zinc(II) 1,5,9-triazacyclododecane complex | 67163-05-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: zinc(II) 1,5,9-triazacyclododecane complex
• 英文别名: 1,5,9-triazacyclododecane zinc(II)(2+)；Zn(1,5,9-triazacyclododecane)(2+)；[12]aneN3-Zn
• CAS: 67163-05-7
• 化学式: C₉H₂₁N₃Zn
• 分子量: 236.676
• InChiKey: VFHNIFGLYDCMFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  zinc(II) perchlorate 、 1,5,9-三氮杂环十二烷 以 水 、 乙腈 为溶剂， 生成 zinc(II) 1,5,9-triazacyclododecane complex
  参考文献：
  名称：

  Catalysis of Diribonucleoside Monophosphate Cleavage by Water Soluble Copper(II) Complexes of Calix[4]arene Based Nitrogen Ligands

  摘要：

  Calix[4]arenes functionalized at the 1,2-, 1,3-, and 1,2,3-positions of the upper rim with [12]ane-N-3 ligating units were synthesized, and their bi-and trimetallic zinc(II) and copper( II) complexes were investigated as catalysts in the cleavage of phosphodiesters as RNA models. The results of comparative kinetic studies using monometallic controls indicate that the subunits of all of the zinc(II) complexes and of the 1,3-distal bimetallic copper(II) complex 7-Cu-2 act as essentially independent monometallic catalysts. The lack of cooperation between metal ions in the above complexes is in marked contrast with the behavior of the 1,2-vicinal bimetallic copper(II) complex 6-Cu-2, which exhibits high catalytic efficiency and high levels of cooperation between metal ions in the cleavage of HPNP and of diribonucleoside monophosphates NpN'. A third ligated metal ion at the upper rim does not enhance the catalytic efficiency, which excludes the simultaneous cooperation in the catalysis of the three metal ions in 8-Cu-3. Rate accelerations relative to the background brought about by 6-Cu-2 and 8-Cu-3 (1.0 mM catalyst, water solution, pH 7.0, 50 degrees C) are on the order of 10(4)-fold, largely independent of the nucleobase structure, with the exception of the cleavage of diribonucleoside monophosphates in which the nucleobase N is uracil, namely UpU and UpG, for which rate enhancements rise to 10(5)-fold. The rationale for the observed selectivity is discussed in terms of deprotonation of the uracil moiety under the reaction conditions and complexation of the resulting anion with one of the copper(II) centers.

  DOI：

  10.1021/ja0632106
• 作为试剂：
  描述：

  2-hydroxypropyl-p-nitrophenyl phosphate 在 zinc(II) 1,5,9-triazacyclododecane complex 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 propylene hydrogen phosphate
  参考文献：
  名称：

  双核 Zn2+复合物和中等效应的组合使 RNA 和 DNA 模型系统的切割速率提高 1012 倍

  摘要：

  1,3-双-N1-(1,5,9-三氮杂环十二烷基)丙烷 (3) 的双核 Zn2+ 复合物在促进 RNA 模型、2-羟丙基-对硝基苯基磷酸酯 (HPNPP, 1) 和 DNA 模型，甲基对硝基苯基磷酸酯 (MNPP, 4)，在甲醇溶液中在 25 摄氏度添加 CH3O- 的情况下进行了研究。 di-Zn2+ 复合物 (Zn2:3)，在存在下1 当量添加的甲醇，在 s(s)pH 9.5 下与 1 反应的二级速率常数为 (2.75 +/- 0.10) x 10(5) M(-1) s(-1)，这比 CH3O 促进反应的 k2 值大 10(8) 倍 (kOCH3 = (2.56 +/- 0.16) x 10(-3) M(-1) s(-1))。该复合物对 DNA 模型 4 也很活跃，表现出 Michaelis-Menten 动力学，KM 和 kmax 分别为 0.37 +/- 0.07 mM 和 (4.1

  DOI：

  10.1021/ja0651714

文献信息

• Metal ion-promoted cleavage of nucleoside diphosphosugars: a model for reactions of phosphodiester bonds in carbohydrates
  作者：Meisa Dano、Marjukka Elmeranta、David R. W. Hodgson、Juho Jaakkola、Heidi Korhonen、Satu Mikkola

  DOI：10.1007/s00775-015-1308-9

  日期：2015.12

  complexes. The results show that metal ion catalysts promote the cleavage via intramolecular transesterification whenever a neighbouring HO group can adopt a cis-orientation with respect to the phosphate. The HO group attacks the phosphate and two monophosphate products are formed. If such a nucleophile is not available, Cu2+ complexes are able to promote a nucleophilic attack of an external nucleophile

  摘要在Cu 2+和Zn 2+配合物的存在下，已经研究了五个不同核苷二磷酸的切割。结果表明，每当相邻的HO基团相对于磷酸盐采取顺式取向时，金属离子催化剂就通过分子内酯交换作用促进裂解。HO基团攻击磷酸盐，并形成两个单磷酸盐产物。如果没有这样的亲核试剂，则Cu 2+络合物能够促进外部亲核试剂（例如水分子或金属离子配位的HO配体）对磷酸盐的亲核攻击。对于Zn 2+络合物，没有观察到。 图形概要
• Shelton, Valerie M.; Morrow, Janet R., Inorganic Chemistry, 1991, vol. 30, # 23, p. 4295 - 4299
  作者：Shelton, Valerie M.、Morrow, Janet R.

  DOI：——

  日期：——