4-硝基苯基-2-乙酰胺基-2-脱氧-4-O-(Α-L-岩藻糖)-Β-D-吡喃葡糖苷 | 259143-52-7

• 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-2-乙酰胺基-2-脱氧-4-O-(Α-L-岩藻糖)-Β-D-吡喃葡糖苷
• 英文名称: N-[(2S,3R,4R,5S,6R)-4-Hydroxy-6-hydroxymethyl-2-(4-nitro-phenoxy)-5-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
• 英文别名: 4-Nitrophenyl 2-Acetamido-2-deoxy-4-O-|A-L-fucopyranosyl)-|A-D-glucopyranoside；N-[(2S,3R,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]acetamide
• CAS: 259143-52-7
• 化学式: C₂₀H₂₈N₂O₁₂
• 分子量: 488.449
• InChiKey: JQGZMRCVWYGGHU-PIRDJKQGSA-N

物化性质

• 熔点：
  182-184°C
• 沸点：
  833.6±65.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（轻微）、甲醇（轻微、超声处理）、水（轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  213
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  4-硝基苯-Α-L-吡喃海藻糖苷 、 4-硝基苯基-2-乙酰氨基-2-脱氧-β-D-吡喃葡萄糖苷 在 α-L-fucosidase from Alcaligenes sp 作用下， 以 phosphate buffer 、 二甲基亚砜 为溶剂， 以12%的产率得到4-nitrophenyl O-α-L-fucopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside
  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.