1-[3'-(1''-uracilmethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane | 909122-08-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[3'-(1''-uracilmethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane
• CAS: 909122-08-3
• 化学式: C₃₅H₅₄N₆O₈
• 分子量: 686.849
• InChiKey: ZLMVQFWWGPJSQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  49.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  146.72
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1-[3'-(1''-uracilmethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane 在 氢溴酸 作用下， 以 乙醇 为溶剂， 以73.3%的产率得到1-[3'-(1''-uracilmethyl)benzyl]-1,4,7,10-tetraazacyclododecane tetrahydrobromide
  参考文献：
  名称：

  The conjugates of uracil–cyclen Zn(II) complexes: Synthesis, characterization, and their interaction with plasmid DNA

  摘要：

  As an important nucleobase in RNA, uracil was introduced into the side chain of cyclen (1,4,7, 10-tetraazacyclododecane) by using phenylene dimethylene group as bridge. The target compounds 5 were obtained in high yields. Subsequent experiments demonstrated that the uracil-cyclen conjugates can bind Zn2+ cation rapidly in water, and the catalytic activities of their Zn(II) complexes 6 in DNA cleavage were also studied. The results showed that Zn(II) complexes can catalyze the cleavage of supercoiled DNA (pUC 19 plasmid DNA) (Form I) to produce nicked DNA (Form II and Form III) with high selectivity. In water solution, complex 6b may form a unique and stable supramolecular structure, which benefits the DNA cleavage process. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.048
• 作为产物：
  描述：

  1,4,7-三叔丁氧羰基-1,4,7,10-四氮杂环十二烷 在 sodium carbonate 、 potassium iodide 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 反应 72.0h， 生成 1-[3'-(1''-uracilmethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  The conjugates of uracil–cyclen Zn(II) complexes: Synthesis, characterization, and their interaction with plasmid DNA

  摘要：

  As an important nucleobase in RNA, uracil was introduced into the side chain of cyclen (1,4,7, 10-tetraazacyclododecane) by using phenylene dimethylene group as bridge. The target compounds 5 were obtained in high yields. Subsequent experiments demonstrated that the uracil-cyclen conjugates can bind Zn2+ cation rapidly in water, and the catalytic activities of their Zn(II) complexes 6 in DNA cleavage were also studied. The results showed that Zn(II) complexes can catalyze the cleavage of supercoiled DNA (pUC 19 plasmid DNA) (Form I) to produce nicked DNA (Form II and Form III) with high selectivity. In water solution, complex 6b may form a unique and stable supramolecular structure, which benefits the DNA cleavage process. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.04.048