DMAPP | 111863-96-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: DMAPP
• 英文别名: dimethylallyl methylenediphosphonate triammonium salt
• CAS: 111863-96-8
• 化学式: C₆H₁₄O₆P₂*3H₃N
• 分子量: 295.213
• InChiKey: XCDYIGMQAKFZCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  139.06
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  二磷酸 P-(3-甲基-3-丁烯-1-基)酯 、 DMAPP 在 pig liver FPP synthase 作用下， 反应 1.5h， 生成 farnesyl pyrophosphate
  参考文献：
  名称：

  The Significance of the Diphosphate Linkage Involved in the Substrates for Prenyltransferase. Geranyl- and Dimethylallyl Methylenediphosphonate as Artificial Substrates

  摘要：

  二甲基烯丙基和香叶基亚甲基二磷酸酯作为二磷酸法呢基合成酶的人工底物具有活性，可产生 E,E-二磷酸法呢基。通过比较类似物和天然底物的动力学数据，讨论了前炔基转移酶底物的二磷酸分子的重要性。

  DOI：

  10.1246/cl.1987.1627
• 作为产物：
  描述：

  (Bu4N)3 OMDP 、 1-溴-3-甲基-2-丁烯 生成 DMAPP
  参考文献：
  名称：

  The Significance of the Diphosphate Linkage Involved in the Substrates for Prenyltransferase. Geranyl- and Dimethylallyl Methylenediphosphonate as Artificial Substrates

  摘要：

  二甲基烯丙基和香叶基亚甲基二磷酸酯作为二磷酸法呢基合成酶的人工底物具有活性，可产生 E,E-二磷酸法呢基。通过比较类似物和天然底物的动力学数据，讨论了前炔基转移酶底物的二磷酸分子的重要性。

  DOI：

  10.1246/cl.1987.1627

文献信息

• Identification and biochemical characterization of a 5-dimethylallyl tryptophan synthase in Streptomyces coelicolor A3(2)
  作者：Sowmya Subramanian、Xiaolin Shen、Qipeng Yuan、Yajun Yan

  DOI：10.1016/j.procbio.2012.05.002

  日期：2012.9

  The genome sequencing of Streptomyces coelicolor A3(2) has lead to the identification of numerous cryptic gene clusters involved in the biosynthesis of secondary metabolites; throwing open the challenge of identifying the enzymatic functions that the gene clusters are associated with. In this work, we report the biochemical characterization of one such cryptic gene, SCO7467 from S. coelicolor A3(2), which is annotated as a prenyltransferase. Based on LC-MS and 2D-NMR studies, we show that SCO7467 acts as a 5-dimethylallyltryptophan synthase (5-DMATS), and catalyzes the transfer of a dimethylallyl group to the C-5 position of the indole ring of L-tryptophan. The studies indicate that SCO7467 could be involved in the synthesis of C-5 prenylated indole alkaloids, which may exhibit unique pharmacological and biological properties. Published by Elsevier Ltd.