Literature DB >> 20637316

Stabilization and spectroscopic characterization of the dioxygen complex of wild-type cytochrome P4502B4 (CYP2B4) and its distal side E301Q, T302A and proximal side F429H mutants at subzero temperatures.

Roshan Perera1, Masanori Sono, Ryan Kinloch, Haoming Zhang, Michael Tarasev, Sang-Choul Im, Lucy Waskell, John H Dawson.   

Abstract

Mammalian cytochrome P450 2B4 (CYP2B4) is a phenobarbital-inducible rabbit hepatic monooxygenase that catalyzes the N-demethylation of benzphetamine and metabolism of numerous other compounds. To probe the interactions of the heme environment and bound benzphetamine with the dioxygen (O₂) complex of CYP2B4, homogeneous O₂ complexes of the wild-type enzyme and three mutants at sites of conserved amino acids, two on the heme distal side (T302A and E301Q) and one on the proximal side (F429H), have been prepared and stabilized at ~-50°C in mixed solvents (60-70% v/v glycerol). We report that the magnetic circular dichroism and electronic absorption spectra of wild-type oxyferrous CYP2B4, in the presence and absence of substrate, are quite similar to those of the dioxygen complex of bacterial cytochrome P450-CAM (CYP101). However, the oxyferrous complexes of the T302A and E301Q CYP2B4 mutants have significantly perturbed electronic structure (~4 nm and ~3 nm red-shifted Soret features, respectively) compared to that of the wild-type oxyferrous complex. On the other hand, the heme proximal side mutant, CYP2B4 F429H, undergoes relatively facile conversion to a partially (~50%) denatured (P420) form upon reduction. The structural changes in the heme pocket environments of the CYP2B4 mutants that lead to the spectroscopic distinctions reported herein can be related to the differences in oxidation activities of wild-type CYP2B4 and its E301Q, T302A and F429H mutants.
Copyright © 2010 Elsevier B.V. All rights reserved.

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Year:  2010        PMID: 20637316      PMCID: PMC5027956          DOI: 10.1016/j.bbapap.2010.07.012

Source DB:  PubMed          Journal:  Biochim Biophys Acta        ISSN: 0006-3002


  35 in total

1.  Heme-Containing Oxygenases.

Authors:  Masanori Sono; Mark P. Roach; Eric D. Coulter; John H. Dawson
Journal:  Chem Rev       Date:  1996-11-07       Impact factor: 60.622

2.  THE CARBON MONOXIDE-BINDING PIGMENT OF LIVER MICROSOMES. I. EVIDENCE FOR ITS HEMOPROTEIN NATURE.

Authors:  T OMURA; R SATO
Journal:  J Biol Chem       Date:  1964-07       Impact factor: 5.157

3.  Crystallographic study on the dioxygen complex of wild-type and mutant cytochrome P450cam. Implications for the dioxygen activation mechanism.

Authors:  Shingo Nagano; Thomas L Poulos
Journal:  J Biol Chem       Date:  2005-06-30       Impact factor: 5.157

4.  A new spectral intermediate associated with cytochrome P-450 function in liver microsomes.

Authors:  R W Estabrook; A G Hildebrandt; J Baron; K J Netter; K Leibman
Journal:  Biochem Biophys Res Commun       Date:  1971-01-08       Impact factor: 3.575

5.  Roles of the proximal heme thiolate ligand in cytochrome p450(cam).

Authors:  K Auclair; P Moënne-Loccoz; P R Ortiz de Montellano
Journal:  J Am Chem Soc       Date:  2001-05-30       Impact factor: 15.419

6.  Substrate modulation of the properties and reactivity of the oxy-ferrous and hydroperoxo-ferric intermediates of cytochrome P450cam as shown by cryoreduction-EPR/ENDOR spectroscopy.

Authors:  Roman Davydov; Roshan Perera; Shengxi Jin; Tran-Chin Yang; Thomas A Bryson; Masanori Sono; John H Dawson; Brian M Hoffman
Journal:  J Am Chem Soc       Date:  2005-02-09       Impact factor: 15.419

7.  Uncoupling of the cytochrome P-450cam monooxygenase reaction by a single mutation, threonine-252 to alanine or valine: possible role of the hydroxy amino acid in oxygen activation.

Authors:  M Imai; H Shimada; Y Watanabe; Y Matsushima-Hibiya; R Makino; H Koga; T Horiuchi; Y Ishimura
Journal:  Proc Natl Acad Sci U S A       Date:  1989-10       Impact factor: 11.205

8.  Kinetic isotope effects implicate two electrophilic oxidants in cytochrome p450-catalyzed hydroxylations.

Authors:  Martin Newcomb; David Aebisher; Runnan Shen; R Esala P Chandrasena; Paul F Hollenberg; Minor J Coon
Journal:  J Am Chem Soc       Date:  2003-05-21       Impact factor: 15.419

9.  Properties of the oxygenated form of liver microsomal cytochrome P-450.

Authors:  D D Oprian; L D Gorsky; M J Coon
Journal:  J Biol Chem       Date:  1983-07-25       Impact factor: 5.157

10.  Preparation and properties of ferrous chloroperoxidase complexes with dioxygen, nitric oxide, and an alkyl isocyanide. Spectroscopic dissimilarities between the oxygenated forms of chloroperoxidase and cytochrome P-450.

Authors:  M Sono; K S Eble; J H Dawson; L P Hager
Journal:  J Biol Chem       Date:  1985-12-15       Impact factor: 5.157

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  5 in total

Review 1.  Spectroscopic studies of the cytochrome P450 reaction mechanisms.

Authors:  Piotr J Mak; Ilia G Denisov
Journal:  Biochim Biophys Acta Proteins Proteom       Date:  2017-06-28       Impact factor: 3.036

2.  Role of the Proximal Cysteine Hydrogen Bonding Interaction in Cytochrome P450 2B4 Studied by Cryoreduction, Electron Paramagnetic Resonance, and Electron-Nuclear Double Resonance Spectroscopy.

Authors:  Roman Davydov; Sangchoul Im; Muralidharan Shanmugam; William A Gunderson; Naw May Pearl; Brian M Hoffman; Lucy Waskell
Journal:  Biochemistry       Date:  2016-02-03       Impact factor: 3.162

3.  Molecular basis for the inability of an oxygen atom donor ligand to replace the natural sulfur donor heme axial ligand in cytochrome P450 catalysis. Spectroscopic characterization of the Cys436Ser CYP2B4 mutant.

Authors:  Roshan Perera; Masanori Sono; Heather L Voegtle; John H Dawson
Journal:  Arch Biochem Biophys       Date:  2010-12-11       Impact factor: 4.013

4.  A single-site mutation (F429H) converts the enzyme CYP 2B4 into a heme oxygenase: a QM/MM study.

Authors:  Dandamudi Usharani; Costantino Zazza; Wenzhen Lai; Mukesh Chourasia; Lucy Waskell; Sason Shaik
Journal:  J Am Chem Soc       Date:  2012-02-22       Impact factor: 15.419

5.  Structural and functional characterization of a cytochrome P450 2B4 F429H mutant with an axial thiolate-histidine hydrogen bond.

Authors:  Yuting Yang; Haoming Zhang; Dandamudi Usharani; Weishu Bu; Sangchoul Im; Michael Tarasev; Freeborn Rwere; Naw May Pearl; Jennifer Meagher; Cuthbert Sun; Jeanne Stuckey; Sason Shaik; Lucy Waskell
Journal:  Biochemistry       Date:  2014-07-31       Impact factor: 3.162

  5 in total

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