Unprecedented Copper(II) Complex with a Topoquinone-like Moiety as a Structural and Functional Mimic for Copper Amine Oxidase: Role of Copper(II) in the Genesis and Amine Oxidase Activity,ACS Catalysis

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Unprecedented Copper(II) Complex with a Topoquinone-like Moiety as a Structural and Functional Mimic for Copper Amine Oxidase: Role of Copper(II) in the Genesis and Amine Oxidase Activity
ACS Catalysis ( IF 11.3 ) Pub Date : 2019-11-04 , DOI: 10.1021/acscatal.9b02326
Ritambhara Jangir ₁ , Mursaleem Ansari ₁ , Dhananjayan Kaleeswaran ₁ , Gopalan Rajaraman ₁ , Mallayan Palaniandavar ₁ , Ramaswamy Murugavel ₁

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Copper amine oxidase (CAO), consisting of the topoquinone (TPQ) cofactor, catalyzes the oxidation of primary amines to aldehyde. We have successfully addressed this issue through isolation of a copper complex which mimics the active-site structure as well as the function of CAO. This inimitable complex, consisting of two TPQ-like side-arms, formed by ambient aerial oxidation of a precursor Schiff base complex, is the most efficient homogeneous catalyst for quantitative oxidation of primary benzylic amines to corresponding secondary imines under ambient conditions within 30 min. The longstanding contention of actual involvement of Cu(II) in the catalysis is resolved through quenching experiments of Cu(II) superoxo species and detailed density functional theory studies.

中文翻译：

前所未有的铜（II）配合物与拓扑醌样部分作为铜胺氧化酶的结构和功能模拟物：铜（II）在成因和胺氧化酶活性中的作用

由对苯二酚（TPQ）辅助因子组成的铜胺氧化酶（CAO）催化伯胺氧化为醛。我们已经通过隔离模仿活性部位结构以及CAO功能的铜络合物成功解决了这个问题。这种独特的络合物由前体席夫碱络合物的环境空气氧化形成，由两个类似TPQ的侧臂组成，是在环境条件下30分钟内将伯苄基胺定量氧化为相应的仲亚胺的最有效的均相催化剂。通过对超强Cu（II）物种的猝灭实验和详细的密度泛函理论研究，解决了Cu（II）实际参与催化的长期争论。

更新日期：2019-11-04

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