α-D-Man-(1->3)-α-D-Man-(1->2)-α-D-Man | 6817-81-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-Man-(1->3)-α-D-Man-(1->2)-α-D-Man
• 英文别名: α-D-Man-(1->3)-α-D-Man-(1->2)-D-Man；Manalpha1->3Manalpha1->2Manalpha；(2S,3S,4S,5S,6R)-3-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,4,5-triol
• CAS: 6817-81-8
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: LHAOFBCHXGZGOR-NAVBLJQLSA-N

物化性质

• 沸点：
  911.5±65.0 °C(Predicted)
• 密度：
  1.80±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.8
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  269
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 α-D-Man-(1->3)-α-D-Man-(1->2)-α-D-Man 以 吡啶 为溶剂， 反应 12.0h， 生成 Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-2,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-3-yloxy)-4-((2R,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Chemoenzymatic synthesis of the branched oligosaccharides which correspond to the core structures of N-linked sugar chains

  摘要：

  Synthetic routes are described to a partial structure common to all high mannose-type sugar chains and complex-type sugar chains based on a chemoenzymatic strategy which incorporates, (a) enzymatic synthesis of oligosaccharide blocks using glycosidases, and (b) chemical synthesis of the branching oligosaccharides via regioselective coupling. All reaction products correspond to key intermediates necessary for the construction of N-linked oligosaccharides and we have synthesized the branched tetra-manno-oligosaccharide high mannose-type sugar chain and the branched hexa-oligosaccharide complex-type sugar chain using this simple and direct method. (C) 1998 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)10001-5
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氟酸 作用下， 反应 96.0h， 生成 α-D-Manp-(1->2)-α-D-Manp 、 α-D-Man-(1->3)-α-D-Man-(1->2)-α-D-Man 、 α-D-Man-(1->3)-α-D-Man-(1->3)-α-D-Man-(1->2)-D-Man 、 α-D-Man-(1->3)-α-D-Man-(1->3)-α-D-Man-(1->3)-α-D-Man-(1->2)-D-Man
  参考文献：
  名称：

  霍乱毕赤酵母NRRL Y-2448的细胞外多糖：磷酸化的侧链。

  摘要：

  霍乱毕赤氏酵母NRRL Y-2448产生的胞外多糖由磷酸甘露聚糖核心组成，寡糖二酯磷酸酯侧链附于其上。通过分别用乙酸水溶液和氟化氢水溶液温和水解，侧链的寡糖分别以寡糖磷酸酯和中性寡糖释放。通过NMR光谱以及通过电喷雾和快速原子轰击质谱法研究了释放的寡糖磷酸酯。中性寡糖的结构通过1D和2D NMR光谱实验确定。

  DOI：

  10.1016/s0008-6215(98)00101-3

文献信息

• Chemoenzymatic synthesis of the branched oligosaccharides which correspond to the core structures of N-linked sugar chains
  作者：Ichiro Matsuo、Megumi Isomura、Tatsuo Miyazaki、Tohru Sakakibara、Katsumi Ajisaka

  DOI：10.1016/s0008-6215(97)10001-5

  日期：1997.12

  Synthetic routes are described to a partial structure common to all high mannose-type sugar chains and complex-type sugar chains based on a chemoenzymatic strategy which incorporates, (a) enzymatic synthesis of oligosaccharide blocks using glycosidases, and (b) chemical synthesis of the branching oligosaccharides via regioselective coupling. All reaction products correspond to key intermediates necessary for the construction of N-linked oligosaccharides and we have synthesized the branched tetra-manno-oligosaccharide high mannose-type sugar chain and the branched hexa-oligosaccharide complex-type sugar chain using this simple and direct method. (C) 1998 Elsevier Science Ltd.
• The extracellular polysaccharide of Pichia (Hansenula) holstii NRRL Y-2448: the phosphorylated side chains
  作者：Lesley A.S. Parolis、Haralambos Parolis、Lennart Kenne、Morten Meldal、Klaus Bock

  DOI：10.1016/s0008-6215(98)00101-3

  日期：1998.5

  The exopolysaccharide produced by Pichia (Hansenula) holstii NRRL Y-2448 is composed of a phosphomannan core to which oligosaccharide diester phosphate side chains are appended. The oligosaccharides of the side chains were released as oligosaccharide phosphates and neutral oligosaccharides by mild hydrolysis with aqueous acetic acid and aqueous hydrogen fluoride, respectively. The liberated oligosaccharide

  霍乱毕赤氏酵母NRRL Y-2448产生的胞外多糖由磷酸甘露聚糖核心组成，寡糖二酯磷酸酯侧链附于其上。通过分别用乙酸水溶液和氟化氢水溶液温和水解，侧链的寡糖分别以寡糖磷酸酯和中性寡糖释放。通过NMR光谱以及通过电喷雾和快速原子轰击质谱法研究了释放的寡糖磷酸酯。中性寡糖的结构通过1D和2D NMR光谱实验确定。