Homolytic cleavage of both heme-bound hydrogen peroxide and hydrogen sulfide leads to the formation of sulfheme
Abstract
Many heme-containing proteins with a histidine in the distal E7 (HisE7) position can form sulfheme in the presence of hydrogen sulfide (H2S) and a reactive oxygen species such as hydrogen peroxide. For reasons unknown, sulfheme derivatives are formed specifically on solvent-excluded heme pyrrole B. Sulfhemes severely decrease the oxygen-binding affinity in hemoglobin (Hb) and myoglobin (Mb). Here, use of hybrid quantum mechanical/molecular mechanical methods has permitted characterization of the entire process of sulfheme formation in the HisE7 mutant of hemoglobin I (HbI) from Lucina pectinata. This process includes a mechanism for H2S to enter the solvent-excluded active site through a hydrophobic channel to ultimately form a hydrogen bond with H2O2 bound to Fe(III). Proton transfer from H2O2 to His64 to form compound (Cpd) 0, followed by hydrogen transfer from H2S to the Fe(III) H2O2 complex, results in homolytic cleavage of the O–O and S–H bonds to form a reactive thiyl radical (HS*), ferryl heme Cpd II, and a water molecule. Subsequently, the addition of HS to Cpd II, followed by three proton transfer reactions, results in the formation of a three-membered ring ferric sulfheme that avoids migration of the radical to the protein matrix, in contrast to that in othermore »
- Authors:
-
- Univ. of Puerto Rico, Mayaguez (Puerto Rico)
- Univ. of Buffalo, Buffalo, NY (United States)
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Univ. of Tennessee, Knoxville, TN (United States)
- Univ. of Tennessee, Knoxville, TN (United States)
- Publication Date:
- Research Org.:
- Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1327756
- Grant/Contract Number:
- AC05-00OR22725
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry
- Additional Journal Information:
- Journal Volume: 120; Journal Issue: 30; Journal ID: ISSN 1520-6106
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Arbelo-Lopez, Hector D., Simakov, Nikolay A., Smith, Jeremy C., Lopez-Garriga, Juan, and Wymore, Troy. Homolytic cleavage of both heme-bound hydrogen peroxide and hydrogen sulfide leads to the formation of sulfheme. United States: N. p., 2016.
Web. doi:10.1021/acs.jpcb.6b02839.
Arbelo-Lopez, Hector D., Simakov, Nikolay A., Smith, Jeremy C., Lopez-Garriga, Juan, & Wymore, Troy. Homolytic cleavage of both heme-bound hydrogen peroxide and hydrogen sulfide leads to the formation of sulfheme. United States. https://doi.org/10.1021/acs.jpcb.6b02839
Arbelo-Lopez, Hector D., Simakov, Nikolay A., Smith, Jeremy C., Lopez-Garriga, Juan, and Wymore, Troy. Wed .
"Homolytic cleavage of both heme-bound hydrogen peroxide and hydrogen sulfide leads to the formation of sulfheme". United States. https://doi.org/10.1021/acs.jpcb.6b02839. https://www.osti.gov/servlets/purl/1327756.
@article{osti_1327756,
title = {Homolytic cleavage of both heme-bound hydrogen peroxide and hydrogen sulfide leads to the formation of sulfheme},
author = {Arbelo-Lopez, Hector D. and Simakov, Nikolay A. and Smith, Jeremy C. and Lopez-Garriga, Juan and Wymore, Troy},
abstractNote = {Many heme-containing proteins with a histidine in the distal E7 (HisE7) position can form sulfheme in the presence of hydrogen sulfide (H2S) and a reactive oxygen species such as hydrogen peroxide. For reasons unknown, sulfheme derivatives are formed specifically on solvent-excluded heme pyrrole B. Sulfhemes severely decrease the oxygen-binding affinity in hemoglobin (Hb) and myoglobin (Mb). Here, use of hybrid quantum mechanical/molecular mechanical methods has permitted characterization of the entire process of sulfheme formation in the HisE7 mutant of hemoglobin I (HbI) from Lucina pectinata. This process includes a mechanism for H2S to enter the solvent-excluded active site through a hydrophobic channel to ultimately form a hydrogen bond with H2O2 bound to Fe(III). Proton transfer from H2O2 to His64 to form compound (Cpd) 0, followed by hydrogen transfer from H2S to the Fe(III) H2O2 complex, results in homolytic cleavage of the O–O and S–H bonds to form a reactive thiyl