methyl 6-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl phosphate)-α-D-mannopyranoside | 79671-06-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 6-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl phosphate)-α-D-mannopyranoside
• 英文别名: [(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [(2R,3S,4S,5S,6S)-3,4,5-trihydroxy-6-methoxyoxan-2-yl]methyl hydrogen phosphate
• CAS: 79671-06-0
• 化学式: C₁₅H₂₈NO₁₄P
• 分子量: 477.359
• InChiKey: VDRARICOXAAMEQ-PYFPYXHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  234
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  methyl 6-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl phosphate)-α-D-mannopyranoside 在 氨 作用下， 反应 24.0h， 以53.1%的产率得到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
• 作为产物：
  描述：

  甲基2,3-O-异亚丙基-alpha-D-吡喃甘露糖苷 在 水 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 吡啶 、 氯仿 为溶剂， 反应 75.5h， 生成 methyl 6-(2-acetamido-3,4,6-tri-O-acetyl-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

文献信息

• 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
  作者：Ragupathy Madiyalakan、Seung-Ho An、Rakesh K. Jain、Khushi L. Matta

  DOI：10.1016/s0008-6215(00)90415-4

  日期：1985.12

  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.