N-azidoacetyl-D-glucosamine-1-phosphate | 608514-40-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-azidoacetyl-D-glucosamine-1-phosphate
• 英文别名: GlcNAcZ-1-P
• CAS: 608514-40-5
• 化学式: C₈H₁₅N₄O₉P
• 分子量: 342.202
• InChiKey: TVVGTLCOHAJGBW-PNAXYBNRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.67
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  214.54
• 氢给体数：
  6.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-azidoacetyl-D-glucosamine-1-phosphate 、 尿苷-5'-三磷酸 在 recombinant N-acetylglucosamine-1-phosphate uridyltransferase-Tr₂₂₉ from Escherichia coli K₁₂ 、 sodium chloride 、 magnesium chloride 、 1,4-二巯基-2,3-丁二醇 、 BSA 作用下， 反应 0.5h， 以44.4%的产率得到UDP-N-azidoacetylglucosamine
  参考文献：
  名称：

  Systematic study on the broad nucleotide triphosphate specificity of the pyrophosphorylase domain of the N-acetylglucosamine-1-phosphate uridyltransferase from Escherichia coli K12

  摘要：

  N-Acetylglucosamine-1-phosphate uridyltransferase (GlmU) from Escherichia coli K12 is a bifunctional enzyme that catalyzes both the acetyltransfer and uridyltransfer reactions in the prokaryotic UDP-GlcNAc biosynthetic pathway. In this study, we report the broad substrate specificity of the pyrophosphorylase domain of GlmU during its uridyltransfer reaction and the substrate priority is ranked in the following order: UTP > dUTP > dTTP >> CTP > dATP/dm(6) ATP. This pyrophosphorylase domain of GlmU is also a tool to synthesize UDP-GlcNAc analogs, two examples of which were synthesized herein in multiple mg scale in vitro. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.039