radical (HS*), ferryl heme Cpd II, and a water molecule. Subsequently, the addition of HS to Cpd II, followed by three proton transfer reactions, results in the formation of a three-membered ring ferric sulfheme that avoids migration of the radical to the protein matrix, in contrast to that in other peroxidative reactions. The transformation of this three-membered episulfide ring structure to the five-membered thiochlorin ring structure occurs through a significant potential energy barrier, although both structures are nearly isoenergetic. Both three- and five-membered ring structures reveal longer NB–Fe(III) bonds compared with other pyrrole nitrogen–Fe(III) bonds, which would lead to decreased oxygen binding. Altogether, these results are in agreement with a wide range of experimental data and provide fertile ground for further investigations of sulfheme formation in other heme proteins and additional effects of H2S on cell signaling and reactivity.},
doi = {10.1021/acs.jpcb.6b02839},
journal = {Journal of Physical Chemistry. B, Condensed Matter, Materials, Surfaces, Interfaces and Biophysical Chemistry},
number = 30,
volume = 120,
place = {United States},
year = {Wed Jun 29 00:00:00 EDT 2016},
month = {Wed Jun 29 00:00:00 EDT 2016}
}
Web of Science
Works referenced in this record:
Effective Intermolecular Potential for Fluid Hydrogen Sulfide
journal, July 1997
- Kristóf, Tamás; Liszi, János
- The Journal of Physical Chemistry B, Vol. 101, Issue 28
Hydrogen Sulfide and Hemeproteins: Knowledge and Mysteries
journal, July 2011
- Pietri, Ruth; Román-Morales, Elddie; López-Garriga, Juan
- Antioxidants & Redox Signaling, Vol. 15, Issue 2
Correlation consistent valence basis sets for use with the Stuttgart–Dresden–Bonn relativistic effective core potentials: The atoms Ga–Kr and In–Xe
journal, February 2001
- Martin, Jan M. L.; Sundermann, Andreas
- The Journal of Chemical Physics, Vol. 114, Issue 8
Determination of Ligand Pathways in Globins
journal, September 2012
- Salter, Mallory D.; Blouin, George C.; Soman, Jayashree
- Journal of Biological Chemistry, Vol. 287, Issue 40
Structures of the high-valent metal-ion haem–oxygen intermediates in peroxidases, oxygenases and catalases
journal, April 2006
- Hersleth, Hans-Petter; Ryde, Ulf; Rydberg, Patrik
- Journal of Inorganic Biochemistry, Vol. 100, Issue 4
Coupling of the Distal Hydrogen Bond Network to the Exogenous Ligand in Substrate-Bound, Resting State Human Heme Oxygenase
journal, November 2009
- Peng, Dungeng; Ogura, Hiroshi; Zhu, Wenfeng
- Biochemistry, Vol. 48, Issue 47
PLP-dependent H2S biogenesis
journal, November 2011
- Singh, Sangita; Banerjee, Ruma
- Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics, Vol. 1814, Issue 11
The formation and properties of sulphmyoglobin and sulphcatalase
journal, November 1961
- Nicholls, P.
- Biochemical Journal, Vol. 81, Issue 2
The ORCA program system: The ORCA program system
journal, June 2011
- Neese, Frank
- Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 2, Issue 1
The Effect of a Water Molecule on the Mechanism of Formation of Compound 0 in Horseradish Peroxidase
journal, May 2007
- Derat, Etienne; Shaik, Sason; Rovira, Carme
- Journal of the American Chemical Society, Vol. 129, Issue 20
Hydrolysis of DFP and the Nerve Agent ( S )-Sarin by DFPase Proceeds along Two Different Reaction Pathways: Implications for Engineering Bioscavengers
journal, April 2014
- Wymore, Troy; Field, Martin J.; Langan, Paul
- The Journal of Physical Chemistry B, Vol. 118, Issue 17
Numerical integration of the cartesian equations of motion of a system with constraints: molecular dynamics of n-alkanes
journal, March 1977
- Ryckaert, Jean-Paul; Ciccotti, Giovanni; Berendsen, Herman J. C.
- Journal of Computational Physics, Vol. 23, Issue 3
A Proton-Shuttle Reaction Mechanism for Histone Deacetylase 8 and the Catalytic Role of Metal Ions
journal, July 2010
- Wu, Ruibo; Wang, Shenglong; Zhou, Nengjie
- Journal of the American Chemical Society, Vol. 132, Issue 27
Multiple forms of sulfmyoglobin as detected by 1H nuclear magnetic resonance spectroscopy
journal, February 1986
- Chatfield, Mariann J.; La Mar, Gerd N.; Balch, Alan L.
