Literature DB >> 25597816

Monooxygenation of an appended phenol in a model system of tyrosinase: implications on the enzymatic reaction mechanism.

Jessica Nadine Hamann1, Malte Rolff, Felix Tuczek.   

Abstract

A new tridentate N-donor ligand and its corresponding copper(i) complex have been synthesized to investigate the tyrosinase-like aromatic hydroxylation of an attached phenol. The results of the oxygenation reactions are compared to related systems having attached phenyl and catechol groups, respectively. The title complex is the first system mediating the monooxygenation of a phenol in the absence of an external base.

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Year:  2015        PMID: 25597816     DOI: 10.1039/c4dt03010a

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.390


  8 in total

Review 1.  Copper-Oxygen Complexes Revisited: Structures, Spectroscopy, and Reactivity.

Authors:  Courtney E Elwell; Nicole L Gagnon; Benjamin D Neisen; Debanjan Dhar; Andrew D Spaeth; Gereon M Yee; William B Tolman
Journal:  Chem Rev       Date:  2017-01-19       Impact factor: 60.622

2.  Antamanide Analogs as Potential Inhibitors of Tyrosinase.

Authors:  Claudia Honisch; Matteo Gazziero; Roberto Dallocchio; Alessandro Dessì; Davide Fabbri; Maria Antonietta Dettori; Giovanna Delogu; Paolo Ruzza
Journal:  Int J Mol Sci       Date:  2022-06-02       Impact factor: 6.208

3.  Tyrosinase and catechol oxidase activity of copper(I) complexes supported by imidazole-based ligands: structure-reactivity correlations.

Authors:  Franziska Wendt; Christian Näther; Felix Tuczek
Journal:  J Biol Inorg Chem       Date:  2016-06-22       Impact factor: 3.358

4.  Hierarchical self-assembly of squaraine and silica nanoparticle functionalized with cationic coordination sites for near infrared detection of ATP.

Authors:  Ruizhi Feng; Weining Shi; Dejia Wang; Jia Wen; Hongjuan Li; Shiguo Sun; Yongqian Xu
Journal:  Sci Rep       Date:  2017-02-27       Impact factor: 4.379

5.  A phosphate-targeted dinuclear Cu(II) complex combining major groove binding and oxidative DNA cleavage.

Authors:  Zara Molphy; Diego Montagner; Satish S Bhat; Creina Slator; Conor Long; Andrea Erxleben; Andrew Kellett
Journal:  Nucleic Acids Res       Date:  2018-11-02       Impact factor: 16.971

6.  Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions.

Authors:  Melanie Paul; Alexander Hoffmann; Sonja Herres-Pawlis
Journal:  J Biol Inorg Chem       Date:  2021-02-17       Impact factor: 3.358

7.  Copper-Catalyzed Monooxygenation of Phenols: Evidence for a Mononuclear Reaction Mechanism.

Authors:  Rebecca Schneider; Tobias A Engesser; Christian Näther; Ingo Krossing; Felix Tuczek
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-28       Impact factor: 16.823

8.  Catalytic mechanism of the tyrosinase reaction toward the Tyr98 residue in the caddie protein.

Authors:  Yasuyuki Matoba; Shogo Kihara; Naohiko Bando; Hironari Yoshitsu; Miyuki Sakaguchi; Kure'e Kayama; Sachiko Yanagisawa; Takashi Ogura; Masanori Sugiyama
Journal:  PLoS Biol       Date:  2018-12-31       Impact factor: 8.029

  8 in total

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