Methylendiphosphoniumsaeure-tetranatriumsalz

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: Methylendiphosphoniumsaeure-tetranatriumsalz
• 英文别名: sodium salt of methane diphosphonic acid；sodium;dioxido-oxo-(phosphonatomethyl)-λ5-phosphane
• 化学式: CH₂O₆P₂*4Na
• 分子量: 263.93
• InChiKey: FBYLNJHOGNTKLR-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  -6.22
• 重原子数：
  10.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  126.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Methylendiphosphoniumsaeure-tetranatriumsalz 、 lysyl adenylate 在 L-赖氨酸 、 Escherichia coli pyrophosphatase 、 magnesium chloride 、 zinc(II) chloride 作用下， 以 aq. buffer 为溶剂， 生成 adenosine 5’-O-β,γ-methylenetriphosphate tetrasodium salt
  参考文献：
  名称：

  Syntheses of stable, synthetic diadenosine polyphosphate analogues using recombinant histidine-tagged lysyl tRNA synthetase (LysU)

  摘要：

  Recombinant Escherichia coli lysyl-tRNA synthase (LysU) has been previously utilised in the production of stabile, synthetic diadenosine polyphosphate (ApnA) analogues. Here we report on the extended use of a new recombinant histidine residue-tagged LysU as a tool for highly controlled phosphateAphosphate bond formation between nucleotides, avoiding the need for complex protecting group chemistries. Resulting high yielding tandem LysU-based biosynthetic-synthetic/synthetic-biosynthetic strategies emerge for the preparation of varieties of ApnA analogues directly from inexpensive natural nucleotides and nucleosides. Analogues so formed make a useful small library with which to probe ApnA activities in vitro and in vivo leading to the discovery of new, potentially potent biopharmaceuticals active against chronic pain and other chronic, high-burden disease states. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.03.064
• 作为产物：
  描述：

  亚甲基二磷酸四异丙酯 在 三甲基溴硅烷 、 Dowex 50 作用下， 生成 Methylendiphosphoniumsaeure-tetranatriumsalz
  参考文献：
  名称：

  Synthesis of alkylated methylene bisphosphonates via organothallium intermediates

  摘要：

  DOI：

  10.1016/0022-328x(85)80161-3
• 作为试剂：
  描述：

  N-(7(9)H-purin-6-yl)-β-D-ribofuranosylamine 在 磷酸三甲酯 、 L-赖氨酸 、 Escherichia coli pyrophosphatase 、 Methylendiphosphoniumsaeure-tetranatriumsalz 、 magnesium chloride 、 zinc(II) chloride 作用下， 以 aq. buffer 为溶剂， 反应 0.17h， 生成
  参考文献：
  名称：

  Syntheses of stable, synthetic diadenosine polyphosphate analogues using recombinant histidine-tagged lysyl tRNA synthetase (LysU)

  摘要：

  Recombinant Escherichia coli lysyl-tRNA synthase (LysU) has been previously utilised in the production of stabile, synthetic diadenosine polyphosphate (ApnA) analogues. Here we report on the extended use of a new recombinant histidine residue-tagged LysU as a tool for highly controlled phosphateAphosphate bond formation between nucleotides, avoiding the need for complex protecting group chemistries. Resulting high yielding tandem LysU-based biosynthetic-synthetic/synthetic-biosynthetic strategies emerge for the preparation of varieties of ApnA analogues directly from inexpensive natural nucleotides and nucleosides. Analogues so formed make a useful small library with which to probe ApnA activities in vitro and in vivo leading to the discovery of new, potentially potent biopharmaceuticals active against chronic pain and other chronic, high-burden disease states. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.03.064

文献信息

• Design, synthesis and activity of bisubstrate, transition-state analogues and competitive inhibitors of aspartate transcarbamylase
  作者：Claude Grison、Philippe Coutrot、Corinne Comoy、Laurence Balas、Stéphane Joliez、Guido Lavecchia、Patrick Oliger、Bernadette Penverne、Valérie Serre、Guy Hervé

  DOI：10.1016/j.ejmech.2004.01.006

  日期：2004.4

  Aspartate transcarbamylase initiates the de novo biosynthetic pathway for the production of the pyrimidine nucleotides, precursors of nucleic acids. This pathway is particularly active in rapidly growing cells and tissues. Thus, this enzyme has been tested as a potential target for antiproliferative drugs. In the present work, on the basis of its structural and mechanistic properties, a series of substrate

  天冬氨酸转氨酶起始了从头开始的生物合成途径，以产生嘧啶核苷酸，核酸的前体。该途径在迅速生长的细胞和组织中特别活跃。因此，已经将该酶作为抗增殖药的潜在靶标进行了测试。在目前的工作中，基于其结构和力学性能，合成了一系列底物类似物，包括潜在的自杀性假底物，并使用大肠杆菌天冬氨酸转氨酶作为模型测试了其假定的抑制作用。这些化合物中的两种似乎是该酶的非常有效的抑制剂。
• Synthesis of Modified Nucleoside Oligophosphates Simplified: Fast, Pure, and Protecting Group Free
  作者：Jyoti Singh、Alexander Ripp、Thomas M. Haas、Danye Qiu、Manfred Keller、Paul A. Wender、Jay S. Siegel、Kim K. Baldridge、Henning J. Jessen

  DOI：10.1021/jacs.9b08273

  日期：2019.9.25

  Phosphoramidite analogs of modified cyclotriphosphates provide a general and step-economical synthesis of nucleoside triphosphates and analogs on scale without need for protecting groups. These reagents enable rapid access to pure nucleoside oligophosphates and a range of other analogs that were previously difficult to obtain (e.g. NH, CH2, CCl2 and CF2 replacements for O, phosphono- and phospho-imidazolides

  修饰的环三磷酸酯的亚磷酰胺类似物提供了核苷三磷酸酯和类似物的大规模合成且步骤经济的合成，无需保护基团。这些试剂可以快速获得纯核苷低聚磷酸盐和一系列以前难以获得的其他类似物（例如 NH、CH2、CCl2 和 CF2 替代 O、膦酰基-和磷酸-咪唑、-吗啉代、-叠氮代、-氟代） . DFT 计算表明，环三磷酸酯开环反应的选择性通过取代带电最少的离去基团的在线取代机制进行。
• Synthesis of alkylated methylene bisphosphonates via organothallium intermediates
  作者：David W. Hutchinson、Graeme Semple

  DOI：10.1016/0022-328x(85)80161-3

  日期：1985.8
• Syntheses of stable, synthetic diadenosine polyphosphate analogues using recombinant histidine-tagged lysyl tRNA synthetase (LysU)
  作者：Michael Wright、M. Ameruddin Azhar、Ahmed Kamal、Andrew D. Miller

  DOI：10.1016/j.bmcl.2014.03.064

  日期：2014.5

  Recombinant Escherichia coli lysyl-tRNA synthase (LysU) has been previously utilised in the production of stabile, synthetic diadenosine polyphosphate (ApnA) analogues. Here we report on the extended use of a new recombinant histidine residue-tagged LysU as a tool for highly controlled phosphateAphosphate bond formation between nucleotides, avoiding the need for complex protecting group chemistries. Resulting high yielding tandem LysU-based biosynthetic-synthetic/synthetic-biosynthetic strategies emerge for the preparation of varieties of ApnA analogues directly from inexpensive natural nucleotides and nucleosides. Analogues so formed make a useful small library with which to probe ApnA activities in vitro and in vivo leading to the discovery of new, potentially potent biopharmaceuticals active against chronic pain and other chronic, high-burden disease states. (C) 2014 Published by Elsevier Ltd.