iron(II) ethylenediaminetetraacetate | 21393-59-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: iron(II) ethylenediaminetetraacetate
• 英文别名: Fe(II)(edta)；Fe(2+)-EDTA；Fe(II)(EDTA)(2-)；2-[2-[Bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate;iron(4+)
• CAS: 21393-59-9
• 化学式: C₁₀H₁₂FeN₂O₈
• 分子量: 344.061
• InChiKey: LOIUBRXCXMKWFZ-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  -7.41
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  167
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  iron(II) ethylenediaminetetraacetate 在 O₂ 作用下， 以 水 为溶剂， 生成 铁(III)-乙二胺四乙酸
  参考文献：
  名称：

  Zang; Kotowski; Van Eldik, Inorganic Chemistry, 1988, vol. 27, # 19, p. 3279 - 3283

  摘要：

  DOI：
• 作为产物：
  描述：

  铁(III)-乙二胺四乙酸 在 乙硫醇 作用下， 以 水 为溶剂， 生成 iron(II) ethylenediaminetetraacetate
  参考文献：
  名称：

  Neyaglov; Digurov; Bukharkina, Kinetics and Catalysis, 1991, vol. 32, # 3 pt 1, p. 479 - 485

  摘要：

  DOI：
• 作为试剂：
  描述：

  threoninyl-methionine 在 iron(II) ethylenediaminetetraacetate 、 双氧水 、 碳酸氢钠 、 sodium carbonate 作用下， 生成 (S)-4-Methylsulfanyl-2-(2-oxo-acetylamino)-butyric acid 、 (S)-2-((2S,3R)-2-Amino-3-hydroxy-butyrylamino)-4-methanesulfinyl-butyric acid
  参考文献：
  名称：

  Oxidation of methionine peptides by Fenton systems: the importance of peptide sequence, neighbouring groups and EDTA

  摘要：

  We investigated the anaerobic oxidation of several Thr- and Met-containing di- and tri-peptides by Fenton systems, (NH4)(2)Fe(SO4)(2)/H2O2 and [Fe-II(EDTA)](2-)/H2O2, respectively, and compared the respective product patterns with those obtained after oxidation with free radiation chemically generated hydroxyl radicals. The products obtained by the (NH4)(2)Fe(SO4)/H2O2 system did not show any significant resemblance to product patterns characteristic for free hydroxyl radicals. In contrast, the [Fe-II(EDTA)](2-)/H2O2 system generated a material balance which showed some similarity to the free hydroxyl radical-generated pattern, From a comparison of the relative reactivities of the various functional groups of the peptides with the quantities of products obtained, we conclude that for Thr-Met, in particular at pH 6.3, a direct attack of a fraction of reactive oxygen species at the Met sulfur caused the formation of a sulfuranyl radical intermediate. This then underwent intramolecular coupled proton/electron-transfer with the protonated N-terminus to yield nitrogen-centered radical cations. The latter subsequently suffered heterolytic fragmentation of the C-alpha-C-beta bond of Thr to yield acetaldehyde. Such a pathway had previously been characterized for the oxidation of Thr-Met by free HO.. The occurrence of such intramolecular radical transformation is taken as evidence that neighbouring group effects can operate during metal-catalysed peptide (and possibly protein) oxidation.

  DOI：

  10.1039/p29960000915

文献信息

• Thermal degradation of EDTA chelates in aqueous solution
  作者：Ramunas J. Motekaitis、X. B. Cox III、Patrick Taylor、Arthur E. Martell、Brad Miles、Tory J. Tvedt Jr

  DOI：10.1139/v82-179

  日期：1982.5.15

  The thermal degradation of Ca(II), Mg(II), Zn(II), Fe(II), and Ni(II) chelates of EDTA was investigated in alkaline aqueous solution at elevated temperatures (230–310 °C). The kinetics of decomposition were followed by nmr, titrimetry, and spectrophotometry. Reaction products were identified through nmr and by gas chromatography. The relative order of degradation rates, as measured by the loss of EDTA, was found to be Mg(II) > Ca(II) > Zn(II) > Fe(II) > Ni(II). The main degradation products formed in the lower temperature range (~250 °C) are iminodiacetic acid, hydroxyethyliminodiacetic acid, and ethylene glycol. Higher temperature products are primarily dimethylamine and carbon dioxide. The rates of degradation of Ca(II), Mg(II), and Zn(II) EDTA chelates are considerably enhanced when either phosphate is present or a glass-lined autoclave is employed.

