4,4'-di(aminomethyl)-N,N,N',N'-tetra-(2-pyridylmethyl)biphenyl

• 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: 4,4'-di(aminomethyl)-N,N,N',N'-tetra-(2-pyridylmethyl)biphenyl
• 英文别名: 4,4'-bis[(2,2'-dipicolylamino)methyl]biphenyl；1-[4-[4-[[bis(2-pyridylmethyl)amino]methyl]phenyl]phenyl]-N,N-bis(2-pyridylmethyl)methanamine；1-[4-[4-[[bis(pyridin-2-ylmethyl)amino]methyl]phenyl]phenyl]-N,N-bis(pyridin-2-ylmethyl)methanamine
• 化学式: C₃₈H₃₆N₆
• 分子量: 576.744
• InChiKey: UEDSJAAHYSTFIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dichloro(cycloocta-1,5-diene)palladium (II) 、 4,4'-di(aminomethyl)-N,N,N',N'-tetra-(2-pyridylmethyl)biphenyl 以 四氢呋喃 为溶剂， 以69%的产率得到
  参考文献：
  名称：

  Evaluation of Multisite Polypyridyl Ligands as Platforms for the Synthesis of Rh/Zn, Rh/Pd, and Rh/Pt Heterometallic Complexes

  摘要：

  Ligands containing linked dipicolylamine (dpa) and bipyridine (bpy) sites have been utilized in the synthesis of monometallic and heterometallic complexes. The two sites have different selectivities for metal binding, which allows preferential formation of singly metalated complexes. The dpa site of the ligands has been observed to bind selectively to Zn2+, Pd2+, and Pt2+, while the bpy site binds selectively to Rh+. Addition of a second metal then results in the formation of heterometallic products. In the presence of CD3OD, the heterometallic Rh/Pt and Rh/Pd complexes undergo rapid selective H/D exchange of one of the diastereotopic protons of the dpa methylene group.

  DOI：

  10.1021/ic301810y
• 作为产物：
  描述：

  4,4'-二溴甲基联苯 、 二甲基吡啶胺 在 N,N-二异丙基乙胺 作用下， 以 氯仿 为溶剂， 反应 4.0h， 生成 4,4'-di(aminomethyl)-N,N,N',N'-tetra-(2-pyridylmethyl)biphenyl
  参考文献：
  名称：

  双核锌配合物促进二核苷酸水解-配合物中锌离子之间的距离对水解速率的影响

  摘要：

  检查了由一系列具有不同间距的锌离子结合位点的配体产生的双核锌复合物促进的 RNA 二聚体尿苷基 (3'5') 尿苷 (UpU) 的水解速率。尽管本研究中的配体有两个共同的二-2-吡啶基甲基氨基部分作为锌结合位点，但这些配体对水解的活性却大不相同。我们的研究结果表明，金属离子配位点之间的距离是双核配合物内在活性的重要因素。

  DOI：

  10.1002/1099-0682(200109)2001:9<2437::aid-ejic2437>3.0.co;2-5

文献信息

• Effective Disruption of Phosphoprotein−Protein Surface Interaction Using Zn(II) Dipicolylamine-Based Artificial Receptors via Two-Point Interaction
  作者：Akio Ojida、Masa-aki Inoue、Yasuko Mito-oka、Hiroshi Tsutsumi、Kazuki Sada、Itaru Hamachi

  DOI：10.1021/ja056585k

  日期：2006.2.1

  Protein phosphorylation is ubiquitously involved in living cells, and it is one of the key events controlling protein-protein surface interactions, which are essential in signal transduction cascades. We now report that the small molecular receptors bearing binuclear Zn(ll)-Dpa can strongly bind to a bisphosphorylated peptide in a cross-linking manner under neutral aqueous conditions when the distance between the two Zn(ll) centers can appropriately fit in that of the two phosphate groups of the phosphorylated peptide. The binding property was quantitatively determined by ITC (isothermal titration calorimetry), induced CD (circular dichroism), and NMR. On the basis of these findings, we demonstrated that these types of small molecules were able to effectively disrupt the phosphoprotein-protein interaction in a phosphorylated CTD peptide and the Pin1 WW domain, a phosphoprotein binding domain, at a micromolar level. The strategy based on a small molecular disruptor that directly interacts with phosphoprotein is unique and should be promising in developing a designer inhibitor for phosphoprotein-protein interaction.
• Evaluation of Multisite Polypyridyl Ligands as Platforms for the Synthesis of Rh/Zn, Rh/Pd, and Rh/Pt Heterometallic Complexes
  作者：Sarah K. Goforth、Richard C. Walroth、Lisa McElwee-White

  DOI：10.1021/ic301810y

  日期：2013.5.20

  Ligands containing linked dipicolylamine (dpa) and bipyridine (bpy) sites have been utilized in the synthesis of monometallic and heterometallic complexes. The two sites have different selectivities for metal binding, which allows preferential formation of singly metalated complexes. The dpa site of the ligands has been observed to bind selectively to Zn2+, Pd2+, and Pt2+, while the bpy site binds selectively to Rh+. Addition of a second metal then results in the formation of heterometallic products. In the presence of CD3OD, the heterometallic Rh/Pt and Rh/Pd complexes undergo rapid selective H/D exchange of one of the diastereotopic protons of the dpa methylene group.
• Dinucleotide Hydrolysis Promoted by Dinuclear Zn Complexes − The Effect of the Distance between Zn Ions in the Complexes on the Hydrolysis Rate
  作者：Shun-ichi Kawahara、Tadafumi Uchimaru

  DOI：10.1002/1099-0682(200109)2001:9<2437::aid-ejic2437>3.0.co;2-5

  日期：2001.9

  The rate of hydrolysis of an RNA dimer, uridylyl(3′5′)uridine (UpU), promoted by dinuclear Zn complexes resulting from a series of ligands with differently spaced Zn ion binding sites, was examined. Although the ligands in the present study have in common two di-2-pyridylmethylamino moieties as the Zn binding sites, the activities of these ligands toward the hydrolysis were quite different. Our results

  检查了由一系列具有不同间距的锌离子结合位点的配体产生的双核锌复合物促进的 RNA 二聚体尿苷基 (3'5') 尿苷 (UpU) 的水解速率。尽管本研究中的配体有两个共同的二-2-吡啶基甲基氨基部分作为锌结合位点，但这些配体对水解的活性却大不相同。我们的研究结果表明，金属离子配位点之间的距离是双核配合物内在活性的重要因素。