but-3-yn-1-yl diphosphate | 1227924-60-8

• 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: but-3-yn-1-yl diphosphate
• 英文别名: but-3-ynyl diphosphate；But-3-Yn-1-Yl Trihydrogen Diphosphate；but-3-ynyl phosphono hydrogen phosphate
• CAS: 1227924-60-8
• 化学式: C₄H₈O₇P₂
• 分子量: 230.051
• InChiKey: GYFWQGOZWDTPGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-丁炔基甲烷磺酸酯 在 tris(tetra-n-butylammonium) hydrogen pyrophosphate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以10%的产率得到but-3-yn-1-yl 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

• Probing the Substrate Promiscuity of Isopentenyl Phosphate Kinase as a Platform for Hemiterpene Analogue Production
  作者：Sean Lund、Taylor Courtney、Gavin J. Williams

  DOI：10.1002/cbic.201900135

  日期：2019.9.2

  alcohols into pyrophosphates that could be coupled to downstream isoprenoid biosynthesis. To be successful, each kinase in this pathway should be permissive of a broad range of substrates. For the first time, we have probed the promiscuity of the second enzyme in the ADH pathway-isopentenyl phosphate kinase from Thermoplasma acidophilum-towards a broad range of acceptor monophosphates. Subsequently, we evaluate

  类异戊二烯是一类广泛的天然产物，用途广泛。由于在本质上仅提供了两个用于类异戊二烯生物合成的半萜烯构建基，所以用于制造类异戊二烯及其新的自然衍生物的合成生物学方法受到限制。为了解决这一局限性，人工化学酶促途径（例如依赖酒精的半萜（ADH）途径）可利用连续的激酶将外源性醇转化为焦磷酸，然后再将其与下游的类异戊二烯生物合成相结合。为获得成功，该途径中的每种激酶应允许广泛的底物。首次，我们检测了ADH途径中的第二种酶-嗜酸嗜热菌的异戊烯基磷酸激酶向广泛范围的受体单磷酸的混杂。
• [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
• 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.