2-Keto-3-deoxygluconate | 4229-39-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-Keto-3-deoxygluconate
• 英文别名: (4R,5S)-4,5,6-trihydroxy-2-oxohexanoic acid
• CAS: 4229-39-4；13350-38-4；17510-99-5；56742-44-0；71564-62-0；122871-08-3；151377-81-0
• 化学式: C₆H₁₀O₆
• 分子量: 178.142
• InChiKey: WPAMZTWLKIDIOP-WUJLRWPWSA-N

物化性质

• 熔点：
  119.5-120.0 °C
• 沸点：
  467.5±45.0 °C(Predicted)
• 密度：
  1.582±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  sodium pyruvate 、 DL-甘油醛 在 2-dehydro-3-deoxy-phosphogluconate aldolase potassium phosphate 作用下， 以 水 为溶剂， 反应 48.0h， 以500 mg的产率得到2-Keto-3-deoxygluconate
  参考文献：
  名称：

  Pyruvate aldolases as reagents for stereospecific aldol condensation

  摘要：

  KDPG aldolase, a representative member of the largest but as of yet unexplored group of aldolases which utilize pyruvate as the nucleophilic component in aldol condensation, accepts a number of unnatural aldehydes as electrophiles in stereospecific aldol condensation, providing access to highly and differentially functionalized alpha-keto acid products.

  DOI：

  10.1021/jo00028a005

文献信息

• Engineering stereocontrol into an aldolase-catalysed reaction
  作者：Henry J. Lamble、Michael J. Danson、David W. Hough、Steven D. Bull

  DOI：10.1039/b413255f

  日期：——

  A novel thermostable aldolase has been developed for synthetic application, and substrate engineering has been used to induce stereocontrol into aldol reactions of this naturally-promiscuous enzyme.

  针对合成应用，开发了一种新型热稳定醛缩酶，并采用了底物工程手段，在自然多底物酶的醛缩反应中引入立体控制。
• Pyruvate aldolases as reagents for stereospecific aldol condensation
  作者：Sarah T. Allen、Geoffrey R. Heintzelman、Eric J. Toone

  DOI：10.1021/jo00028a005

  日期：1992.1

  KDPG aldolase, a representative member of the largest but as of yet unexplored group of aldolases which utilize pyruvate as the nucleophilic component in aldol condensation, accepts a number of unnatural aldehydes as electrophiles in stereospecific aldol condensation, providing access to highly and differentially functionalized alpha-keto acid products.