4-硝基苯基O-6-脱氧-alpha-L-吡喃半乳糖基-(1→2)-O-beta-D-吡喃半乳糖基-(1→4)-2-(乙酰氨基)-2-脱氧-beta-D-吡喃葡萄糖苷 | 177855-99-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-硝基苯基O-6-脱氧-alpha-L-吡喃半乳糖基-(1→2)-O-beta-D-吡喃半乳糖基-(1→4)-2-(乙酰氨基)-2-脱氧-beta-D-吡喃葡萄糖苷
• 中文别名: 4)-2-(乙酰氨基)-2-脱氧-BETA-D-吡喃葡萄糖苷；4-硝基苯基O-6-脱氧-ALPHA-L-吡喃半乳糖基-(1→；2)-O-BETA-D-吡喃半乳糖基-(1→
• 英文名称: N-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4-hydroxy-6-hydroxymethyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl]-acetamide
• 英文别名: N-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide；N-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• CAS: 177855-99-1
• 化学式: C₂₆H₃₈N₂O₁₇
• 分子量: 650.591
• InChiKey: NXLTWNKLPSVELR-UOFGCEEZSA-N

物化性质

• 熔点：
  180-183°C
• 沸点：
  1003.2±65.0 °C(Predicted)
• 密度：
  1.63±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于二甲基亚砜、水

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  292
• 氢给体数：
  9
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  4-硝基苯基 2-乙酰氨基-2-脱氧-4-o-(β-d-galacto吡喃osyl)-β-d-吡喃葡萄糖苷 、 4-硝基苯-Α-L-吡喃海藻糖苷 在 α-L-fucosidase from Alcaligenes sp 作用下， 以 phosphate buffer 、 二甲基亚砜 为溶剂， 反应 80.0h， 以40.8 mg的产率得到N-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,6R)-3,5-Dihydroxy-6-hydroxymethyl-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-4-hydroxy-6-hydroxymethyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl]-acetamide
  参考文献：
  名称：

  Glycosidase‐Catalyzed Synthesis of Fucosyl Di‐ and Trisaccharide Derivatives Using α‐l‐Fucosidase fromAlcaligenes sp

  摘要：

  p-Nitrophenyl glycosides of di-and trisaccharides containing a (1-->2)-, (1-->3)-, (1-->4)-, or (1-->6)-linked alpha-L-fucosyl group were synthesized using the transglycosylation reaction mediated by alpha-L-fucosidase from Alcaligenes sp. with p-nitrophenyl glycosides of N-acetyllactosamine, lactose, D-GlcNAc, and D-Glc as acceptors. The enzymatic process for preparing these compounds is simple, and the yield is sufficiently high to make the method practical.

  DOI：

  10.1081/car-120023474

文献信息

• Glycosidase‐Catalyzed Synthesis of Fucosyl Di‐ and Trisaccharide Derivatives Using α‐<scp>l</scp>‐Fucosidase from<i>Alcaligenes sp</i>
  作者：Xiaoxiong Zeng、Takeomi Murata、Taichi Usui

  DOI：10.1081/car-120023474

  日期：2003.1.8

  p-Nitrophenyl glycosides of di-and trisaccharides containing a (1-->2)-, (1-->3)-, (1-->4)-, or (1-->6)-linked alpha-L-fucosyl group were synthesized using the transglycosylation reaction mediated by alpha-L-fucosidase from Alcaligenes sp. with p-nitrophenyl glycosides of N-acetyllactosamine, lactose, D-GlcNAc, and D-Glc as acceptors. The enzymatic process for preparing these compounds is simple, and the yield is sufficiently high to make the method practical.