[1-Hydroxy-2-[1-[2-hydroxy-3-[(2-oxochromene-3-carbonyl)amino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid | 1421520-68-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: [1-Hydroxy-2-[1-[2-hydroxy-3-[(2-oxochromene-3-carbonyl)amino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid
• 英文别名: [1-hydroxy-2-[1-[2-hydroxy-3-[(2-oxochromene-3-carbonyl)amino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid
• CAS: 1421520-68-4
• 化学式: C₂₀H₂₃N₂O₁₁P₂
• 分子量: 529.357
• InChiKey: HLFRDWZXTDZWJI-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  215
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  利塞膦酸 在 碳酸氢钠 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.5h， 生成 [1-Hydroxy-2-[1-[2-hydroxy-3-[(2-oxochromene-3-carbonyl)amino]propyl]pyridin-1-ium-3-yl]-1-phosphonoethyl]phosphonic acid
  参考文献：
  名称：

  Novel fluorescent risedronates: Synthesis, photodynamic inactivation and imaging of Bacillus subtilis

  摘要：

  Novel fluorescently-labeled conjugates of risedronate were synthesized using an epoxide linker, enabling conjugation of risedronate via its pyridyl nitrogen with the aromatic succinimidyl esters. The compounds were characterized by using H-1 NMR, C-13 NMR, P-31 NMR, UV-vis and fluorescence emission spectroscopies. Biological activity assays showed that the conjugates 14 and 15 exhibited photodynamic inactivation of Bacillus subtilis (ATCC 6633) with 91% and 47% bacterial lethality at 10 mu M upon visible light irradiation, respectively. Both 14 and 15 could be also used for fluorescence imaging of Bacillus subtilis. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.051

文献信息

• Novel fluorescent risedronates: Synthesis, photodynamic inactivation and imaging of Bacillus subtilis
  作者：Li-Sheng Zhou、Ke-Wu Yang、Lei Feng、Jian-Min Xiao、Cheng-Cheng Liu、Yi-Lin Zhang、Michael W. Crowder

  DOI：10.1016/j.bmcl.2012.12.051

  日期：2013.2

  Novel fluorescently-labeled conjugates of risedronate were synthesized using an epoxide linker, enabling conjugation of risedronate via its pyridyl nitrogen with the aromatic succinimidyl esters. The compounds were characterized by using H-1 NMR, C-13 NMR, P-31 NMR, UV-vis and fluorescence emission spectroscopies. Biological activity assays showed that the conjugates 14 and 15 exhibited photodynamic inactivation of Bacillus subtilis (ATCC 6633) with 91% and 47% bacterial lethality at 10 mu M upon visible light irradiation, respectively. Both 14 and 15 could be also used for fluorescence imaging of Bacillus subtilis. (C) 2013 Elsevier Ltd. All rights reserved.