1-[3'-(bromomethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane | 878779-86-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[3'-(bromomethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane
• 英文别名: 1-bromomethyl-3-(4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecan-1-ylmethyl)benzene；1,4,7-tri-tert-butyl 10-(3-(bromomethyl)benzyl)-1,4,7,10-tetraazacyclododecane-1,4,7-tricarboxylate；1-[3'-(bromomethyl)benzyl]-4,7,10-tris(tert-butoxycarbonyl)-1,4,7,10-tetraazacyclododecane；Tritert-butyl 10-[[3-(bromomethyl)phenyl]methyl]-1,4,7,10-tetrazacyclododecane-1,4,7-tricarboxylate
• CAS: 878779-86-3
• 化学式: C₃₁H₅₁BrN₄O₆
• 分子量: 655.673
• InChiKey: HWYRXDLSXJMIRS-UHFFFAOYSA-N

物化性质

• 熔点：
  83-84 °C
• 沸点：
  656.8±55.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  91.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-[3'-(bromomethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane 在 氢溴酸 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 水 、 mineral oil 为溶剂， 反应 49.0h， 生成 1-(3-((1,4,7,10-tetraazacyclododecan-1-yl)methyl)benzyl)-1H-benzo[d]imidazole hydrobromide
  参考文献：
  名称：

  The synthesis and activities of novel mononuclear or dinuclear cyclen complexes bearing azole pendants as antibacterial and antifungal agents

  摘要：

  A series of novel compounds containing 1,4,7,10-tetraazacyclododecane and azoles were synthesized and characterized by (1)H NMR, MS and elemental analysis. Bioactive assay manifested that some target compounds, such as 11a, 11b and 11d, displayed good and broad spectrum antimicrobial activities with relative low MIC values against most of tested strains. These dinuclear complexes gave comparable or even better antimicrobial efficiencies than the reference drugs Fluconazole and Chloromycin. The result showed that the metal ions were the key factors to enhance the antimicrobial activities for mononuclear or dinuclear complexed in varying degrees. The interaction evaluation of compound 11b with bovine serum albumin (BSA) as an example was tested by fluorescence method. The thermodynamic parameters indicated that the hydrogen bonds and van der waals forces played the major roles in the strong association between dinuclear compound and BSA. The CCK-8 tests also confirmed the safeties of these dinuclear compounds in vitro.

  DOI：

  10.1016/j.ejmech.2014.07.075
• 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 、 间二溴苄 在 potassium carbonate 作用下， 以65%的产率得到1-[3'-(bromomethyl)benzyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  具有咪唑或苯并咪唑悬垂物的新型 Zn(II) 大环配合物的合成、表征和分子识别

  摘要：

  已经合成了带有咪唑或苯并咪唑悬垂物的大环多胺 Zn(II) 单核和双核配合物，并通过紫外-可见光谱滴定确定了它们的结合常数。复合物的结合能力强于含有胞嘧啶（Cyt）的对照材料。双核复合物对Cyt的识别能力远高于其他碱基或核苷（如尿嘧啶、5-羟基甲基尿嘧啶、腺苷、胸苷和尿苷）；以间二甲苯基或吡啶基为接头的双核复合物的结合常数分别为 25,360 和 22,550 dm3 mol-1。

  DOI：

  10.3184/174751914x13894363997018

文献信息

• [EN] EXCIMER FORMING COMPOUNDS<br/>[FR] COMPOSÉS FORMANT DES EXCIMÈRES
  申请人：UNIV TORONTO

  公开号：WO2015089639A1

  公开（公告）日：2015-06-25

  The present application is directed to excimer forming compounds of Formula I: W-V-[Y]n wherein W is an excimer forming fluorophore, V is a linker moiety, Y is a metal ion coordinating moiety and n is 1, 2 or 3. In particular, the application is directed to excimer forming compounds for the detection of proximally phosphorylated sites including those found on polypeptides, proteins, pyrophosphate and RNA, for example in aqueous solution, polyacrylamide gels blotting membranes, solid-support assays and in cell culture samples.