  EDTA的Ca(II), Mg(II), Zn(II), Fe(II)和Ni(II)螯合物在高温（230-310°C）下在碱性水溶液中进行了热降解研究。降解的动力学通过核磁共振、滴定法和分光光度法进行跟踪。反应产物通过核磁共振和气相色谱鉴定。根据EDTA的损失来衡量，降解速率的相对顺序为Mg(II) > Ca(II) > Zn(II) > Fe(II) > Ni(II)。在较低温度范围（~250°C）形成的主要降解产物是亚胺二乙酸、羟乙基亚胺二乙酸和乙二醇。较高温度下的产物主要是二甲胺和二氧化碳。当存在磷酸盐或使用玻璃钢内衬高压釜时，Ca(II), Mg(II)和Zn(II) EDTA螯合物的降解速率显著增强。
• Influence of co-ordination number on copper(<scp>I</scp>)–copper(<scp>II</scp>) redox interconversions. Part 3. Reduction of a sterically constrained bis-(substituted phenanthroline) complex of copper(<scp>II</scp>) by iron(<scp>II</scp>) and ruthenium(<scp>II</scp>) complexes
  作者：Peter Leupin、Najat Al-Shatti、A. Geoffrey Sykes

  DOI：10.1039/dt9820000927

  日期：——

  [CuL2]2–, containing the ligand L2–= 2,9-dimethyl-4,7-bis[(sulphonyloxy)phenyl]-1, 10-phenanthroline. The methyl substituents in the 2,9 positions create a steric hindrance which limits the extent of co-ordination to CuII(bis and not tris complexes are formed) and five- and four-(tetrahedral) co-ordinate complexes are believed to be present. With [Fe(CN)6]4–, [Fe(edta)]2–(edta = ethylenediaminetetra-acetate)

  据报道，进一步的动力学研究表明，铜（II）配合物[CuL 2 ] 2–的还原，其含有配体L 2– = 2,9-二甲基-4,7-双[（磺酰氧基）苯基] -1，10 -菲咯啉。2,9位上的甲基取代基产生空间位阻，从而限制了与Cu II的配位程度（形成了双配位化合物而不形成三配位化合物），并且认为五和四（四面体）配位化合物是当下。使用[Fe（CN）6 ] 4–，[Fe（edta）] 2–（edta =乙二胺四乙酸盐），[Fe（CN）5（PPh 3）] 3–和[Ru（NH 3）5（PYZ）] 2+（PYZ =吡嗪）作为还原剂（缩写红色）限制性动力学观察到，和自一致的解释是可能的序列的术语：铜II ⇌ *的Cu II（ķ 1，ķ -1） ; 红色+ * Cu II →乘积（k 2），红色+ Cu II →乘积（k 3）。在此序列中，Cu II和* Cu II分别是五坐标和四坐标形式。步骤k 3是先前为[Fe（CN）6
• Polymer films on electrodes. 10. Electrochemical behavior of solution species at Nafion-tetrathiafulvalenium bromide polymers
  作者：Timothy P. Henning、Henry S. White、Allen J. Bard

  DOI：10.1021/ja00386a002

  日期：1982.11

  (a) Oyama, N.; Anson, F. C. J . Electrochem. Soc. 1980,127, 247. (b) Ibid. 1980,112, 271. (c) Rubinstein, I.; Bard, A. J. J . Am. Chem. SOC. 1980, 102, 6641. (d) Ibid. 1981, 103, 5007. (e) Oyama, N.; Anson, F. C. Anal. Chem. 1980, 52, 1192. (3) (a) Diaz, A. F.; Kanazawa, K. K. J . Chem. SOC., Chem. Commun. 1979,635. (b) Kanazawa, K. K.; Diaz, A. F.; Geiss, R. H.; Gill, W. P.; Kwak, J. F.; Logan, J

  描述了溶液物质在由导电聚合物层组成的电极上的电化学行为，该层是通过将四硫富瓦伦 (TTP) 溴化物掺入阳离子交换聚合物 Nafion 中产生的，在各种基材（Pt、Ta、SnO、、n-Si）上进行描述。Nafion-TTF' 电极上的溶液物质 Fe(CN) 和 Fey2（其中 Ye = 乙二胺四乙酸盐）的伏安行为与部分覆盖有导电位点的电极模型一致。电极的显微研究表明，掺入的 TTF+ 形成了电活性域和来自电化学循环的导电非电活性晶体。非电活性晶体具有与一维有机导体 TTFBr,7 相同的化学计量。将铜电沉积到 TTF' 上 大多数沉积在 TTFBT 上的聚合物电极，表明它们是聚合物内电子传导的主要来源。当 TTF' 聚合物应用于 n 型 Si 电极的表面时，半导体电极用于 Fe(I1) 物种的光氧化的寿命得到改善。聚合物电极由导电（金属或碳）基板上的薄（-0.1-10 pm）聚合物层组成。'-3
• Motekaitis, Ramunas J.; Martell, Arthur E.; Hayes, David, Canadian Journal of Chemistry, 1980, vol. 58, # 19, p. 1999 - 2005
  作者：Motekaitis, Ramunas J.、Martell, Arthur E.、Hayes, David、Frenier, Wayne W.

  DOI：——

  日期：——
• Clark, Nancy Handshaw; Martell, Arthur E., Inorganic Chemistry, 1988, vol. 27, # 7, p. 1297 - 1298
  作者：Clark, Nancy Handshaw、Martell, Arthur E.

  DOI：——

  日期：——