3-deoxy-7-phosphoheptulonate synthase | 9026-94-2

• 分子结构分类: 转移酶 - 转移烷基或芳基（甲基除外） - 转移除甲基以外的烷基或芳基（有子类）
• 英文名称: 3-deoxy-7-phosphoheptulonate synthase
• 英文别名: 2-dehydro-3-deoxy-phosphoheptonate aldolase；2-keto-3-deoxy-D-arabino-heptonic acid 7-phosphate synthetase；3-deoxy-D-arabino-2-heptulosonic acid 7-phosphate synthetase；3-deoxy-D-arabino-heptolosonate-7-phosphate synthetase；3-deoxy-D-arabino-heptulosonate 7-phosphate synthetase；7-phospho-2-keto-3-deoxy-D-arabino-heptonate D-erythrose-4-phosphate lyase (pyruvate-phosphorylating)；7-phospho-2-dehydro-3-deoxy-D-arabino-heptonate D-erythrose-4-phosphate lyase (pyruvate-phosphorylating)；D-erythrose-4-phosphate-lyase；D-erythrose-4-phosphate-lyase (pyruvate-phosphorylating)；DAH7-P synthase；DAHP synthase；DS-Co；DS-Mn；KDPH synthase；KDPH synthetase；deoxy-D-arabino-heptulosonate-7-phosphate synthetase；phospho-2-dehydro-3-deoxyheptonate aldolase；phospho-2-keto-3-deoxyheptanoate aldolase；phospho-2-keto-3-deoxyheptonate aldolase；phospho-2-keto-3-deoxyheptonic aldolase；phospho-2-oxo-3-deoxyheptonate aldolase；3-deoxy-D-arabino-heptulosonate 7-phosphate synthase
• CAS: 9026-94-2

反应信息

• 作为试剂：
  描述：

  、 (2,3,4-三羟基-5-氧代戊基)磷酸二氢酯 在 3-deoxy-7-phosphoheptulonate synthase 、 manganese(ll) chloride 作用下， 以 水 为溶剂， 反应 2.0h， 生成 (3R)-[3-2H]-3-deoxy-D-altro-octulosonate 8-phosphate
  参考文献：
  名称：

  Probing the Stereochemistry of E. coli 3-Deoxy-d-arabino-heptulosonate 7-Phosphate Synthase (Phenylalanine-Sensitive)-Catalyzed Synthesis of KDO 8-P Analogues

  摘要：

  The five-carbon phosphorylated monosaccharide analogues, D-arabinose 5-phosphate, D-ribose B-phosphate, and 2-deoxy-D-ribose 5-phosphate, were separately condensed with (Z)- and (E)-[3-H-2]-phosphoenolpyruvate (PEP) in the presence of Escherichia coli 3-deoxy-D-arabino-heptulosonate 7-phosphate (DAH 7-P) synthase (phe) to give in the case of (Z)-[3-H-2]-PEP (3S)-[3-H-2]-3-deoxy-D-manno-octulosonate S-phosphate, (3S)-[3-H-2]-3-deoxy-D-altro-octulosonate 8-phosphate, and (3S)-[3-H-2]-3,5-dideoxy-D-altro-octulosonate 8-phosphate, respectively, whereas incubation with (E)-[3(2)H]-PEP gives the corresponding (3R)-monosaccharides. These results are in complete agreement with the observed facial selectivity of DAH 7-P synthase for its normal substrates D-erythrose 4-phosphate and PEP and provide direct evidence that DAH 7-P synthase (phe) catalyzes the si face addition of the C3 of PEP to the re face of C1 of the phosphorylated monosaccharides tested. Products formed by DAH 7-P synthase (phe)-catalyzed condensation of(Z)- and (E)-[3-F]-PEP with E 4-P were completely characterized by H-1 and F-19 NMR analysis for the first time. Results of our studies suggest that disappearence of the double bond between C2 and C3 of PEP and formation of a bond between C3 of PEP and C1 of the phosphorylated monosaccharide tested occur in concert during the DAH 7-P synthase-catalyzed condensation reaction.

  DOI：

  10.1021/jo991529l