Literature DB >> 21517091

Characterization of a high-spin non-heme Fe(III)-OOH intermediate and its quantitative conversion to an Fe(IV)═O complex.

Feifei Li1, Katlyn K Meier, Matthew A Cranswick, Mrinmoy Chakrabarti, Katherine M Van Heuvelen, Eckard Münck, Lawrence Que.   

Abstract

We have generated a high-spin Fe(III)-OOH complex supported by tetramethylcyclam via protonation of its conjugate base and characterized it in detail using various spectroscopic methods. This Fe(III)-OOH species can be converted quantitatively to an Fe(IV)═O complex via O-O bond cleavage; this is the first example of such a conversion. This conversion is promoted by two factors: the strong Fe(III)-OOH bond, which inhibits Fe-O bond lysis, and the addition of protons, which facilitates O-O bond cleavage. This example provides a synthetic precedent for how O-O bond cleavage of high-spin Fe(III)-peroxo intermediates of non-heme iron enzymes may be promoted.
© 2011 American Chemical Society

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Year:  2011        PMID: 21517091      PMCID: PMC3097042          DOI: 10.1021/ja111742z

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


  36 in total

Review 1.  Finding intermediates in the O2 activation pathways of non-heme iron oxygenases.

Authors:  E G Kovaleva; M B Neibergall; S Chakrabarty; J D Lipscomb
Journal:  Acc Chem Res       Date:  2007-06-14       Impact factor: 22.384

2.  Olefin cis-dihydroxylation versus epoxidation by non-heme iron catalysts: two faces of an Fe(III)-OOH coin.

Authors:  Kui Chen; Miquel Costas; Jinheung Kim; Adrianne K Tipton; Lawrence Que
Journal:  J Am Chem Soc       Date:  2002-03-27       Impact factor: 15.419

3.  Thirty years of microbial P450 monooxygenase research: peroxo-heme intermediates--the central bus station in heme oxygenase catalysis.

Authors:  Stephen G Sligar; Thomas M Makris; Ilia G Denisov
Journal:  Biochem Biophys Res Commun       Date:  2005-08-24       Impact factor: 3.575

4.  Chemical and spectroscopic evidence for an FeV-oxo complex.

Authors:  Filipe Tiago de Oliveira; Arani Chanda; Deboshri Banerjee; Xiaopeng Shan; Sujit Mondal; Lawrence Que; Emile L Bominaar; Eckard Münck; Terrence J Collins
Journal:  Science       Date:  2006-12-21       Impact factor: 47.728

5.  Synthetic models for the cysteinate-ligated non-heme iron enzyme superoxide reductase: observation and structural characterization by XAS of an Fe(III)-OOH intermediate.

Authors:  Jason Shearer; Robert C Scarrow; Julie A Kovacs
Journal:  J Am Chem Soc       Date:  2002-10-02       Impact factor: 15.419

6.  Active site threonine facilitates proton transfer during dioxygen activation at the diiron center of toluene/o-xylene monooxygenase hydroxylase.

Authors:  Woon Ju Song; Michael S McCormick; Rachel K Behan; Matthew H Sazinsky; Wei Jiang; Jeffery Lin; Carsten Krebs; Stephen J Lippard
Journal:  J Am Chem Soc       Date:  2010-10-06       Impact factor: 15.419

7.  Near-stoichiometric conversion of H(2)O(2) to Fe(IV)=O at a nonheme iron(II) center. Insights into the O-O bond cleavage step.

Authors:  Feifei Li; Jason England; Lawrence Que
Journal:  J Am Chem Soc       Date:  2010-02-24       Impact factor: 15.419

8.  Revisiting the mechanism of dioxygen activation in soluble methane monooxygenase from M. capsulatus (Bath): evidence for a multi-step, proton-dependent reaction pathway.

Authors:  Christine E Tinberg; Stephen J Lippard
Journal:  Biochemistry       Date:  2009-12-29       Impact factor: 3.162

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

10.  Dioxygen activation by mononuclear nonheme iron(II) complexes generates iron-oxygen intermediates in the presence of an NADH analogue and proton.

