dihydroxyacetone phosphate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dihydroxyacetone phosphate
• 英文别名: DHAP；(3-Hydroxy-2-oxopropyl) hydrogen phosphate
• 化学式: C₃H₆O₆P
• 分子量: 169.051
• InChiKey: GNGACRATGGDKBX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  10
• 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-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetaldehyde 、 dihydroxyacetone phosphate 在 rabbit muscle aldolase 、 sodium hydroxide 作用下， 以 aq. phosphate buffer 为溶剂， 以94%的产率得到5-(1-thymidyl)-3,4-dihydroxy-2-oxopentyl phosphate
  参考文献：
  名称：

  制备无环核苷类似物的化学酶法

  摘要：

  菲尔：帕拉佐洛，马丁·亚历杭德罗。Consejo Nacional de Investigaciones Cientificas y Tecnicas。Instituto de Investigacion en Ingenieria Genetica y Biologia Molecular “Dr. Hector N. Torres”。Grupo Vinculado al INGEBI-Laboratorio de Biocatalisis y Biotransformaciones - LBB - UNQUI; 阿根廷。Consejo Nacional de Investigaciones Cientificas y Tecnicas。Centro Cientifico Tecnologico Conicet - 圣路易斯。Instituto de Investigaciones en

  DOI：

  10.1002/ejoc.201501412
• 作为产物：
  描述：

  果糖二磷酸钠 在 recombinant rabbit muscle class I-FBP aldolase 作用下， 生成 D-甘油醛3-磷酸酯 、 dihydroxyacetone phosphate
  参考文献：
  名称：

  N-磺酰基异羟肟酸酯衍生物作为II类果糖1,6-二磷酸醛缩酶的抑制剂。

  摘要：

  合成了带有N-磺酰基异羟肟酸酯部分的二羟基丙酮-磷酸酯和膦酸酯衍生物。磷酸盐衍生物代表II-FBP醛缩酶催化反应的竞争性抑制剂，而膦酸酯等排酯则是相对较弱的抑制剂。

  DOI：

  10.1016/j.bmcl.2005.09.006

文献信息

• NOVEL INHIBITORS OF THE SHIKIMATE PATHWAY
  申请人：Eberhard Karls Universität Tübingen

  公开号：US20200385416A1

  公开（公告）日：2020-12-10

  The present invention relates to novel inhibitors of the shikimate pathway (shikimic acid pathway), pharmaceutical compositions comprising these novel inhibitors, methods for the production of the inhibitors and their use as antibiotics and herbicides.

  本发明涉及新型芽孢杆菌酸途径(shikimic acid pathway)的抑制剂、包含这些新型抑制剂的药物组合物、生产抑制剂的方法以及它们作为抗生素和除草剂的用途。
• A Four-Step Enzymatic Cascade for the One-Pot Synthesis of Non-natural Carbohydrates from Glycerol
  作者：Rob Schoevaart、Fred van Rantwijk、Roger A. Sheldon

  DOI：10.1021/jo000492y

  日期：2000.10.1

  A total of four enzymatic steps were combined, in a: one-pot reaction, to synthesize carbohydrates starting from glycerol. First, phosphorylation of glycerol by reaction with pyrophosphate in the presence of phytase at pH 4.0 in 95% glycerol afforded racemic glycerol-3-phosphate in 100% yield. The L-enantiomer of the latter underwent selective aerobic oxidation to dihydroxyacetone phosphate (DHAP) at pH 7.5 in the presence of glycerolphosphate oxidase (GPO) and catalase. Subsequently, fructose-1,6-bisphosphate aldolase catalyzed the aldol reaction of DHAP with butanal. Finally, dephosphorylation of the aldol adduct was mediated by phytase at pH 4 affording 5-deoxy-5-ethyl-D-xylulose in, 57% yield from L-glycerol-3-phosphate. The phytase on/off-snitch by pH was the key to controlling phosphorylation and dephosphorylation.
• A Chemoenzymatic Route To Prepare Acyclic Nucleoside Analogues
  作者：Martín A. Palazzolo、Mariano J. Nigro、Adolfo M. Iribarren、Elizabeth Sandra Lewkowicz

  DOI：10.1002/ejoc.201501412

  日期：2016.2

  Fil: Palazzolo, Martin Alejandro. Consejo Nacional de Investigaciones Cientificas y Tecnicas. Instituto de Investigacion en Ingenieria Genetica y Biologia Molecular "Dr. Hector N. Torres". Grupo Vinculado al INGEBI- Laboratorio de Biocatalisis y Biotransformaciones - LBB - UNQUI; Argentina. Consejo Nacional de Investigaciones Cientificas y Tecnicas. Centro Cientifico Tecnologico Conicet - San Luis

  菲尔：帕拉佐洛，马丁·亚历杭德罗。Consejo Nacional de Investigaciones Cientificas y Tecnicas。Instituto de Investigacion en Ingenieria Genetica y Biologia Molecular “Dr. Hector N. Torres”。Grupo Vinculado al INGEBI-Laboratorio de Biocatalisis y Biotransformaciones - LBB - UNQUI; 阿根廷。Consejo Nacional de Investigaciones Cientificas y Tecnicas。Centro Cientifico Tecnologico Conicet - 圣路易斯。Instituto de Investigaciones en
• N-Sulfonyl hydroxamate derivatives as inhibitors of class II fructose-1,6-diphosphate aldolase
  作者：Sabine Gavalda、Rémi Braga、Chantal Dax、Alain Vigroux、Casimir Blonski

  DOI：10.1016/j.bmcl.2005.09.006

  日期：2005.12

  e and phosphonate derivatives were synthesized bearing a N-sulfonyl hydroxamate moiety. The phosphate derivatives represent competitive inhibitors for the class II-FBP aldolase catalyzed reaction, while the phosphonate isosteres are comparatively weaker inhibitors.

  合成了带有N-磺酰基异羟肟酸酯部分的二羟基丙酮-磷酸酯和膦酸酯衍生物。磷酸盐衍生物代表II-FBP醛缩酶催化反应的竞争性抑制剂，而膦酸酯等排酯则是相对较弱的抑制剂。