Small-molecule models of tyrosinase: From ligand hydroxylation to catalytic monooxygenation of external substrates

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• 作者：Jessica Nadine Hamann ; Benjamin Herzigkeit ; Ramona Jurgeleit ; Felix Tuczek ; ^{ftuczek@ac.uni-kiel.de}
• 关键词：BIMZ ; bis(1-methylimidazol-2-yl)methane ; BPM ; 1 ; 1&prime ; -methylenebis-1H-pyrazole ; CO ; catechol oxidase ; CT ; charge transfer ; dmBPM ; 1 ; 1&prime ; -methylenebis(3 ; 5-di-methyl-1H-pyrazole ; DFT ; density functional theory ; l-DOPA ; 3 ; 4-dihydroxy-l-phenylalanine ; 2 ; 4-DTBP-H ; 2 ; 4-di-tert-butyl-phenol ; 3 ; 5-DTBC-H2 ; 3 ; 5-di-tert-butylcatechol ; 3 ; 5-DTBSQ ; 3 ; 5-di-tert-butyl-semiquinone ; 3 ; 5-DTBQ ; 3 ; 5-di-tert-butyl-ortho-quinone ; Hb ; hemoglobin ; Hc ; hemocyanin ; mBPM ; 1 ; 1&prime ; -methylenebis(3-methyl-1H-pyrazole
• 刊名：Coordination Chemistry Reviews
• 出版年：2017
• 出版时间：1 March 2017
• 年：2017
• 卷：334
• 期：Complete
• 页码：54-66
• 全文大小：2688 K
• 卷排序：334

文摘

We synthesized copper(I) complexes with heterocyclic compounds as tyrosinase model systems. One model system shows an tyrosinase-like aromatic ligand hydroxylation. The catalytic activity of the complexes towards external substrates was investigated. Different monophenols were used to investigate their catalytic behaviour. A catalytic cycle was proposed and important intermediates were characterized.