3-deoxy-α-D-arabino-hexose-1-phosphate | 69932-72-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deoxy-α-D-arabino-hexose-1-phosphate
• 英文别名: 3-Deoxy-α-D-arabino-hexopyranosylphosphat；[(2R,3S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate
• CAS: 69932-72-5
• 化学式: C₆H₁₃O₈P
• 分子量: 244.138
• InChiKey: VTTWIDIMAVQJGK-UNTFVMJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,3,4,6-tetra-O-acetyl-2-deoxy-α-D-arabinohexopyranose 在 lithium hydroxide 、 磷酸 作用下， 20.0 ℃ 、10.67 Pa 条件下， 反应 3.67h， 生成 3-deoxy-α-D-arabino-hexose-1-phosphate
  参考文献：
  名称：

  The preparation of deoxy derivatives of mannose-1-phosphate and their substrate specificity towards recombinant GDP-mannose pyrophosphorylase from Salmonella enterica, group B

  摘要：

  2-Deoxy-alpha-D-glucose-1-phosphate, 3-deoxy-alpha-D-arabino-hexose-1-phosphate, 4-deoxy-alpha-D-lyxo-hexose-1-phosphate, and alpha-D-lyxose-1-phosphate were synthesised chemically, and evaluated as substrates for a recombinant GDP-mannose pyrophosphorylase (Salmonella enterica, group B, cloned in Escherichia coli). The deoxy derivatives were all substrates for the enzyme, with slightly reduced V-max values but significantly higher K-m values than those recorded for the native substrate, mannose-1-phosphate. The pyrophosphorylase was used for the synthesis of GDP-mannose analogues GDP-2-deoxy-glucose and GDP-lyxose on a milligram scale. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00556-x

文献信息

• The preparation of deoxy derivatives of mannose-1-phosphate and their substrate specificity towards recombinant GDP-mannose pyrophosphorylase from Salmonella enterica, group B
  作者：Gregory M Watt、Sabine L Flitsch、Sven Fey、Lothar Elling、Udo Kragl

  DOI：10.1016/s0957-4166(99)00556-x

  日期：2000.2

  2-Deoxy-alpha-D-glucose-1-phosphate, 3-deoxy-alpha-D-arabino-hexose-1-phosphate, 4-deoxy-alpha-D-lyxo-hexose-1-phosphate, and alpha-D-lyxose-1-phosphate were synthesised chemically, and evaluated as substrates for a recombinant GDP-mannose pyrophosphorylase (Salmonella enterica, group B, cloned in Escherichia coli). The deoxy derivatives were all substrates for the enzyme, with slightly reduced V-max values but significantly higher K-m values than those recorded for the native substrate, mannose-1-phosphate. The pyrophosphorylase was used for the synthesis of GDP-mannose analogues GDP-2-deoxy-glucose and GDP-lyxose on a milligram scale. (C) 2000 Elsevier Science Ltd. All rights reserved.