title: Modeling tyrosinase activity. Effect of ligand topology on aromatic ring hydroxylation: an overview.
abstract: Synthetic modeling of tyrosinase (o-phenol ring hydroxylation) has emerged as a novel class of successful biomimetic studies. It is a well-established fact that the reaction of dioxygen with copper(I) complexes of m-xylyl-based ligands generate putative copper-oxygen intermediate species such as side-on peroxo {CuII2(mu-O2)}2+ [in some cases bis-oxo {CuIII2(mu-O)2}2+ in equilibrium with isomeric side-on peroxo], due to oxygen activation. Electrophilic attack of such species brings about monooxygenase activity by incorporating one of the oxygens to m-xylyl ring of the ligand and the other oxygen is reduced to hydroxide ion. The goal of this review is to provide a concise overview of the present day knowledge in this field of research to emphasize the important role the designed ligands play in eliciting the desired tyrosinase-like chemistry.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208 016, India.
authors.forename: Anindita
authors.initials: A
authors.lastname: De
authors.forename: Sukanta
authors.initials: S
authors.lastname: Mandal
authors.forename: Rabindranath
authors.initials: R
authors.lastname: Mukherjee
mesh_terms: D001386:Azides / Q000737:chemistry; D032701:Biomimetics; D003300:Copper / Q000737:chemistry*; D006900:Hydroxylation; D008024:Ligands; D008956:Models, Chemical; D014442:Monophenol Monooxygenase / Q000737:chemistry* / Q000378:metabolism*; D012545:Schiff Bases / Q000737:chemistry; D013329:Structure-Activity Relationship; D014992:Xylenes / Q000737:chemistry
chemical_list: D001386:Azides; D008024:Ligands; D012545:Schiff Bases; D014992:Xylenes; D003300:Copper; D014442:Monophenol Monooxygenase; C031285:3-xylene