dimethyl-5,6-dioxo-5,6-dihydro-1,10-phenanthroline-2,9-dicarboxylate | 1417202-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: dimethyl-5,6-dioxo-5,6-dihydro-1,10-phenanthroline-2,9-dicarboxylate
• 英文别名: Dimethyl 5,6-dioxo-1,10-phenanthroline-2,9-dicarboxylate；dimethyl 5,6-dioxo-1,10-phenanthroline-2,9-dicarboxylate
• CAS: 1417202-90-4
• 化学式: C₁₆H₁₀N₂O₆
• 分子量: 326.265
• InChiKey: NUQHNDYPTJOZOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dimethyl-5,6-dioxo-5,6-dihydro-1,10-phenanthroline-2,9-dicarboxylate 在 二异丙基铵盐四氮唑 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 26.0h， 生成
  参考文献：
  名称：

  Rigid 5′-6-locked phenanthroline-derived nucleosides chelated to ruthenium and europium ions

  摘要：

  We describe complexes of ruthenium and europium with rigid, 5'-6-locked 1,10-phenanthroline-containing nucleosides. Both nucleosides were synthesized from condensation of 5-amino-2'-deoxycytidine with the corresponding diketone. The ruthenium nucleoside displayed fluorescence characteristic of polypyridine ruthenium complexes with a maximum at 616 nm and a quantum yield of 0.011. Binding of europium to the 1,10-phenanthroline-2,9-diacid moiety of the lanthanide binding nucleoside showed formation of a 1: 1 complex with emission at 570-630 nm, whose emission was enhanced by addition of two phenanthroline ligands. The lanthanide-binding nucleoside was incorporated into DNA oligonucleotides and shown to selectively bind one equivalent of europium ions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.104
• 作为产物：
  描述：

  新铜试剂 在 硫酸 、 硝酸 、 potassium bromide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 dimethyl-5,6-dioxo-5,6-dihydro-1,10-phenanthroline-2,9-dicarboxylate
  参考文献：
  名称：

  Rigid 5′-6-locked phenanthroline-derived nucleosides chelated to ruthenium and europium ions

  摘要：

  We describe complexes of ruthenium and europium with rigid, 5'-6-locked 1,10-phenanthroline-containing nucleosides. Both nucleosides were synthesized from condensation of 5-amino-2'-deoxycytidine with the corresponding diketone. The ruthenium nucleoside displayed fluorescence characteristic of polypyridine ruthenium complexes with a maximum at 616 nm and a quantum yield of 0.011. Binding of europium to the 1,10-phenanthroline-2,9-diacid moiety of the lanthanide binding nucleoside showed formation of a 1: 1 complex with emission at 570-630 nm, whose emission was enhanced by addition of two phenanthroline ligands. The lanthanide-binding nucleoside was incorporated into DNA oligonucleotides and shown to selectively bind one equivalent of europium ions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.104

文献信息

• Rigid 5′-6-locked phenanthroline-derived nucleosides chelated to ruthenium and europium ions
  作者：Kristmann Gislason、Snorri Th. Sigurdsson

  DOI：10.1016/j.bmcl.2012.10.104

  日期：2013.1

  We describe complexes of ruthenium and europium with rigid, 5'-6-locked 1,10-phenanthroline-containing nucleosides. Both nucleosides were synthesized from condensation of 5-amino-2'-deoxycytidine with the corresponding diketone. The ruthenium nucleoside displayed fluorescence characteristic of polypyridine ruthenium complexes with a maximum at 616 nm and a quantum yield of 0.011. Binding of europium to the 1,10-phenanthroline-2,9-diacid moiety of the lanthanide binding nucleoside showed formation of a 1: 1 complex with emission at 570-630 nm, whose emission was enhanced by addition of two phenanthroline ligands. The lanthanide-binding nucleoside was incorporated into DNA oligonucleotides and shown to selectively bind one equivalent of europium ions. (c) 2012 Elsevier Ltd. All rights reserved.