Authors:  Seungwoo Hong; Yong-Min Lee; Woonsup Shin; Shunichi Fukuzumi; Wonwoo Nam
Journal:  J Am Chem Soc       Date:  2009-10-07       Impact factor: 15.419

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  24 in total

1.  Sc3+-triggered oxoiron(IV) formation from O2 and its non-heme iron(II) precursor via a Sc3+-peroxo-Fe3+ intermediate.

Authors:  Feifei Li; Katherine M Van Heuvelen; Katlyn K Meier; Eckard Münck; Lawrence Que
Journal:  J Am Chem Soc       Date:  2013-07-02       Impact factor: 15.419

2.  An unusual peroxo intermediate of the arylamine oxygenase of the chloramphenicol biosynthetic pathway.

Authors:  Thomas M Makris; Van V Vu; Katlyn K Meier; Anna J Komor; Brent S Rivard; Eckard Münck; Lawrence Que; John D Lipscomb
Journal:  J Am Chem Soc       Date:  2015-01-21       Impact factor: 15.419

3.  Cross-linking of dicyclotyrosine by the cytochrome P450 enzyme CYP121 from Mycobacterium tuberculosis proceeds through a catalytic shunt pathway.

Authors:  Kednerlin Dornevil; Ian Davis; Andrew J Fielding; James R Terrell; Li Ma; Aimin Liu
Journal:  J Biol Chem       Date:  2017-06-30       Impact factor: 5.157

Review 4.  Dioxygen activation by nonheme iron enzymes with the 2-His-1-carboxylate facial triad that generate high-valent oxoiron oxidants.

Authors:  Subhasree Kal; Lawrence Que
Journal:  J Biol Inorg Chem       Date:  2017-01-10       Impact factor: 3.358

5.  Sc3+-Promoted O-O Bond Cleavage of a (μ-1,2-Peroxo)diiron(III) Species Formed from an Iron(II) Precursor and O2 to Generate a Complex with an FeIV2(μ-O)2 Core.

Authors:  Saikat Banerjee; Apparao Draksharapu; Patrick M Crossland; Ruixi Fan; Yisong Guo; Marcel Swart; Lawrence Que
Journal:  J Am Chem Soc       Date:  2020-02-19       Impact factor: 15.419

6.  Structure and reactivity of a mononuclear non-haem iron(III)-peroxo complex.

Authors:  Jaeheung Cho; Sujin Jeon; Samuel A Wilson; Lei V Liu; Eun A Kang; Joseph J Braymer; Mi Hee Lim; Britt Hedman; Keith O Hodgson; Joan Selverstone Valentine; Edward I Solomon; Wonwoo Nam
Journal:  Nature       Date:  2011-10-26       Impact factor: 49.962

7.  X-ray absorption near-edge spectroscopy in bioinorganic chemistry: Application to M-O2 systems.

Authors:  Ritimukta Sarangi
Journal:  Coord Chem Rev       Date:  2012-07-03       Impact factor: 22.315

8.  Intermediate P* from soluble methane monooxygenase contains a diferrous cluster.

Authors:  Rahul Banerjee; Katlyn K Meier; Eckard Münck; John D Lipscomb
Journal:  Biochemistry       Date:  2013-06-13       Impact factor: 3.162

9.  Coordination chemistry and reactivity of a cupric hydroperoxide species featuring a proximal H-bonding substituent.

Authors:  Sunghee Kim; Claudio Saracini; Maxime A Siegler; Natalia Drichko; Kenneth D Karlin
Journal:  Inorg Chem       Date:  2012-11-15       Impact factor: 5.165

10.  Characterization of a thiolato iron(III) Peroxy dianion complex.

Authors:  Aidan R McDonald; Katherine M Van Heuvelen; Yisong Guo; Feifei Li; Emile L Bominaar; Eckard Münck; Lawrence Que
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

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