Literature DB >> 24500242

Peroxygenase reactions catalyzed by cytochromes P450.

Osami Shoji1, Yoshihito Watanabe.   

Abstract

Cytochromes P450 (P450s) catalyze monooxygenation of a wide range of less reactive organic molecules under mild conditions. By contrast with the general reductive oxygen activation pathway of P450s, an H2O2-shunt pathway does not require any supply of electrons and protons for the generation of a highly reactive intermediate (compound I). Because the low cost of H2O2 allows us to use it in industrial-scale synthesis, the H2O2-shunt pathway is an attractive process for monooxygenation reactions. This review focuses on the P450-catalyzed monooxygenation of organic molecules using H2O2 as the oxidant.

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Year:  2014        PMID: 24500242     DOI: 10.1007/s00775-014-1106-9

Source DB:  PubMed          Journal:  J Biol Inorg Chem        ISSN: 0949-8257            Impact factor:   3.358


  81 in total

1.  Laboratory evolution of peroxide-mediated cytochrome P450 hydroxylation.

Authors:  H Joo; Z Lin; F H Arnold
Journal:  Nature       Date:  1999-06-17       Impact factor: 49.962

2.  Cytochromes P450 as useful biocatalysts: addressing the limitations.

Authors:  Elaine O'Reilly; Valentin Köhler; Sabine L Flitsch; Nicholas J Turner
Journal:  Chem Commun (Camb)       Date:  2011-01-24       Impact factor: 6.222

3.  Highly selective hydroxylation of benzene to phenol by wild-type cytochrome P450BM3 assisted by decoy molecules.

Authors:  Osami Shoji; Tatsuya Kunimatsu; Norifumi Kawakami; Yoshihito Watanabe
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-06       Impact factor: 15.336

4.  High-resolution crystal structure of cytochrome P450cam.

Authors:  T L Poulos; B C Finzel; A J Howard
Journal:  J Mol Biol       Date:  1987-06-05       Impact factor: 5.469

5.  Hydrogen peroxide-supported oxidation of benzo [a]pyrene by rat liver microsomal fractions.

Authors:  R Renneberg; J Capdevila; N Chacos; R W Estabrook; R A Prough
Journal:  Biochem Pharmacol       Date:  1981-04-15       Impact factor: 5.858

Review 6.  Cytochromes P450: exploiting diversity and enabling application as biocatalysts.

Authors:  Gideon Grogan
Journal:  Curr Opin Chem Biol       Date:  2010-12-07       Impact factor: 8.822

7.  Peroxidase activity stabilization of cytochrome P450(BM3) by rational analysis of intramolecular electron transfer.

Authors:  Abraham Vidal-Limón; Sergio Águila; Marcela Ayala; Cesar V Batista; Rafael Vazquez-Duhalt
Journal:  J Inorg Biochem       Date:  2013-01-26       Impact factor: 4.155

8.  Regioselectivity of hydroxylation of prostaglandins by liver microsomes supported by NADPH versus H2O2 in methylcholanthrene-treated and control rats: formation of novel prostaglandin metabolites.

Authors:  K A Holm; R J Engell; D Kupfer
Journal:  Arch Biochem Biophys       Date:  1985-03       Impact factor: 4.013

9.  Reactivities of oxo and peroxo intermediates studied by hemoprotein mutants.

Authors:  Yoshihito Watanabe; Hiroshi Nakajima; Takafumi Ueno
Journal:  Acc Chem Res       Date:  2007-06-14       Impact factor: 22.384

Review 10.  Peroxide-utilizing biocatalysts: structural and functional diversity of heme-containing enzymes.

Authors:  Isamu Matsunaga; Yoshitsugu Shiro
Journal:  Curr Opin Chem Biol       Date:  2004-04       Impact factor: 8.822

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  21 in total

Review 1.  Design of artificial metalloproteins/metalloenzymes by tuning noncovalent interactions.

Authors:  Shun Hirota; Ying-Wu Lin
Journal:  J Biol Inorg Chem       Date:  2017-12-07       Impact factor: 3.358

Review 2.  Engineering cytochrome P450 enzyme systems for biomedical and biotechnological applications.

Authors:  Zhong Li; Yuanyuan Jiang; F Peter Guengerich; Li Ma; Shengying Li; Wei Zhang
Journal:  J Biol Chem       Date:  2019-12-06       Impact factor: 5.157

Review 3.  Keeping the spotlight on cytochrome P450.

Authors:  Hadil Shalan; Mallory Kato; Lionel Cheruzel
Journal:  Biochim Biophys Acta Proteins Proteom       Date:  2017-06-06       Impact factor: 3.036

Review 4.  Oxygen Activation and Radical Transformations in Heme Proteins and Metalloporphyrins.

Authors:  Xiongyi Huang; John T Groves
Journal:  Chem Rev       Date:  2017-12-29       Impact factor: 60.622

5.  Novel insights into oxidation of fatty acids and fatty alcohols by cytochrome P450 monooxygenase CYP4B1.

Authors:  Florian A Thesseling; Michael C Hutter; Constanze Wiek; John P Kowalski; Allan E Rettie; Marco Girhard
Journal:  Arch Biochem Biophys       Date:  2019-12-01       Impact factor: 4.013

6.  Sulfenylation of Human Liver and Kidney Microsomal Cytochromes P450 and Other Drug-Metabolizing Enzymes as a Response to Redox Alteration.

Authors:  Matthew E Albertolle; Thanh T N Phan; Ambra Pozzi; F Peter Guengerich
Journal:  Mol Cell Proteomics       Date:  2018-01-26       Impact factor: 5.911

7.  Development of an improved Amplex Red peroxidation activity assay for screening cytochrome P450 variants and identification of a novel mutant of the thermophilic CYP119.

Authors:  M Semih Başlar; Tuğçe Sakallı; Gülce Güralp; Ekin Kestevur Doğru; Emre Haklı; Nur Basak Surmeli
Journal:  J Biol Inorg Chem       Date:  2020-09-13       Impact factor: 3.358

Review 8.  Ru(II)-diimine complexes and cytochrome P450 working hand-in-hand.

Authors:  Celine Eidenschenk; Lionel Cheruzel
Journal:  J Inorg Biochem       Date:  2020-09-12       Impact factor: 4.155

Review 9.  Biocatalytic portfolio of Basidiomycota.

Authors:  Claudia Schmidt-Dannert
Journal:  Curr Opin Chem Biol       Date:  2016-01-23       Impact factor: 8.822

Review 10.  Enzymatic oxidative biodegradation of nanoparticles: Mechanisms, significance and applications.

Authors:  Irina I Vlasova; Alexandr A Kapralov; Zachary P Michael; Seth C Burkert; Michael R Shurin; Alexander Star; Anna A Shvedova; Valerian E Kagan
Journal:  Toxicol Appl Pharmacol       Date:  2016-01-06       Impact factor: 4.219

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