2,3,4,5-tetra-O-acetyl-D-arabinitol | 850727-99-0

• 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: 2,3,4,5-tetra-O-acetyl-D-arabinitol
• 英文别名: [(2R,3S,4R)-2,3,4-triacetyloxy-5-hydroxypentyl] acetate
• CAS: 850727-99-0
• 化学式: C₁₃H₂₀O₉
• 分子量: 320.296
• InChiKey: YRZXJBVICZUYID-UPJWGTAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetra-O-acetyl-D-arabinitol 在 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of arabinitol 1-phosphate and its use for characterization of arabinitol–phosphate dehydrogenase

  摘要：

  D-Arabinitol 1-phosphate (Ara-oll-P), a substrate for D-arabinitol-phosphate dehydrogenase (APDH), was chemically synthesized from D-arabinonic acid in five steps (O-acetylation, chlorination, reduction, phosphorylation, and de-O-acetylation). Ara-oll-P was used as a substrate for the characterization of APDH from Bacillus halodurans. APDH converts Ara-oll-P to xylulose 5-phosphate in the oxidative reaction; both NAD(+) and NADP(+) were accepted as co-factors. Kinetic parameters for the oxidative and reductive reactions are consistent with a ternary complex mechanism. (c) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.11.030
• 作为产物：
  描述：

  2,3,4,5-tetra-O-acetyl-D-arabinoic acid 在 sodium tetrahydroborate 、 五氯化磷 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 0.02h， 生成 2,3,4,5-tetra-O-acetyl-D-arabinitol
  参考文献：
  名称：

  Synthesis of arabinitol 1-phosphate and its use for characterization of arabinitol–phosphate dehydrogenase

  摘要：

  D-Arabinitol 1-phosphate (Ara-oll-P), a substrate for D-arabinitol-phosphate dehydrogenase (APDH), was chemically synthesized from D-arabinonic acid in five steps (O-acetylation, chlorination, reduction, phosphorylation, and de-O-acetylation). Ara-oll-P was used as a substrate for the characterization of APDH from Bacillus halodurans. APDH converts Ara-oll-P to xylulose 5-phosphate in the oxidative reaction; both NAD(+) and NADP(+) were accepted as co-factors. Kinetic parameters for the oxidative and reductive reactions are consistent with a ternary complex mechanism. (c) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.11.030