4-O-β-D-glucopyranosyl-D-glucosamine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-O-β-D-glucopyranosyl-D-glucosamine
• 英文别名: Glc(b1-4)GlcN；(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R)-5-amino-4,6-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₁₂H₂₃NO₁₀
• 分子量: 341.315
• InChiKey: PNIWLNAGKUGXDO-LMXLUCEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  195
• 氢给体数：
  8
• 氢受体数：
  11

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2-deoxy-2-amino glucose	3416-24-8	C6H13NO5	179.173

反应信息

• 作为产物：
  描述：

  2-deoxy-2-amino glucose 、 对氟苯甲醇 在 Tris-HCl buffer 、 magnesium chloride 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 24.0h， 以55%的产率得到4-O-β-D-glucopyranosyl-D-glucosamine
  参考文献：
  名称：

  Synthesis and structural analysis of disaccharides of 4-O-β-d-glucopyranosyl-d-glucosamine and 4-O-d-β-glucopyranosyl-2-deoxy-d-glucose

  摘要：

  The disaccharides 4-O-beta-D-glucopyranosyl-D-glucosamine (Glc-GlcN) and 4-O-beta-D-glucopyranosyl-2-deoxy-D-glucose (Glc-2-deoxy-Glc) were synthesized from equimolar amounts of D-glucosamine and alpha-D-glucose-1-phosphate (G-1-P), and 2-deoxy-D-glucose and alpha-D-glucose-1-phosphate (G-1-P) respectively, in the presence of cellobiose phosphorylase from Cellvibrio gilvus. The yields were 55% and 50% based on the initial amounts of D-glucosamine and 2-deoxy-D-glucose, respectively. The structure of disaccharides were confirmed by NMR analysis.

  DOI：

  10.1016/0008-6215(95)00143-h

文献信息

• Synthesis and structural analysis of disaccharides of 4-O-β-d-glucopyranosyl-d-glucosamine and 4-O-d-β-glucopyranosyl-2-deoxy-d-glucose
  作者：M.A. Tariq、K. Hayashi、K. Tokuyasu、T. Nagata

  DOI：10.1016/0008-6215(95)00143-h

  日期：1995.9

  The disaccharides 4-O-beta-D-glucopyranosyl-D-glucosamine (Glc-GlcN) and 4-O-beta-D-glucopyranosyl-2-deoxy-D-glucose (Glc-2-deoxy-Glc) were synthesized from equimolar amounts of D-glucosamine and alpha-D-glucose-1-phosphate (G-1-P), and 2-deoxy-D-glucose and alpha-D-glucose-1-phosphate (G-1-P) respectively, in the presence of cellobiose phosphorylase from Cellvibrio gilvus. The yields were 55% and 50% based on the initial amounts of D-glucosamine and 2-deoxy-D-glucose, respectively. The structure of disaccharides were confirmed by NMR analysis.