1-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl-4-d)ethan-1-one | 247600-24-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl-4-d)ethan-1-one
• CAS: 247600-24-4
• 化学式: C₈H₁₄O₄
• 分子量: 175.189
• InChiKey: RCGNXIXKZOSMQM-LSVJKKMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl-4-d)ethan-1-one 在 palladium dihydroxide 四氮唑 、 叔丁基过氧化氢 、 氢气 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Stereochemistry of the Reduction Step Mediated by Recombinant 1-Deoxy-d-xylulose 5-Phosphate Isomeroreductase

  摘要：

  [GRAPHICS]The stereochemistry of the 1-deoxy-D-xylulose 5-phosphate (DXP) isomeroreductase reduction step has been examined using the recombinant enzyme from Synechocystis sp. PCC6803, Using [3-H-2]DXP and [4S-H-2]NADPH, it has been determined that the C1 pro-S hydrogen in the 2-C-methyl-D-erythritol 4-phosphate product derives from C3 of DXP, indicating that hydride attack occurs on the re face of the intermediate aldehyde, The 4S-hydride from NADPH is delivered, assigning this enzyme as a class B dehydrogenase.

  DOI：

  10.1021/ol990839n
• 作为产物：
  描述：

  1-((4'S,5'R)-[4'-(2)H]-5'-benzyloxymethyl-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-ethanone 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 1-((4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl-4-d)ethan-1-one
  参考文献：
  名称：

  Stereochemistry of the Reduction Step Mediated by Recombinant 1-Deoxy-d-xylulose 5-Phosphate Isomeroreductase

  摘要：

  [GRAPHICS]The stereochemistry of the 1-deoxy-D-xylulose 5-phosphate (DXP) isomeroreductase reduction step has been examined using the recombinant enzyme from Synechocystis sp. PCC6803, Using [3-H-2]DXP and [4S-H-2]NADPH, it has been determined that the C1 pro-S hydrogen in the 2-C-methyl-D-erythritol 4-phosphate product derives from C3 of DXP, indicating that hydride attack occurs on the re face of the intermediate aldehyde, The 4S-hydride from NADPH is delivered, assigning this enzyme as a class B dehydrogenase.

  DOI：

  10.1021/ol990839n

文献信息

• Munos, Jeffrey W.; Pu, Xiaotao; Mansoorabadi, Steven O., Journal of the American Chemical Society, 2009, vol. 131, p. 2048 - 2049
  作者：Munos, Jeffrey W.、Pu, Xiaotao、Mansoorabadi, Steven O.、Kim, Hak Joong、Liu, Hung-Wen

  DOI：——

  日期：——