2,3,6-tri-O-acetyl-4-deoxy-D-lyxo-hexose | 286843-91-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,3,6-tri-O-acetyl-4-deoxy-D-lyxo-hexose
• 英文别名: [(2S,4S,5S,6S)-4,5-diacetyloxy-6-hydroxyoxan-2-yl]methyl acetate
• CAS: 286843-91-2
• 化学式: C₁₂H₁₈O₈
• 分子量: 290.27
• InChiKey: PRZNRDSMJYOYKG-BJDJZHNGSA-N

物化性质

• 沸点：
  376.7±42.0 °C(predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3,6-tri-O-acetyl-4-deoxy-D-lyxo-hexose 在 palladium on activated charcoal 氢气 、 碳酸氢钠 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正庚烷 、 乙基苯 为溶剂， 反应 19.75h， 生成 4-deoxy-α-D-lyxo-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
• 作为产物：
  描述：

  1,2,3,6-Tetra-O-acetyl-4-deoxy-α-D-lyxo-hexopyranose 在 苄胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以65%的产率得到2,3,6-tri-O-acetyl-4-deoxy-D-lyxo-hexose
  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

• [EN] SACCHARIDE CONJUGATES<br/>[FR] CONJUGUÉS SACCHARIDIQUES
  申请人：UNIV ARIZONA

  公开号：WO2014152718A1

  公开（公告）日：2014-09-25

  This invention relates to compounds comprising a saccharide conjugated to an imaging agent or a reporter group, compositions comprising them and methods of using them. Specifically BLM-disaccharide and BLM-monosaccharide conjugates containing different linker groups and an imaging agent or a reporter group are provided for the targeting and imaging of tumors.

  这项发明涉及包含糖苷共轭到成像剂或报告基团的化合物，包含它们的组合物以及使用它们的方法。具体提供了含有不同连接基团和成像剂或报告基团的BLM-二糖和BLM-单糖共轭物，用于靶向和成像肿瘤。