methyl 6-(ammonium 2-acetamido-2-deoxy-α-D-glucopyranosyl phosphate)-α-D-mannopyranoside | 102719-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-(ammonium 2-acetamido-2-deoxy-α-D-glucopyranosyl phosphate)-α-D-mannopyranoside
• CAS: 102719-28-8
• 化学式: C₁₅H₂₈NO₁₄P*H₃N
• 分子量: 494.39
• InChiKey: ODNPQHZUSNJLBM-CZNLBQHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.32
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  268.93
• 氢给体数：
  9.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  methyl 6-(ammonium 2-acetamido-2-deoxy-α-D-glucopyranosyl phosphate)-α-D-mannopyranoside 在 盐酸 作用下， 反应 0.5h， 生成 2-乙酰氨基-2-脱氧-Alpha-D-吡喃糖 、 α-methyl-6-O-(dihydroxyphosphoryl)-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of methyl 6-(ammonium 2-acetamido-2-deoxy-α-d-glucopyranosyl phosphate)-α-d-mannopyranoside and use of this compound for the determination of N-acetylglucosamine-1-phosphotransferase

  摘要：

  Methyl 6-(ammonium 2-acetamido-2-deoxy-alpha-D-glucopyranosyl phosphate)-alpha-D-mannopyranoside was synthesized and identified by 1H-n.m.r. and 13C-n.m.r. data, acid hydrolysis, and elemental analysis. It was utilized for the determination of UDP-N-acetylglucosamine-1-phosphotransferase in an assay procedure that employed methyl alpha-D-mannopyranoside as an acceptor. The assay product was identified and characterized by thin-layer chromatography with the title reference compound. The present technique does not require [32P]UDP-N-acetylglucosamine, but effectively uses commercially available UDP-[14C]GlcNAc.

  DOI：

  10.1016/s0008-6215(00)90415-4
• 作为产物：
  描述：

  methyl 6-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl phosphate)-2,3-O-isopropylidene-α-D-mannopyranoside 在 氨 、 水 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 27.5h， 生成 methyl 6-(ammonium 2-acetamido-2-deoxy-α-D-glucopyranosyl phosphate)-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of methyl 6-(ammonium 2-acetamido-2-deoxy-α-d-glucopyranosyl phosphate)-α-d-mannopyranoside and use of this compound for the determination of N-acetylglucosamine-1-phosphotransferase

  摘要：

  Methyl 6-(ammonium 2-acetamido-2-deoxy-alpha-D-glucopyranosyl phosphate)-alpha-D-mannopyranoside was synthesized and identified by 1H-n.m.r. and 13C-n.m.r. data, acid hydrolysis, and elemental analysis. It was utilized for the determination of UDP-N-acetylglucosamine-1-phosphotransferase in an assay procedure that employed methyl alpha-D-mannopyranoside as an acceptor. The assay product was identified and characterized by thin-layer chromatography with the title reference compound. The present technique does not require [32P]UDP-N-acetylglucosamine, but effectively uses commercially available UDP-[14C]GlcNAc.

  DOI：

  10.1016/s0008-6215(00)90415-4