  本申请涉及公式I的激聚物化合物：W-V-[Y]n，其中W是激聚物形成的荧光团，V是连接基团，Y是金属离子配位基团，n为1、2或3。具体而言，该申请涉及用于检测近端磷酸化位点的激聚物化合物，包括在蛋白质、多肽、焦磷酸盐和RNA上发现的位点，例如在水溶液、聚丙烯酰胺凝胶印迹膜、固相支持测定和细胞培养样品中。
• Tethered Dinuclear Europium(III) Macrocyclic Catalysts for the Cleavage of RNA
  作者：Kido Nwe、Christopher M. Andolina、Janet R. Morrow

  DOI：10.1021/ja8037799

  日期：2008.11.5

  prepared. Studies using direct excitation ((7)F0 --> (5)D0) europium(III) luminescence spectroscopy show that each Eu(III) center in the mononuclear and dinuclear complexes has two water ligands at pH 7.0, I = 0.10 M (NaNO3) and that there are no water ligand ionizations over the pH range of 7-9. All complexes promote cleavage of the RNA analogue 2-hydroxypropyl-4-nitrophenyl phosphate (HpPNP) at 25 degrees

  所有复合物都促进 RNA 类似物 2-羟丙基-4-硝基苯基磷酸酯 (HpPNP) 在 25 摄氏度（I = 0.10 M (NaNO3)，20 mM 缓冲液）的裂解。催化剂裂解 HpPNP 的二级速率常数在 7-9 的 pH 范围内随 pH 值线性增加。在 pH 7 下双核 Eu(III) 复合物 (Eu2(1)) 对 HpPNP 裂解的二级速率常数分别比 Eu(5) 和 Eu(3) 高 200 和 23 倍，但仅比带有芳基侧基 Eu(4) 的单核复合物高 7 倍。这表明大环取代基调节了 Eu(III) 催化剂的效率。Eu2(1) 促进双核苷、尿苷基-3',5'-尿苷 (UpU) 的裂解，在 pH 7.6 (0.021 M(-1) s(-1)) 下具有 46 倍的二级速率常数高于单核 Eu(5) 复合物。与 Eu(III) 配合物结合的磷酸甲酯在能量上最有利于最好的催化剂，这支持催化剂在稳
• The conjugates of uracil–cyclen Zn(II) complexes: Synthesis, characterization, and their interaction with plasmid DNA
  作者：Chuan-Qin Xia、Ning Jiang、Ji Zhang、Shan-Yong Chen、Hong-Hui Lin、Xin-Yu Tan、Yang Yue、Xiao-Qi Yu

  DOI：10.1016/j.bmc.2006.04.048

  日期：2006.8

  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.
• Monometallic complexes of 1,4,7,10-tetraazacyclododecane containing an imidazolium side: Synthesis, characterization, and their interaction with plasmid DNA
  作者：Qiang-Lin Li、Jun Huang、Qin Wang、Ning Jiang、Chuan-Qin Xia、Hong-Hui Lin、Jiang Wu、Xiao-Qi Yu

  DOI：10.1016/j.bmc.2006.01.069

  日期：2006.6

  The synthesis of macrocyclic polyamine monometallic complexes containing imidazolium salt groups was reported. Their interaction with pUC19 plasmid DNA was studied. The result showed that these complexes can catalyze the DNA cleavage with unprecedented reactivity under physiological conditions. (c) 2006 Elsevier Ltd. All rights reserved.
• EXCIMER FORMING COMPOUNDS
  申请人：THE GOVERNING COUNCIL OF THE UNIVERSITY OF TORONTO

  公开号：US20160304473A1

  公开（公告）日：2016-10-20

  The present application is directed to excimer forming compounds of Formula I: W—V—[Y] n wherein W is an excimer forming fluorophore, V is a linker moiety, Y is a metal ion coordinating moiety and n is 1, 2 or 3. In particular, the application is directed to excimer forming compounds for the detection of proximally phosphorylated sites including those found on polypeptides, proteins, pyrophosphate and RNA, for example in aqueous solution, polyacrylamide gels blotting membranes, solid-support assays and in cell culture samples.