- Biochemical and Biophysical Research Communications, Vol. 135, Issue 1
Auxiliary basis sets to approximate Coulomb potentials
journal, June 1995
- Eichkorn, Karin; Treutler, Oliver; Öhm, Holger
- Chemical Physics Letters, Vol. 240, Issue 4
On the Role of Water in Peroxidase Catalysis: A Theoretical Investigation of HRP Compound I Formation
journal, April 2010
- Vidossich, Pietro; Fiorin, Giacomo; Alfonso-Prieto, Mercedes
- The Journal of Physical Chemistry B, Vol. 114, Issue 15
Complex landscape of protein structural dynamics unveiled by nanosecond Laue crystallography
journal, July 2003
- Bourgeois, D.; Vallone, B.; Schotte, F.
- Proceedings of the National Academy of Sciences, Vol. 100, Issue 15
Identification of the altered pyrrole in the isomeric sulfmyoglobins: hyperfine shift patterns as indicators of ring saturation in ferric chlorins
journal, March 1988
- Chatfield, Mariann J.; La Mar, Gerd N.; Smith, Kevin M.
- Biochemistry, Vol. 27, Issue 5
Biology and therapeutic potential of hydrogen sulfide and hydrogen sulfide-releasing chimeras
journal, March 2013
- Kashfi, Khosrow; Olson, Kenneth R.
- Biochemical Pharmacology, Vol. 85, Issue 5
Comparison of simple potential functions for simulating liquid water
journal, July 1983
- Jorgensen, William L.; Chandrasekhar, Jayaraman; Madura, Jeffry D.
- The Journal of Chemical Physics, Vol. 79, Issue 2
The pDynamo Program for Molecular Simulations using Hybrid Quantum Chemical and Molecular Mechanical Potentials
journal, June 2008
- Field, Martin J.
- Journal of Chemical Theory and Computation, Vol. 4, Issue 7
Energy‐adjusted a b i n i t i o pseudopotentials for the first row transition elements
journal, January 1987
- Dolg, M.; Wedig, U.; Stoll, H.
- The Journal of Chemical Physics, Vol. 86, Issue 2
Proton NMR characterization of isomeric sulfmyoglobins: preparation, interconversion, reactivity patterns, and structural features
journal, November 1987
- Chatfield, Mariann J.; La Mar, Gerd N.; Kauten, Robert J.
- Biochemistry, Vol. 26, Issue 22
Hydrogen Sulfide Is a Signaling Molecule and a Cytoprotectant
journal, July 2012
- Kimura, Hideo; Shibuya, Norihiro; Kimura, Yuka
- Antioxidants & Redox Signaling, Vol. 17, Issue 1
Atomic level computational identification of ligand migration pathways between solvent and binding site in myoglobin
journal, July 2008
- Ruscio, J. Z.; Kumar, D.; Shukla, M.
- Proceedings of the National Academy of Sciences, Vol. 105, Issue 27
Autocatalytic Radical Reactions in Physiological Prosthetic Heme Modification
journal, June 2003
- Colas, Christophe; Ortiz de Montellano, Paul R.
- Chemical Reviews, Vol. 103, Issue 6
Auxiliary basis sets for main row atoms and transition metals and their use to approximate Coulomb potentials
journal, October 1997
- Eichkorn, Karin; Weigend, Florian; Treutler, Oliver
- Theoretical Chemistry Accounts: Theory, Computation, and Modeling (Theoretica Chimica Acta), Vol. 97, Issue 1-4
Identification of the altered pyrrole in sulfmyoglobin and an extractable sulfhemin: participation of the 4-vinyl group in the saturation of the pyrrole in one form of sulfmyoglobin
journal, October 1986
- Chatfield, Mariann J.; La Mar, Gerd N.; Lecomte, Juliette T. J.
- Journal of the American Chemical Society, Vol. 108, Issue 22
Identification of sulfhemoglobinemia after surgical polypectomy
journal, January 2007
- Harangi, Mariann; Mátyus, János; Nagy, Erzsébet
- Clinical Toxicology, Vol. 45, Issue 2
CHARMM: The biomolecular simulation program
journal, July 2009
- Brooks, B. R.; Brooks, C. L.; Mackerell, A. D.
