[Fe(N-propanoate-N,N-bis(2-pyridylmethyl)amine)]Cl | 1313513-84-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: [Fe(N-propanoate-N,N-bis(2-pyridylmethyl)amine)]Cl
• CAS: 1313513-84-6；1415317-67-7
• 化学式: C₁₅H₁₆FeN₃O₂*Cl
• 分子量: 361.611
• InChiKey: PJZMZLFBNJZSNX-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  [Fe(N-propanoate-N,N-bis(2-pyridylmethyl)amine)]Cl 、 氧化亚氮 以 not given 为溶剂， 生成 [Fe(N-propanoate-N,N-bis(2-pyridylmethyl)amine)(NO)]Cl
  参考文献：
  名称：

  Structural and Electronic Characterization of Non-Heme Fe(II)–Nitrosyls as Biomimetic Models of the Fe_B Center of Bacterial Nitric Oxide Reductase

  摘要：

  The detoxification of nitric oxide (NO) by bacterial NO reductase (NorBC) has gained much attention as this reaction provides a paradigm as to how NO can be detoxified anaerobically in cells. However, a dear mechanistic picture of how the heme/non-heme active site of NorBC activates NO is lacking, mostly as a result of insufficient knowledge about the properties of the non-heme iron(II)-NO adduct. Here we report the first biomimetic model complexes for this species that closely resemble the coordination environment found in the protein, using the ligands BMPA-Pr and TPA. The systematic investigation of these compounds allowed us to gain key insight into the electronic structure and geometric properties of high-spin non-heme iron(II)-NO adducts. In particular, we show how small changes in the ligand environment of iron could be used by NorBC to greatly modulate the properties, and hence, the reactivity of this species.

  DOI：

  10.1021/ja111693f
• 作为产物：
  描述：

  N,N-bis(2-pyridylmethyl)3-aminopropionic acid 、 iron(II) chloride 以 not given 为溶剂， 生成 [Fe(N-propanoate-N,N-bis(2-pyridylmethyl)amine)]Cl
  参考文献：
  名称：

  Structural and Electronic Characterization of Non-Heme Fe(II)–Nitrosyls as Biomimetic Models of the Fe_B Center of Bacterial Nitric Oxide Reductase

  摘要：

  The detoxification of nitric oxide (NO) by bacterial NO reductase (NorBC) has gained much attention as this reaction provides a paradigm as to how NO can be detoxified anaerobically in cells. However, a dear mechanistic picture of how the heme/non-heme active site of NorBC activates NO is lacking, mostly as a result of insufficient knowledge about the properties of the non-heme iron(II)-NO adduct. Here we report the first biomimetic model complexes for this species that closely resemble the coordination environment found in the protein, using the ligands BMPA-Pr and TPA. The systematic investigation of these compounds allowed us to gain key insight into the electronic structure and geometric properties of high-spin non-heme iron(II)-NO adducts. In particular, we show how small changes in the ligand environment of iron could be used by NorBC to greatly modulate the properties, and hence, the reactivity of this species.

  DOI：

  10.1021/ja111693f

文献信息

• Transition metal complexes bearing flexible N3 or N3O donor ligands: Reactivity toward superoxide radical anion and hydrogen peroxide
  作者：József S. Pap、Balázs Kripli、István Bors、Dániel Bogáth、Michel Giorgi、József Kaizer、Gábor Speier

  DOI：10.1016/j.jinorgbio.2012.08.012

  日期：2012.12

  Mononuclear complexes of N-methylpropanoate-N,N-bis-(2-pyridylmethyl)amine (MPBMPA) and N-propanoate-N,N-bis-(2-pyridylmethyl)amine (HPBMPA) with first row transition metals from Mn to Cu were synthesized and characterized by spectroscopy (infrared, UV-visible), electrochemistry (cyclic voltammetry), microanalysis and in four cases X-ray crystallography. Structure of the complexes revealed high flexibility of these ligands that can adopt facial (Fe) and meridional (Cu) geometry. Activity in the degradation of reactive oxygen species (superoxide radical anion: superoxide dismutase (SOD)-like activity and hydrogen peroxide: catalase-like activity) was tested throughout the complex series in aqueous solutions. In connection with the catalytic dismutation of H2O2, bleaching tests with morin were also conducted in water. Comparison of the two ligands helped in elucidating the possible role of the carboxylate moiety in the different catalytic reactions. Although no general trends could be revealed between reactivity and constitution of the first coordination sphere, plausible explanations for differences are discussed individually for SOD like, catalase-like and bleaching activity. (C) 2012 Elsevier Inc. All rights reserved.