(pyridin-4-yl)methyl diphosphate | 1227924-68-6

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: (pyridin-4-yl)methyl diphosphate
• 英文别名: Pyridin-4-Ylmethyl Trihydrogen Diphosphate；phosphono pyridin-4-ylmethyl hydrogen phosphate
• CAS: 1227924-68-6
• 化学式: C₆H₉NO₇P₂
• 分子量: 269.087
• InChiKey: QYGGOAFNDFCCNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-溴甲基吡啶 在 tris(tetra-n-butylammonium) hydrogen pyrophosphate 作用下， 以 乙腈 为溶剂， 以40%的产率得到(pyridin-4-yl)methyl diphosphate
  参考文献：
  名称：

  [EN] ENZYME INHIBITING COMPOUNDS AND METHODS
  [FR] COMPOSÉS ET PROCÉDÉS INHIBITEURS D'ENZYME

  摘要：

  公开号：

  WO2011044505A3

文献信息

• ENZYME INHIBITING COMPOUNDS AND METHODS
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20140100198A1

  公开（公告）日：2014-04-10

  The invention provides compounds, compositions, and methods for studying the Rohmer pathway and for treating bacterial infections or parasitic infections. The parasitic infection can be a protozoan infection, such as malaria. The compounds and compositions can also be used as antibiotics, for example, to kill bacteria or parasites, or to inhibit bacterial or parasite growth. The invention further provides inhibitors of isoprenoid biosynthesis enzymes, and methods of inhibiting the activity of isoprenoid biosynthesis enzymes. The compounds can be, for example, alkynes or allenes that bind to a unique Fe of an Fe 4 S 4 cluster of an isoprenoid biosynthesis enzyme.

  本发明提供了化合物、组合物和方法，用于研究Rohmer途径和治疗细菌感染或寄生虫感染。寄生虫感染可以是原虫感染，例如疟疾。这些化合物和组合物也可以用作抗生素，例如杀死细菌或寄生虫，或抑制细菌或寄生虫的生长。本发明还提供异戊二烯生物合成酶的抑制剂，以及抑制异戊二烯生物合成酶活性的方法。这些化合物可以是例如炔烃或联烯，它们与异戊二烯生物合成酶的Fe4S4簇的独特Fe结合。
• [EN] ENZYME INHIBITING COMPOUNDS AND METHODS<br/>[FR] COMPOSÉS ET PROCÉDÉS INHIBITEURS D'ENZYME
  申请人：UNIV ILLINOIS

  公开号：WO2011044505A3

  公开（公告）日：2011-08-18
• US8609638B2
  申请人：——

  公开号：US8609638B2

  公开（公告）日：2013-12-17
• Inhibition of the Fe₄S₄-Cluster-Containing Protein IspH (LytB): Electron Paramagnetic Resonance, Metallacycles, and Mechanisms
  作者：Ke Wang、Weixue Wang、Joo-Hwan No、Yonghui Zhang、Yong Zhang、Eric Oldfield

  DOI：10.1021/ja909664j

  日期：2010.5.19

  We report the inhibition of the Aquifex aeolicus IspH enzyme (LytB, (E)-4-hydroxy-3-methyl-but-2-enyl diphosphate reductase, EC 1.17.1.2) by a series of diphosphates and bisphosphonates. The most active species was an alkryl diphosphate having IC50 = 0.45 mu M (K-i approximate to 60 nM), which generated a very large change in the 9 GHz EPR spectrum of the reduced protein. On the basis of previous work on organometallic complexes, together with computational docking and quantum chemical calculations, we propose a model for alkyne inhibition involving pi (or pi/sigma) "metallacycle" complex formation with the unique fourth Fe in the Fe4S4 cluster. Aromatic species had less activity, and for these we propose an inhibition model based on an electrostatic interaction with the active site E126. Overall, the results are of broad general interest since they not only represent the first potent IspH inhibitors but also suggest a conceptually new approach to inhibiting other Fe4S4-cluster-containing proteins that are of interest as drug and herbicide targets.