1-(2-pyridyl)-1,4,7,10-tetraazacyclododecane

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(2-pyridyl)-1,4,7,10-tetraazacyclododecane
• 英文别名: 1-(2-pyridinyl)-1,4,7,10-tetraazacyclododecane；1-Pyridin-2-yl-1,4,7,10-tetrazacyclododecane；1-pyridin-2-yl-1,4,7,10-tetrazacyclododecane
• 化学式: C₁₃H₂₃N₅
• 分子量: 249.359
• InChiKey: CGXUSPYQKQGHCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  52.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-pyridyl)-1,4,7,10-tetraazacyclododecane 以 乙醇 、 水 为溶剂， 生成 [Zn(1-(2-pyridyl)-1,4,7,10-tetraazacyclododecane)(phthalimidato)]NO3
  参考文献：
  名称：

  Metal Chelation-Controlled Twisted Intramolecular Charge Transfer and Its Application to Fluorescent Sensing of Metal Ions and Anions

  摘要：

  Two fluorescent ligands, N-(2-(5-cyanopyridyl))cyclen (L5) and N-(2-pyridyl)cyclen (L6) (cyclen = 1,4,7,10-tetraazacyclododecane), were designed and synthesized to control twisted intramolecular charge transfer (TICT) by metal chelation in aqueous solution. By complexation with Zn2+, L6 exhibited TICT emissions at 430 nm (excitation at 270 nm) in 10 mM HEPES (pH 7.0) with l = 0.1 (NaNO3) at 25 degreesC due to the perpendicular conformation of a pyridine ring with respect to a dialkylamino group, which was fixed by Zn2+-N(pyridine) coordination, as proven by potentiometric pH, UV, and fluorescence titrations and X-ray crystal structure analysis. We further describe that the 1:1 complexation of ZnL6 with guests such as succinimide, phosphates, thiolates, and dicarboxylates, which compete with a nitrogen in the pyridine ring for Zn2+ in ZnL6, induces considerable emission shift from TICT emissions (at 430 nm) to locally excited emissions (at ca. 350 nm) in neutral aqueous solution at 25 degreesC.

  DOI：

  10.1021/ja040095v

文献信息

• 1,4,7,10-Tetraazacyclododecane Metal Complexes as Potent Promoters of Carboxyester Hydrolysis under Physiological Conditions
  作者：Michael Subat、Kristina Woinaroschy、Stefan Anthofer、Barbara Malterer、Burkhard König

  DOI：10.1021/ic070101z

  日期：2007.5.1

  the two metal ions (the average distance of Zn-O- = 1.9 A). The distance between the Zn(II) ion and the fourth N atom is 2.6 A. All Zn(II) complexes promote the hydrolysis of 4-nitrophenyl acetate (NA) under physiological conditions, while those of Cu(II) and Ni(II) do not have a significant effect on the hydrolysis reaction. The kinetic studies in buffered solutions (0.05 M Tris, HEPES, or CHES, I =

  具有不同长度（二吡啶和三吡啶）的不同杂环间隔基（三嗪和吡啶）或氮杂皇冠（Azacrown）侧基及其单核和双核Zn（II）的新的1,4,7,10-四氮杂十二烷（[12] aneN4或循环素）配体），Cu（II）和Ni（II）配合物已被合成和表征。通过电位pH滴定法测定与配位的金属离子配位的水分子的pKa值，其变化范围为7.7至11.2，具体取决于金属离子和配体的性质。[Zn2L2] mu-OH（ClO4）3.CH3CN.H2O的X射线结构显示每个Zn（II）离子呈四面体几何结构，并与三个环原子的N原子结合（Zn-N的平均距离= 2.1 A ），并且在顶端位置具有连接两个金属离子的mu-OH桥（Zn-O-的平均距离= 1.9 A）。Zn（II）离子与第四个N原子之间的距离为2.6A。所有的Zn（II）配合物在生理条件下均能促进乙酸4-硝基苯酯（NA）的水解，而Cu（II）和Ni（II）的那些对