cis-di(aqua-d2)(2,2'-dipyridylamine)palladium(II)(2+) | 1197421-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: cis-di(aqua-d2)(2,2'-dipyridylamine)palladium(II)(2+)
• 英文别名: Pd(2,2-dipyridylamine)(D2O)2(2+)；cis-[Pd(D2O)Cl2](2+)
• CAS: 1197421-72-9
• 化学式: C₁₀H₁₃N₃O₂Pd
• 分子量: 317.62
• InChiKey: GBZZCKNFPPPHCM-JBISRTOLSA-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

• 作为反应物：
  描述：

  cis-di(aqua-d2)(2,2'-dipyridylamine)palladium(II)(2+) 在 histidylglycine 作用下， 以 水 为溶剂， 生成 bis(2,2'-dipyridylamine)palladium(II)
  参考文献：
  名称：

  A study of the reactions of methionine- and histidine-containing peptides with palladium(II) complexes: The key role of steric crowding on palladium(II) in the selective cleavage of the peptide bond

  摘要：

  H-1 NMR spectroscopy was applied to study the reactions of palladium(II) complexes, cis-[Pd(dpa)Cl-2] and cis-[Pd(dpa)(H2O)(2)](2+) (dpa is 2,2'-dipyridylamine acting as a bidentate ligand) with the dipeptides methionylglycine (Met-Gly) and histidylglycine (His-Gly), and the A-acetylated derivatives of these dipeptides, MeCOMet-Gly and MeCOHis-Gly. All reactions were carried out in the pH range 2.0-2.5 with equimolar amounts of the palladium(II) complex and the peptide at two different temperatures, 25 and 60 degrees C. In the reactions of cis-[Pd(dpa)Cl-2] and cis-[Pd(dpa)(H2O)(2)](2+) with Met-Gly and His-Gly, no hydrolysis of the peptide bond was observed. The final product in these reactions was the [Pd(dpa)(2)](2+) complex. The square-planar structure of this complex was confirmed by X-ray analysis. The reaction of the cis-[Pd(dpa)(H2O)(2)](2+) complex with the MeCOHis-Gly and MeCOMet-Gly peptides under the previously mentioned experimental conditions was remarkably selective in the cleavage of the amide bond involving the carboxylic group of methionine in the side chain. The modes of coordination of cis-[Pd(dpa)Cl-2] and cis-[Pd(dpa)(H2O)(2)](2+) in the reactions with the non-acetylated peptides and the total steric inhibition of the hydrolytic reaction between cis-[Pd(dpa)(H2O)(2)](2+) and MeCOHis-Gly can be attributed to the steric bulk of the palladium(II) complex. This finding should be taken into consideration in designing new palladium(II) complexes for the regioselective cleavage of peptides and proteins. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2006.11.048
• 作为产物：
  描述：

  2,2'-二吡啶胺 在 HCl 、 AgNO₃ 作用下， 以 水 、 重水 为溶剂， 生成 cis-di(aqua-d2)(2,2'-dipyridylamine)palladium(II)(2+)
  参考文献：
  名称：

  A study of the reactions of methionine- and histidine-containing peptides with palladium(II) complexes: The key role of steric crowding on palladium(II) in the selective cleavage of the peptide bond

  摘要：

  H-1 NMR spectroscopy was applied to study the reactions of palladium(II) complexes, cis-[Pd(dpa)Cl-2] and cis-[Pd(dpa)(H2O)(2)](2+) (dpa is 2,2'-dipyridylamine acting as a bidentate ligand) with the dipeptides methionylglycine (Met-Gly) and histidylglycine (His-Gly), and the A-acetylated derivatives of these dipeptides, MeCOMet-Gly and MeCOHis-Gly. All reactions were carried out in the pH range 2.0-2.5 with equimolar amounts of the palladium(II) complex and the peptide at two different temperatures, 25 and 60 degrees C. In the reactions of cis-[Pd(dpa)Cl-2] and cis-[Pd(dpa)(H2O)(2)](2+) with Met-Gly and His-Gly, no hydrolysis of the peptide bond was observed. The final product in these reactions was the [Pd(dpa)(2)](2+) complex. The square-planar structure of this complex was confirmed by X-ray analysis. The reaction of the cis-[Pd(dpa)(H2O)(2)](2+) complex with the MeCOHis-Gly and MeCOMet-Gly peptides under the previously mentioned experimental conditions was remarkably selective in the cleavage of the amide bond involving the carboxylic group of methionine in the side chain. The modes of coordination of cis-[Pd(dpa)Cl-2] and cis-[Pd(dpa)(H2O)(2)](2+) in the reactions with the non-acetylated peptides and the total steric inhibition of the hydrolytic reaction between cis-[Pd(dpa)(H2O)(2)](2+) and MeCOHis-Gly can be attributed to the steric bulk of the palladium(II) complex. This finding should be taken into consideration in designing new palladium(II) complexes for the regioselective cleavage of peptides and proteins. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2006.11.048

文献信息

• A study of the reactions of a methionine- and histidine-containing tetrapeptide with different Pd(ii) and Pt(ii) complexes: selective cleavage of the amide bond by platination of the peptide and steric modification of the catalyst
  作者：Snežana Rajković、Marija D. Živković、Csilla Kállay、Imre Sóvágó、Miloš I. Djuran

  DOI：10.1039/b908182h

  日期：——

  (1)H NMR spectroscopy was applied to the study of the reactions of [M(en)(H(2)O)(2)](2+) complexes (M = Pd(ii) and Pt(ii)) with the N-acetylated methionyl-glycyl-histidyl-glycineamide, MeCOMet-Gly-His-GlyNH(2). All reactions were performed in the pH range 1.5-2.0 with equimolar amounts of the [M(en)(H(2)O)(2)](2+) complex and the tetrapeptide at 60 degrees C. In all these reactions, a metal(ii) complex

  （1）H NMR光谱用于研究[M（en）（H（2）O）（2）]（2+）配合物（M = Pd（ii）和Pt（ii））与N-乙酰化的甲硫酰基-甘氨酰-组氨酸-甘氨酰胺，MeCOMet-Gly-His-GlyNH（2）。所有反应均在60℃下于1.5-2.0 pH范围内用等摩尔量的[M（en）（H（2）O）（2）]（2+）配合物和四肽进行。与甲硫氨酸残基结合的金属（ii）配合物影响涉及甲硫氨酸羧基的酰胺键的区域选择性裂解。与该肽中的其他酰胺键相比，Met-Gly酰胺键的切割优先级归因于Pt（ii）和Pd（ii）离子对硫供体原子的高度亲和力。讨论了这些水解反应的机理，并为澄清起见，[Pd（en）（H（2）O）（2）]（2+）配合物与MeCOMet-Gly-His-GlyNH（2）的反应还通过电位滴定法进行了研究。[Pd（L）（H（2）O）（2）]（2+）类型的各种钯（ii）配合物的空间效应，其中L是