1,1,5,5-Tetrafluorophosphopentylphosphonic acid adenylate ester

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: 1,1,5,5-Tetrafluorophosphopentylphosphonic acid adenylate ester
• 英文别名: [5-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]-1,1,5,5-tetrafluoropentyl]phosphonic acid
• 化学式: C₁₅H₂₂F₄N₅O₁₂P₃
• 分子量: 633.281
• InChiKey: VWQBAZQMKBHYJA-QYVSTXNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.3
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  270
• 氢给体数：
  7
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  adenosine 5'-monophosphate morpholidate 、 (1,1,5,5-Tetrafluoro-5-phosphono-pentyl)-phosphonic acid; compound with tributyl-amine 在 吡啶 作用下， 反应 144.0h， 以30%的产率得到1,1,5,5-Tetrafluorophosphopentylphosphonic acid adenylate ester
  参考文献：
  名称：

  Synthesis and binding of stable bisubstrate ligands for phosphoglycerate kinase

  摘要：

  Stable bisubstrate ligands of phosphoglycerate kinase (PGK) have been synthesised with AMP or ADP conjugated to hydrolytically-stable, symmetrical analogues of 1,3-bisphosphoglycerate and their binding to yeast PGK evaluated. Their K(d)s decrease with net negative charge, with a penta anionic analogue 7 showing highest affinity - in accordance with its approximation to the transition state for the reaction catalysed by PGK. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00466-1

文献信息

• Synthesis and binding of stable bisubstrate ligands for phosphoglycerate kinase
  作者：David M. Williams、David L. Jakeman、Joseph S. Vyle、Michael P. Williamson、G.Michael Blackburn

  DOI：10.1016/s0960-894x(98)00466-1

  日期：1998.9

  Stable bisubstrate ligands of phosphoglycerate kinase (PGK) have been synthesised with AMP or ADP conjugated to hydrolytically-stable, symmetrical analogues of 1,3-bisphosphoglycerate and their binding to yeast PGK evaluated. Their K(d)s decrease with net negative charge, with a penta anionic analogue 7 showing highest affinity - in accordance with its approximation to the transition state for the reaction catalysed by PGK. (C) 1998 Elsevier Science Ltd. All rights reserved.