- Journal of Computational Chemistry, Vol. 30, Issue 10
Classical force field parameters for the heme prosthetic group of cytochrome c
journal, October 2004
- Autenrieth, Felix; Tajkhorshid, Emad; Baudry, Jerome
- Journal of Computational Chemistry, Vol. 25, Issue 13
Fully optimized contracted Gaussian basis sets for atoms Li to Kr
journal, August 1992
- Schäfer, Ansgar; Horn, Hans; Ahlrichs, Reinhart
- The Journal of Chemical Physics, Vol. 97, Issue 4
Sulfmyoglobin derived from deuterohemin reconstituted protein. 1. Structure of the initial complex based on the mechanism of formation of subsequent reaction products
journal, July 1993
- Scharberg, Maureen A.; La Mar, Gerd N.
- Journal of the American Chemical Society, Vol. 115, Issue 15
Sulfmyoglobin derived from deuterohemin reconstituted protein. 2. Molecular and electronic structure determination of two extracted prosthetic groups
journal, July 1993
- Scharberg, Maureen A.; La Mar, Gerd N.
- Journal of the American Chemical Society, Vol. 115, Issue 15
Electron paramagnetic resonance analyses of horseradish peroxidase in situ and after purification
journal, July 1979
- Maltempo, M. M.; Ohlsson, P. I.; Paul, K. G.
- Biochemistry, Vol. 18, Issue 14
Emerging role of hydrogen sulfide in health and disease: critical appraisal of biomarkers and pharmacological tools
journal, August 2011
- Whiteman, Matthew; Le Trionnaire, Sophie; Chopra, Mohit
- Clinical Science, Vol. 121, Issue 11
Empirical force fields for biological macromolecules: Overview and issues
journal, January 2004
- Mackerell, Alexander D.
- Journal of Computational Chemistry, Vol. 25, Issue 13
Reduction of Ferrylmyoglobin by Hydrogen Sulfide. Kinetics in Relation to Meat Greening
journal, March 2013
- Libardi, Silvia H.; Pindstrup, Helene; Cardoso, Daniel R.
- Journal of Agricultural and Food Chemistry, Vol. 61, Issue 11
Improved Treatment of the Protein Backbone in Empirical Force Fields
journal, January 2004
- MacKerell, Alexander D.; Feig, Michael; Brooks, Charles L.
- Journal of the American Chemical Society, Vol. 126, Issue 3
Structure of a stable form of sulfheme
journal, December 1986
- Bondoc, Laureano L.; Chau, Mei Hing; Price, Mary Ann
- Biochemistry, Vol. 25, Issue 26
Hydrogen sulfide activation in hemeproteins: The sulfheme scenario
journal, April 2014
- Ríos-González, Bessie B.; Román-Morales, Elddie M.; Pietri, Ruth
- Journal of Inorganic Biochemistry, Vol. 133
Density Functional Theory Calculations of the Lowest Energy Quintet and Triplet States of Model Hemes: Role of Functional, Basis Set, and Zero-Point Energy Corrections
journal, March 2008
- Khvostichenko, Daria; Choi, Andrew; Boulatov, Roman
- The Journal of Physical Chemistry A, Vol. 112, Issue 16
Density‐functional thermochemistry. III. The role of exact exchange
journal, April 1993
- Becke, Axel D.
- The Journal of Chemical Physics, Vol. 98, Issue 7, p. 5648-5652
Hydrogen sulphide and its therapeutic potential
journal, November 2007
- Szabó, Csaba
- Nature Reviews Drug Discovery, Vol. 6, Issue 11
Catalytic Mechanism of RNA Backbone Cleavage by Ribonuclease H from Quantum Mechanics/Molecular Mechanics Simulations
journal, June 2011
- Rosta, Edina; Nowotny, Marcin; Yang, Wei
- Journal of the American Chemical Society, Vol. 133, Issue 23
The therapeutic potential of hydrogen sulfide: separating hype from hope
journal, August 2011
- Olson, Kenneth R.
- American Journal of Physiology-Regulatory, Integrative and Comparative Physiology, Vol. 301, Issue 2
Particle mesh Ewald: An N ⋅log( N ) method for Ewald sums in large systems
journal, June 1993
- Darden, Tom; York, Darrin; Pedersen, Lee
- The Journal of Chemical Physics, Vol. 98, Issue 12
QM/MM methods: Looking inside heme proteins biochemisty
journal, June 2010
- Guallar, Victor; Wallrapp, Frank H.
