A Biomimetic System for Studying Salicylate Dioxygenase.

ACS symposium series. American Chemical Society Pub Date : 2019-01-01 Epub Date: 2019-07-12 DOI:10.1021/bk-2019-1317.ch004

Atanu Banerjee, Jia Li, Monika A Molenda, William W Brennessel, Ferman A Chavez

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Abstract

We report the characterization of [Fe(T1Et4iPrIP)(sal)] (2) (T1Et4iPrIP = tris(1-ethyl-4-isopropyl-imidazolyl)phosphine; sal^2- = salicylate dianion), which serves as a model for substrate-bound salicylate dioxygenase (SDO). Complex 2 crystallizes in the monoclinic space group P2₁/n with a = 10.7853(12) Å, b = 16.5060(19) Å, c = 21.217(2) Å, β = 94.489(2)°, and V = 3765.5(7) Å³. The structure consists of Fe^II bonded in distorted square pyramidal geometry (τ = 0.32) with two salicylate oxygens and two T1Et4iPrIP nitrogens serving as the base and the apical position occupied by the other ligand nitrogen. [Fe(T1Et4iPrIP)(OTf)₂] (1), the precursor for 2, catalyzes the cleavage of 1,4-dihydroxy-2-naphthoate in the presence of O₂. Complex 1 is also capable of cleaving the salicylate aromatic ring in the presence of H₂O₂. The progression of this reaction toward product formation involves an Fe^III-phenoxide species.

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研究水杨酸双加氧酶的仿生系统。

我们报道了[Fe(T1Et4iPrIP)(sal)] (2) (T1Et4iPrIP =三(1-乙基-4-异丙基-咪唑基)膦;sal2- =水杨酸钠)，它是底物结合水杨酸双加氧酶(SDO)的模型。配合物2在单斜空间群P21/n中结晶，a = 10.7853(12) Å， b = 16.5060(19) Å， c = 21.217(2) Å， β = 94.489(2)°，V = 3765.5(7) Å3。该结构由两个水杨酸氧和两个T1Et4iPrIP氮作为碱基，另一个配体氮占据顶端位置的扭曲方锥体几何(τ = 0.32) FeII键组成。[Fe(T1Et4iPrIP)(OTf)2](1)是2的前体，在O2存在下催化1,4-二羟基-2-萘酸酯的裂解。配合物1也能在H2O2存在下裂解水杨酸盐芳环。该反应向产物生成的过程涉及一种非ii -苯氧化合物。

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来源期刊

ACS symposium series. American Chemical Society

CiteScore

1.30

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