Literature DB >> 14570470

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

Shin-ichi Yamazaki1, Shinobu Itoh.   

Abstract

A very simple tyrosinase reaction system has been developed using borate anion as a trapping agent of catechols and hydroxylamine as an external reductant to evaluate the phenolase activity without the interference of catecholase activity. Reactivities of variously para-substituted phenols in this system were compared directly to those of the phenols in the model reactions, demonstrating that the enzymatic oxygenation reaction of phenols proceeds via the same mechanism as the model reaction, that is, electrophilic aromatic substitution mechanism.

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Year:  2003        PMID: 14570470     DOI: 10.1021/ja036425d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  13 in total

Review 1.  Activation of dioxygen by copper metalloproteins and insights from model complexes.

Authors:  David A Quist; Daniel E Diaz; Jeffrey J Liu; Kenneth D Karlin
Journal:  J Biol Inorg Chem       Date:  2016-12-05       Impact factor: 3.358

2.  Activation mechanism of melB tyrosinase from Aspergillus oryzae by acidic treatment.

Authors:  Nobutaka Fujieda; Michiaki Murata; Shintaro Yabuta; Takuya Ikeda; Chizu Shimokawa; Yukihiro Nakamura; Yoji Hata; Shinobu Itoh
Journal:  J Biol Inorg Chem       Date:  2012-10-10       Impact factor: 3.358

Review 3.  Copper active sites in biology.

Authors:  Edward I Solomon; David E Heppner; Esther M Johnston; Jake W Ginsbach; Jordi Cirera; Munzarin Qayyum; Matthew T Kieber-Emmons; Christian H Kjaergaard; Ryan G Hadt; Li Tian
Journal:  Chem Rev       Date:  2014-03-03       Impact factor: 60.622

4.  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

Review 5.  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

6.  Structure/function correlations among coupled binuclear copper proteins through spectroscopic and reactivity studies of NspF.

Authors:  Jake W Ginsbach; Matthew T Kieber-Emmons; Ryohei Nomoto; Akio Noguchi; Yasuo Ohnishi; Edward I Solomon
Journal:  Proc Natl Acad Sci U S A       Date:  2012-06-18       Impact factor: 11.205

7.  Elucidation of the tyrosinase/O2/monophenol ternary intermediate that dictates the monooxygenation mechanism in melanin biosynthesis.

Authors:  Ioannis Kipouros; Agnieszka Stańczak; Jake W Ginsbach; Prokopis C Andrikopoulos; Lubomír Rulíšek; Edward I Solomon
Journal:  Proc Natl Acad Sci U S A       Date:  2022-08-08       Impact factor: 12.779

Review 8.  Oxidant types in copper-dioxygen chemistry: the ligand coordination defines the Cu(n)-O2 structure and subsequent reactivity.

Authors:  Lanying Q Hatcher; Kenneth D Karlin
Journal:  J Biol Inorg Chem       Date:  2004-08-10       Impact factor: 3.358

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

Authors:  Alexander Hoffmann; Cooper Citek; Stephan Binder; Arne Goos; Michael Rübhausen; Oliver Troeppner; Ivana Ivanović-Burmazović; Erik C Wasinger; T Daniel P Stack; Sonja Herres-Pawlis
Journal:  Angew Chem Int Ed Engl       Date:  2013-04-22       Impact factor: 15.336

10.  Complete σ* intramolecular aromatic hydroxylation mechanism through O2 activation by a Schiff base macrocyclic dicopper(I) complex.

Authors:  Albert Poater; Miquel Solà
Journal:  Beilstein J Org Chem       Date:  2013-03-20       Impact factor: 2.883

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