Literature DB >> 23609983

Catalytic phenol hydroxylation with dioxygen: extension of the tyrosinase mechanism beyond the protein matrix.

Alexander Hoffmann1, Cooper Citek, Stephan Binder, Arne Goos, Michael Rübhausen, Oliver Troeppner, Ivana Ivanović-Burmazović, Erik C Wasinger, T Daniel P Stack, Sonja Herres-Pawlis.   

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Year:  2013        PMID： 23609983      PMCID： PMC3814313          DOI： 10.1002/anie.201301249

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


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  23 in total

Review 1.  Biomimetic modeling of copper oxidase reactivity.

Authors:  V Mahadevan; R K Gebbink; T D Stack
Journal:  Curr Opin Chem Biol       Date:  2000-04       Impact factor: 8.822

Review 2.  Reactivity of dioxygen-copper systems.

Authors:  Elizabeth A Lewis; William B Tolman
Journal:  Chem Rev       Date:  2004-02       Impact factor: 60.622

3.  The inactivation of oestrone.

Authors:  W W Westerfeld
Journal:  Biochem J       Date:  1940-01       Impact factor: 3.857

4.  Crystallographic evidence that the dinuclear copper center of tyrosinase is flexible during catalysis.

Authors:  Yasuyuki Matoba; Takanori Kumagai; Aiko Yamamoto; Hironari Yoshitsu; Masanori Sugiyama
Journal:  J Biol Chem       Date:  2006-01-25       Impact factor: 5.157

5.  Hydroxylation of phenolic compounds by a peroxodicopper(II) complex: further insight into the mechanism of tyrosinase.

Authors:  Sara Palavicini; Alessandro Granata; Enrico Monzani; Luigi Casella
Journal:  J Am Chem Soc       Date:  2005-12-28       Impact factor: 15.419

6.  Hydroxylation of p-substituted phenols by tyrosinase: further insight into the mechanism of tyrosinase activity.

Authors:  Jose Luis Muñoz-Muñoz; Jose Berna; María del Mar García-Molina; Francisco Garcia-Molina; Pedro Antonio Garcia-Ruiz; Ramon Varon; Jose N Rodriguez-Lopez; Francisco Garcia-Canovas
Journal:  Biochem Biophys Res Commun       Date:  2012-06-22       Impact factor: 3.575

7.  Self-assembly of the oxy-tyrosinase core and the fundamental components of phenolic hydroxylation.

Authors:  Cooper Citek; Christopher T Lyons; Erik C Wasinger; T Daniel P Stack
Journal:  Nat Chem       Date:  2012-03-04       Impact factor: 24.427

8.  Kinetic evaluation of phenolase activity of tyrosinase using simplified catalytic reaction system.

Authors:  Shin-ichi Yamazaki; Shinobu Itoh
Journal:  J Am Chem Soc       Date:  2003-10-29       Impact factor: 15.419

9.  Phenolate hydroxylation in a bis(mu-oxo)dicopper(III) complex: lessons from the guanidine/amine series.

Authors:  Sonja Herres-Pawlis; Pratik Verma; Roxana Haase; Peng Kang; Christopher T Lyons; Erik C Wasinger; Ulrich Flörke; Gerald Henkel; T Daniel P Stack
Journal:  J Am Chem Soc       Date:  2009-01-28       Impact factor: 15.419

10.  Catechols from abietic acid synthesis and evaluation as bioactive compounds.

Authors:  B Gigante; C Santos; A M Silva; M J M Curto; M S J Nascimento; E Pinto; M Pedro; F Cerqueira; M M Pinto; M P Duarte; A Laires; J Rueff; J Gonçalves; M I Pegado; M L Valdeira
Journal:  Bioorg Med Chem       Date:  2003-04-17       Impact factor: 3.641
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  13 in total

