对映选择合成
生物催化
化学
选择性
纳米材料
介孔二氧化硅
人工酶
组合化学
氢键
介孔材料
酶
有机化学
催化作用
材料科学
纳米技术
分子
反应机理
作者
Ya Zhou,Hanjun Sun,Hongcheng Xu,Silvina Matysiak,Jinsong Ren,Xiaogang Qu
标识
DOI:10.1002/anie.201811118
摘要
Abstract Although various nanomaterials have been designed for biocatalysis, few of them can accelerate chemical reactions with high selectivity and stereocontrol, which remains them from being perfect alternatives to nature enzymes. Herein, inspired by the natural enzymes, an enantioselective nanomaterial has been constructed, with gold nanoparticles (AuNPs) as active centers, chiral cysteine (Cys) as selectors for chiral recognition, and expanded mesoporous silica (EMSN) as a skeleton of the artificial enzyme. In the oxidation of chiral 3,4‐dihydroxy‐phenylalanine (DOPA), the nanozyme with d ‐Cys shows preference to l ‐DOPA while the artificial enzyme with l ‐Cys shows preference to d ‐DOPA. Subsequent calculation of apparent steady‐state kinetic parameters and activation energies together with molecular dynamics (MD) simulations showed that the different affinity precipitated by hydrogen bonding formation between chiral Cys and DOPA is the origin of chiral selectivity.
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