Analogues of the iron-binding site in catechol 1,2-dioxygenase: iron(III) complexes of benzimidazole and pyridine-containing tridentate ligands

Analogues of the iron-binding site in catechol 1,2-dioxygenase: iron(III) complexes of benzimidazole and pyridine-containing tridentate ligands
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儿茶酚 1,2-双加氧酶中铁结合位点的类似物:苯并咪唑和含吡啶三齿配体的铁 (III) 复合物

DOI:
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发表时间:
1995
期刊:
影响因子:
--
通讯作者:
M. Palaniandavar
M. Palaniandavar
中科院分区:
--
文献类型:
--
作者:
R. Viswanathan;M. Palaniandavar

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合成了一系列[FeLCl_2]·H_2 O [HL =N-]型铁(Ⅲ)配合物(吡啶-2-基甲基)亚水杨基胺,(2-羟基-5-硝基苄基)(吡啶-2-基甲基)胺,(2-羟基-5-硝基苄基)(2-吡啶-2-基乙基)胺,N-(2-咪唑-4-基乙基)水杨胺,N-(苯并咪唑-2-基甲基)水杨醛亚胺、(苯并咪唑-2-基甲基)(2-羟基苄基)胺或(苯并咪唑-2-基甲基)(2-羟基-5-硝基苄基)胺]。还分离出[FeLCl_3]·H_2 O [L =双(苯并咪唑-2-基甲基)胺]。这些配合物已被其特征在于使用IR,UV/维斯和EPR光谱和电化学技术。它们与各种单齿和双齿杂环碱以及苯酚的相互作用已被研究,使用电子和EPR光谱。它们与3,5-二叔丁基邻苯二酚(H2 dbcat)及其阴离子的相互作用揭示了酚盐-铁(III)电荷转移(c.t.)与儿茶酚双加氧酶-底物复合物的条带相似。在甲醇中的铁(III)配合物和它们的1:1加合物与dbcat阴离子原位生成的氧化还原行为进行了研究。FeIII-FeII氧化还原电位与c.t.配合物的能带能量。所有的配合物都催化H2 dbcat被分子氧氧化裂解生成顺式,顺式-粘康酸酐。的催化活性已与FeIII-Fe II以及dbsq stec-H2 dbcat(dbsq = 3,5-二叔丁基-1,2-苯半醌)的dbcat加合物的氧化还原电位。
A series of iron(III) complexes of the type [FeLCl2]·H2O [HL =N-(pyridin-2-ylmethyl)salicylideneamine, (2-hydroxy-5-nitrobenzyl)(pyridin-2-ylmethyl)amine, (2-hydroxy-5-nitrobenzyl)(2-pyridin-2-ylethyl)amine, N-(2-imidazol-4-ylethyl)salicylideamine, N-(benzimidazole-2-ylmethyl)salicylaldimine, (benzimidazol-2-ylmethyl)(2-hydroxybenzyl)amine, or (benzimidazol-2-ylmethyl)(2-hydroxy-5-nitrobenzyl)amine] have been prepared. Also [FeLCl3]·H2O [L = bis(benzimidazol-2-ylmethyl)amine] has been isolated. These complexes have been characterised using IR, UV/VIS and EPR spectral and electrochemical techniques. Their interaction with a variety of mono- and bi-dentate heterocyclic bases as well as phenols has been investigated using electronic and EPR spectroscopy. Their interaction with 3,5-di-tert-butylcatechol (H2dbcat) and its anions reveals changes in the phenolate-to-iron(III) chargetransfer (c.t.) band similar to those for catechol dioxygenase–substrate complexes. The redox behaviour of the iron(III) complexes and their 1 : 1 adducts with dbcat anions generated in situ has been investigated in methanol. There is a linear correlation between the FeIII–FeII redox potential and the c.t. band energy of the complexes. All the complexes catalyse the oxidative cleavage of H2dbcat by molecular oxygen to yield cis,cis-muconic anhydride. The catalytic activity has been correlated with the FeIII–FeII as well as dbsq˙–H2dbcat (dbsq = 3,5-di-tert-butyl-1,2-benzosemiquinone) redox potentials of the dbcat adducts.
DOI: 10.1016/s0021-9258(17)43071-7
发表时间: 1984-04
期刊: The Journal of biological chemistry
影响因子: --
作者:
J. W. Whittaker;J. Lipscomb;T. Kent;E. Münck
通讯作者: J. W. Whittaker;J. Lipscomb;T. Kent;E. Münck
DOI: 10.1021/bi00558a026
发表时间: 1980-01-01
期刊: BIOCHEMISTRY
影响因子: 2.9
作者:
AINSCOUGH, EW;BRODIE, AM;LOEHR, TM
通讯作者: LOEHR, TM
儿茶酚双加氧酶氧化反应的快速反应研究。
DOI: --
发表时间: 1983
期刊: The Journal of biological chemistry
影响因子: --
作者:
Walsh,TA;Ballou,DP;Mayer,R;QueJr,L
通讯作者: QueJr,L
原儿茶酸 3,4-双加氧酶抑制剂复合物的共振拉曼研究。
DOI: 10.1021/bi00512a028
发表时间: 1981
期刊: Biochemistry
影响因子: 2.9
作者:
QueJr,L;Epstein,RM
通讯作者: Epstein,RM
DOI: --
发表时间: 1984
期刊: The Journal of biological chemistry
影响因子: --
作者:
Whittaker,JW;Lipscomb,JD
通讯作者: Lipscomb,JD