5-(6-D-ribitylamino-2,4-dihydroxypyrimidin-5-yl)-1-pentylphosphonic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(6-D-ribitylamino-2,4-dihydroxypyrimidin-5-yl)-1-pentylphosphonic acid
• 英文别名: 5-[2,4-dihydroxy-6-[[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino]pyrimidin-5-yl]pentylphosphonic acid
• 化学式: C₁₄H₂₆N₃O₉P
• 分子量: 411.349
• InChiKey: BMATWAHJJFXMFA-AXFHLTTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  209
• 氢给体数：
  9
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  D-Ribamin 、 5-(6-chloro-2,4-dihydroxypyrimidin-5-yl)-1-pentylphosphonic acid diammonium salt 以 乙二醇甲醚 为溶剂， 反应 23.0h， 生成 5-(6-D-ribitylamino-2,4-dihydroxypyrimidin-5-yl)-1-pentylphosphonic acid
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Homologous Phosphonic Acids and Sulfonic Acids as Inhibitors of Lumazine Synthase

  摘要：

  Three phosphonic acid inhibitors of lumazine synthase were synthesized in which the phosphorus atom was separated from the pyrimidinedione ring by polymethylene linker chains containing four, five, and six carbon atoms. Three analogous sulfonic acids were also synthesized. The inhibitors were designed as metabolically stable analogues of a hypothetical intermediate in the reaction catalyzed by lumazine synthase, and the design process was supported by the results of computer graphics molecular modeling of the inhibitors within the active site of the enzyme. The most potent of the new inhibitors, 6-(6-D-ribitylamino-2,4-dihydroxypyrimidine-5-yl)-1-hexylphosphonic acid, inhibited recombinant lumazine synthase beta(60) capsids of Bacillus subtilis with a K-i of 130 mu M, making it the most potent inhibitor of lumazine synthase reported to date.

  DOI：

  10.1021/jo9821729

文献信息

• Advanced drug development and manufacturing
  申请人：Los Alamos National Security, LLC

  公开号：EP2511844A2

  公开（公告）日：2012-10-17

  There is described an apparatus for measuring protein characteristics comprising an X-ray fluorescence (XRF) spectrometer comprising a source of polychromatic X-rays, an X-ray detector, a protein, a molecule that has been exposed to and at least weakly binds to the protein, a plurality of X-ray fluorescence signal data obtained by irradiating chemical elements in the protein and molecule with the polychromatic X-rays and a security system for maintaining records for the data from the plurality of X-ray fluorescence signal measurements. There is also described an x-ray microscope for measuring a sample.

  描述了一种测量蛋白质特性的仪器，该仪器包括一个 X 射线荧光 (XRF) 光谱仪，其中包括一个多色 X 射线源、一个 X 射线探测器、一个蛋白质、一个已暴露于该蛋白质并至少与该蛋白质弱结合的分子、通过用多色 X 射线照射蛋白质和分子中的化学元素而获得的多个 X 射线荧光信号数据，以及一个用于维护多个 X 射线荧光信号测量数据记录的安全系统。此外，还介绍了一种用于测量样品的 X 射线显微镜。
• ADVANCED DRUG DEVELOPMENT AND MANUFACTURING
  申请人：Los Alamos National Security, LLC

  公开号：EP2084519A2

  公开（公告）日：2009-08-05
• X-RAY FLUORESCENCE ANALYSIS METHOD
  申请人：Los Alamos National Security, LLC

  公开号：EP2084519B1

  公开（公告）日：2012-08-01
• X-ray microscope
  申请人：XRpro Sciences, Inc.

  公开号：EP2511844B1

  公开（公告）日：2015-08-12
• Advanced Drug Development and Manufacturing
  申请人：XRpro Sciences, Inc.

  公开号：US20150309021A1

  公开（公告）日：2015-10-29

  X-ray fluorescence (XRF) spectrometry has been used for detecting binding events and measuring binding selectivities between chemicals and receptors. XRF may also be used for estimating the therapeutic index of a chemical. For estimating the binding selectivities of a chemical versus chemical analogs, for measuring post translational modification of proteins, and for drug manufacturing.