series in having a (1-carboxyethylidene) acetal group on a lateral, but nonterminal, sugar residue. (Formula: see text).

  DOI：

  10.1016/s0008-6215(00)85903-0
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 0.75h， 生成 3-O-α-D-galactopyranosyl-D-galactose 、 3-O-β-D-glucopyranosyl-D-mannose 、 3-O-(α-D-glucopyranosyluronic acid)-3-O-α-D-mannopyranosyl-D-galactose
  参考文献：
  名称：

  Structural investigation of Klebsiella serotype K46 poly-saccharide

  摘要：

  The structure of the capsular polysaccharide from Klebsiella type K46 has been investigated by using the techniques of methylation analysis, periodate oxidation, and partial hydrolysis. The anomeric linkages were determined by 1H- and 13C-n.m.r. spectroscopy of the polysaccharide and of derived poly- and oligo-saccharides obtained through degradative procedures. 1H-N.m.r. spectroscopy of the polysaccharide in D2O showed clearly a ratio of one (1-carboxyethylidene) group (CH3, delta 1.47) to six anomeric protons (delta 4.62--5.29). The polysaccharide was shown to consist of the following hexasaccharide repeating unit, which is unique in this series in having a (1-carboxyethylidene) acetal group on a lateral, but nonterminal, sugar residue. (Formula: see text).

  DOI：

  10.1016/s0008-6215(00)85903-0