lithium dihydroxyacetone phosphate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: lithium dihydroxyacetone phosphate
• 英文别名: Dihydroxyacetone phosphate lithium salt；lithium;(3-hydroxy-2-oxopropyl) hydrogen phosphate
• 化学式: C₃H₆O₆P*Li
• 分子量: 175.992
• InChiKey: LSXXNNLDMIROMN-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.97
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-hydroxypropanal 、 lithium dihydroxyacetone phosphate 在 sodium hydroxide 作用下， 生成 L-rhamnulose 1-phosphate
  参考文献：
  名称：

  6-deoxy-L-lyxo- and 6-deoxy-L-arabino-hexulose 1-phosphates. Enzymatic syntheses by antagonistic metabolic pathways

  摘要：

  Efficient large-scale syntheses of the title compounds (up to 0. 1 mole) from readily available precursors have been accomplished along destructive as well as constructive biosynthetic routes by employing overexpressed enzymes from E. coli. The first route, which consists of an aldose isomerization-ketose phosphorylation sequence, utilizes natural L-fucose and L-rhamnose as the respective sources of chirality. The key reaction of the second route, which starts from racemic 2-hydroxypropanal and achiral dihydroxyacetone phosphate, is a diastereospecific aldol addition with complete kinetic resolution.

  DOI：

  10.1016/s0957-4166(00)80227-x

文献信息

• Biosynthesis of Terpenoids:  Efficient Multistep Biotransformation Procedures Affording Isotope-Labeled 2<i>C</i>-Methyl-<scp>d</scp>-erythritol 4-Phosphate Using Recombinant 2<i>C</i>-Methyl-<scp>d</scp>-erythritol 4-Phosphate Synthase
  作者：Stefan Hecht、Juraithip Wungsintaweekul、Felix Rohdich、Klaus Kis、Tanja Radykewicz、Christoph A. Schuhr、Wolfgang Eisenreich、Gerald Richter、Adelbert Bacher

  DOI：10.1021/jo015890v

  日期：2001.11.1

  This paper describes the recombinant expression of the ispC gene of Escherichia coli specifying 2C-methyl-D-erythritol 4-phosphate synthase in a modified form that can be purified efficiently by metal-chelating chromatography. The enzyme was used for the preparation of isotope-labeled 2C-methyl-D-erythritol 4-phosphate employing isotope-labeled glucose and pyruvate as starting materials. The simple one-pot methods described afford numerous isotopomers of 2C-methyl-D-erythritol 4-phosphate carrying H-3, C-13, or C-14 from commercially available precursors. The overall yield based on the respective isotope-labeled starting material is approximately 50%.
• 6-deoxy-L-lyxo- and 6-deoxy-L-arabino-hexulose 1-phosphates. Enzymatic syntheses by antagonistic metabolic pathways
  作者：Wolf-Dieter Fessner、Achim Schneider、Oliver Eyrisch、Gudrun Sinerius、Josefa Badía

  DOI：10.1016/s0957-4166(00)80227-x

  日期：1993.6

  Efficient large-scale syntheses of the title compounds (up to 0. 1 mole) from readily available precursors have been accomplished along destructive as well as constructive biosynthetic routes by employing overexpressed enzymes from E. coli. The first route, which consists of an aldose isomerization-ketose phosphorylation sequence, utilizes natural L-fucose and L-rhamnose as the respective sources of chirality. The key reaction of the second route, which starts from racemic 2-hydroxypropanal and achiral dihydroxyacetone phosphate, is a diastereospecific aldol addition with complete kinetic resolution.