5,5'-bis(methylcytosine)-2,2'-bipyridine | 330665-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5,5'-bis(methylcytosine)-2,2'-bipyridine
• 英文别名: 5,5'-di[(4-amino-2-oxo-1(2H)-pyrimidinyl)methyl]-2,2'-bipyridine；4-Amino-1-[[6-[5-[(4-amino-2-oxopyrimidin-1-yl)methyl]pyridin-2-yl]pyridin-3-yl]methyl]pyrimidin-2-one；4-amino-1-[[6-[5-[(4-amino-2-oxopyrimidin-1-yl)methyl]pyridin-2-yl]pyridin-3-yl]methyl]pyrimidin-2-one
• CAS: 330665-88-8
• 化学式: C₂₀H₁₈N₈O₂
• 分子量: 402.415
• InChiKey: PKTLUIGZJSAFSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,5'-bis(methylcytosine)-2,2'-bipyridine 、 hexafluorophosphoric acid 、 [Os(4,4'-bis(5-nonyl)-2,2'-bipyridine)2Cl2] 以 乙二醇 为溶剂， 以20%的产率得到[Os(4,4'-bis(5-nonyl)-2,2'-bipyridine)2(5,5'-bis(methylcytosine)-2,2'-bipyridine)](PF6)2*HPF6
  参考文献：
  名称：

  Photoinduced energy transfer within hydrogen-bonded multi-component assemblies based on a ruthenium–polypyridyl donor and an osmium–polypyridyl or ferrocenyl acceptor

  摘要：

  在[Ru(bipy)3]2+、[Os(bipy)3]2+ 和二茂铁发色团上附加的胞嘧啶和鸟嘌呤的互补 H 键能力的驱动下，通过利用各种构建模块的发光特性以及它们之间发生的能量转移过程，探究了多方结合体的形成。

  DOI：

  10.1039/b006503j
• 作为产物：
  描述：

  胞嘧啶 、 5,5'-二溴甲基-2,2'-联吡啶 在 sodium hydride 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以28%的产率得到5,5'-bis(methylcytosine)-2,2'-bipyridine
  参考文献：
  名称：

  Photoinduced energy transfer within hydrogen-bonded multi-component assemblies based on a ruthenium–polypyridyl donor and an osmium–polypyridyl or ferrocenyl acceptor

  摘要：

  在[Ru(bipy)3]2+、[Os(bipy)3]2+ 和二茂铁发色团上附加的胞嘧啶和鸟嘌呤的互补 H 键能力的驱动下，通过利用各种构建模块的发光特性以及它们之间发生的能量转移过程，探究了多方结合体的形成。

  DOI：

  10.1039/b006503j

文献信息

• High nuclease activity of a copper(II)-bipyridyl complex containing cytosine pendants
  作者：Jin-Tao Wang、Xiao-Hui Zheng、Liang-Nian Ji、Zong-Wan Mao

  DOI：10.1080/00958972.2010.492216

  日期：2010.7.20

  A new copper(II) complex bearing 2,2 '-bipyridine (bpy) derivatives with cytosine nucleobases [Cu(L) Cl-2] center dot 2H(2)O has been synthesized and characterized, where L 5,5 '-di[(4-amino-2-oxo-1( 2H)-pyrimidinyl) methyl]-2,2 '-bipyridine. Circular dichroism spectra reveal interactions between ligand and pBR322 DNA and showed that the local DNA structure was perturbed by the ligand. Cleavage of pBR322 DNA by the title complex was carried out in 20 mmol L-1 HEPES (pH 7.5) at 37 degrees C. The calculated pseudo-Michaelis-Menten kinetic parameter (k(cat)) of the complex was 8.80 h(-1). The cleavage efficiency was 17-fold higher than that of its simple analog [Cu(bpy) Cl-2] (k(cat) 0.50 h(-1)). Hydrolytic mechanisms involved in DNA cleavage were explored using radical scavengers and T4 ligase. Competitive experiments with special binding agents showed that the complex could preferentially bind to the minor groove of double-stranded DNA, suggesting specific DNA binding characteristics. High DNA cleavage reactivity and selectivity of the complex could be attributed to the synergic effects of the metal center and the cytosine pendants.
• Photoinduced energy transfer within hydrogen-bonded multi-component assemblies based on a ruthenium–polypyridyl donor and an osmium–polypyridyl or ferrocenyl acceptor
  作者：Susana Encinas、Naomi R. M. Simpson、Paul Andrews、Michael D. Ward、Claire M. White、Nicola Armaroli、Francesco Barigelletti、Andrew Houlton

  DOI：10.1039/b006503j

  日期：——

  Formation of multipartite associates driven by the complementary H-bonding abilities of cytosine and guanine appended to [Ru(bipy)3]2+, [Os(bipy)3]2+, and ferrocenyl chromophores is probed by exploiting the luminescence properties of the various building blocks and the energy transfer processes occurring between them.

  在[Ru(bipy)3]2+、[Os(bipy)3]2+ 和二茂铁发色团上附加的胞嘧啶和鸟嘌呤的互补 H 键能力的驱动下，通过利用各种构建模块的发光特性以及它们之间发生的能量转移过程，探究了多方结合体的形成。