β-D-glucopyranosiduronate-(1→4)-α-D-2-trifluroacetamido-2-deoxyglucopyranosyl-(1→4)-β-D-glucopyranosiduronate-(1→4)-2,5-anhydro-1-azido-1-deoxy-D-mannitol | 1430336-39-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-glucopyranosiduronate-(1→4)-α-D-2-trifluroacetamido-2-deoxyglucopyranosyl-(1→4)-β-D-glucopyranosiduronate-(1→4)-2,5-anhydro-1-azido-1-deoxy-D-mannitol
• CAS: 1430336-39-2
• 化学式: C₂₆H₃₇F₃N₄O₂₁
• 分子量: 798.589
• InChiKey: YNKBEUMBNTUWSA-LYOZDICSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.88
• 重原子数：
  54.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  399.14
• 氢给体数：
  12.0
• 氢受体数：
  20.0

反应信息

• 作为产物：
  描述：

  methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate-(1→4)-3,6-di-O-acetyl-2,5-anhydro-1-azido-1-deoxy-D-mannitol 在 heparosan synthase-2 from Pasteurella multocida 、 N-acetyl glucosaminyl transferase from Escherichia coli K₅ 、 sodium hydroxide 、 magnesium chloride 作用下， 以 aq. phosphate buffer 为溶剂， 生成 β-D-glucopyranosiduronate-(1→4)-α-D-2-trifluroacetamido-2-deoxyglucopyranosyl-(1→4)-β-D-glucopyranosiduronate-(1→4)-2,5-anhydro-1-azido-1-deoxy-D-mannitol
  参考文献：
  名称：

  Preparation and application of a ‘clickable’ acceptor for enzymatic synthesis of heparin oligosaccharides

  摘要：

  A 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.02.010