6-azido-2,4,6-trideoxy-β-D-erythro-hexose

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 6-azido-2,4,6-trideoxy-β-D-erythro-hexose
• 英文别名: (2R,4R,6S)-6-(azidomethyl)oxane-2,4-diol
• 化学式: C₆H₁₁N₃O₃
• 分子量: 173.172
• InChiKey: CTXAAZSHFPRHBM-NGJCXOISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  64
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-叠氮乙醛 、 乙醛 在 乙二胺四乙酸 、 triethanoloamine buffer 作用下， 反应 144.0h， 生成 6-azido-2,4,6-trideoxy-α-D-erythro-hexose 、 6-azido-2,4,6-trideoxy-β-D-erythro-hexose
  参考文献：
  名称：

  Recombinant 2-Deoxyribose-5-phosphate Aldolase in Organic Synthesis: Use of Sequential Two-Substrate and Three-Substrate Aldol Reactions

  摘要：

  A new procedure has been developed for the large scale preparation of recombinant 2-deoxyribose-5-phosphate aldolase (DERA, EC 4.1.2.4) from E. coli strain DH5 alpha (ATCC 86963). The enzyme was purified to homogeneity with an overall yield of 83% and in sufficient quantity to grow crystals suitable for X-ray diffraction studies. Using the sequential two- or three-substrate aldol reaction, DERA was applied to the synthesis of a variety of sugar analogs including deoxyriboses, 2-deoxyfucose analogs, dideoxyhexoses, trideoxyhexoses, deoxythiosugars, and C-13-substituted 2-deoxyribose-5-phosphate.

  DOI：

  10.1021/ja00117a003