1.  X-ray-Based Techniques to Study the Nano-Bio Interface.

Authors:  Carlos Sanchez-Cano; Ramon A Alvarez-Puebla; John M Abendroth; Tobias Beck; Robert Blick; Yuan Cao; Frank Caruso; Indranath Chakraborty; Henry N Chapman; Chunying Chen; Bruce E Cohen; Andre L C Conceição; David P Cormode; Daxiang Cui; Kenneth A Dawson; Gerald Falkenberg; Chunhai Fan; Neus Feliu; Mingyuan Gao; Elisabetta Gargioni; Claus-C Glüer; Florian Grüner; Moustapha Hassan; Yong Hu; Yalan Huang; Samuel Huber; Nils Huse; Yanan Kang; Ali Khademhosseini; Thomas F Keller; Christian Körnig; Nicholas A Kotov; Dorota Koziej; Xing-Jie Liang; Beibei Liu; Sijin Liu; Yang Liu; Ziyao Liu; Luis M Liz-Marzán; Xiaowei Ma; Andres Machicote; Wolfgang Maison; Adrian P Mancuso; Saad Megahed; Bert Nickel; Ferdinand Otto; Cristina Palencia; Sakura Pascarelli; Arwen Pearson; Oula Peñate-Medina; Bing Qi; Joachim Rädler; Joseph J Richardson; Axel Rosenhahn; Kai Rothkamm; Michael Rübhausen; Milan K Sanyal; Raymond E Schaak; Heinz-Peter Schlemmer; Marius Schmidt; Oliver Schmutzler; Theo Schotten; Florian Schulz; A K Sood; Kathryn M Spiers; Theresa Staufer; Dominik M Stemer; Andreas Stierle; Xing Sun; Gohar Tsakanova; Paul S Weiss; Horst Weller; Fabian Westermeier; Ming Xu; Huijie Yan; Yuan Zeng; Ying Zhao; Yuliang Zhao; Dingcheng Zhu; Ying Zhu; Wolfgang J Parak
Journal:  ACS Nano       Date:  2021-03-02       Impact factor: 15.881

Review 2.  Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Authors:  Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal:  Chem Rev       Date:  2019-01-30       Impact factor: 60.622

Review 3.  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

Review 4.  High-valent copper in biomimetic and biological oxidations.

Authors:  William Keown; J Brannon Gary; T Daniel P Stack
Journal:  J Biol Inorg Chem       Date:  2016-12-01       Impact factor: 3.358

5.  Formation of hybrid guanidine-stabilized bis(μ-oxo)dicopper cores in solution: Electronic and steric perturbations.

Authors:  Sonja Herres-Pawlis; Roxana Haase; Pratik Verma; Alexander Hoffmann; Peng Kang; T Daniel P Stack
Journal:  Eur J Inorg Chem       Date:  2015-10-22       Impact factor: 2.524

6.  Dearomatization of Electron-Deficient Phenols to ortho-Quinones: Bidentate Nitrogen-Ligated Iodine(V) Reagents.

Authors:  Xiao Xiao; Nathaniel S Greenwood; Sarah E Wengryniuk
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-20       Impact factor: 15.336

7.  Simplest Monodentate Imidazole Stabilization of the oxy-Tyrosinase Cu2 O2 Core: Phenolate Hydroxylation through a Cu(III) Intermediate.

Authors:  Linus Chiang; William Keown; Cooper Citek; Erik C Wasinger; T Daniel P Stack
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-21       Impact factor: 15.336

8.  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

9.  Acid/base triggered interconversion of μ-η2:η2-peroxido and bis(μ-oxido) dicopper intermediates capped by proton-responsive ligands.

Authors:  V E Goswami; A Walli; M Förster; S Dechert; S Demeshko; M C Holthausen; F Meyer
Journal:  Chem Sci       Date:  2017-02-17       Impact factor: 9.825

10.  A bio-inspired synthesis of oxindoles by catalytic aerobic dual C-H functionalization of phenols.

Authors:  Zheng Huang; Mohammad S Askari; Kenneth Virgel N Esguerra; Tian-Yang Dai; Ohhyeon Kwon; Xavier Ottenwaelder; Jean-Philip Lumb
Journal:  Chem Sci       Date:  2015-10-06       Impact factor: 9.825
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