- Biophysical Chemistry, Vol. 149, Issue 1-2
Deconstruction of Activity-Dependent Covalent Modification of Heme in Human Neutrophil Myeloperoxidase by Multistage Mass Spectrometry (MS 4 )
journal, February 2012
- Geoghegan, Kieran F.; Varghese, Alison H.; Feng, Xidong
- Biochemistry, Vol. 51, Issue 10
Structural determinants for the formation of sulfhemeprotein complexes
journal, October 2010
- Román-Morales, Elddie; Pietri, Ruth; Ramos-Santana, Brenda
- Biochemical and Biophysical Research Communications, Vol. 400, Issue 4
Quantum Chemical Studies of Mechanisms for Metalloenzymes
journal, January 2014
- Blomberg, Margareta R. A.; Borowski, Tomasz; Himo, Fahmi
- Chemical Reviews, Vol. 114, Issue 7
Proton NMR study of the influence of heme vinyl groups on the formation of the isomeric forms of sulfmyoglobin
journal, October 1986
- Chatfield, Mariann J.; La Mar, Gerd N.; Balch, Alan. L.
- FEBS Letters, Vol. 206, Issue 2
Formation of Compound I and Compound II Ferryl Species in the Reaction of Hemoglobin I from Lucina pectinata with Hydrogen Peroxide
journal, June 2001
- De Jesús-Bonilla, Walleska; Cortés-Figueroa, José E.; Souto-Bachiller, Fernando A.
- Archives of Biochemistry and Biophysics, Vol. 390, Issue 2
Pair-distribution function and its coupling-constant average for the spin-polarized electron gas
journal, November 1992
- Perdew, John P.; Wang, Yue
- Physical Review B, Vol. 46, Issue 20
Porphyrin Traps Its Terminator! Concerted and Stepwise Porphyrin Degradation Mechanisms Induced by Heme-Oxygenase and Cytochrome P450
journal, February 2004
- Sharma, Pankaz K.; Kevorkiants, Rouslan; de Visser, Sam P.
- Angewandte Chemie International Edition, Vol. 43, Issue 9
Structural Bases for Sulfide Recognition inLucina pectinataHemoglobin I
journal, April 1996
- Rizzi, Menico; Wittenberg, Jonathan B.; Coda, Alessandro
- Journal of Molecular Biology, Vol. 258, Issue 1
Watching a Protein as it Functions with 150-ps Time-Resolved X-ray Crystallography
journal, June 2003
- Schotte, F.
- Science, Vol. 300, Issue 5627
Cyanide Binding to Lucina pectinata Hemoglobin I and to Sperm Whale Myoglobin: An X-Ray Crystallographic Study
journal, August 1999
- Bolognesi, Martino; Rosano, Camillo; Losso, Romeo
- Biophysical Journal, Vol. 77, Issue 2
Optimization of parameters for semiempirical methods V: Modification of NDDO approximations and application to 70 elements
journal, September 2007
- Stewart, James J. P.
- Journal of Molecular Modeling, Vol. 13, Issue 12
Hydrogen sulphide-generating pathways in haemodialysis patients: a study on relevant metabolites and transcriptional regulation of genes encoding for key enzymes
journal, August 2009
- Perna, A. F.; Luciano, M. G.; Ingrosso, D.
- Nephrology Dialysis Transplantation, Vol. 24, Issue 12
The reaction mechanisms of heme catalases: An atomistic view by ab initio molecular dynamics
journal, September 2012
- Alfonso-Prieto, Mercedes; Vidossich, Pietro; Rovira, Carme
- Archives of Biochemistry and Biophysics, Vol. 525, Issue 2
Self-interaction correction to density-functional approximations for many-electron systems
journal, May 1981
- Perdew, J. P.; Zunger, Alex
- Physical Review B, Vol. 23, Issue 10, p. 5048-5079
High-resolution study of the three-dimensional structure of horse heart metmyoglobin
journal, June 1990
- Evans, Stephen V.; Brayer, Gary D.
- Journal of Molecular Biology, Vol. 213, Issue 4
Fully optimized contracted Gaussian basis sets of triple zeta valence quality for atoms Li to Kr
journal, April 1994
- Schäfer, Ansgar; Huber, Christian; Ahlrichs, Reinhart
- The Journal of Chemical Physics, Vol. 100, Issue 8
Chemical foundations of hydrogen sulfide biology
journal, November 2013
- Li, Qian; Lancaster, Jack R.
- Nitric Oxide, Vol. 35
Three-dimensional structure of cyanomet-sulfmyoglobin C.
journal, May 1994
- Evans, S. V.; Sishta, B. P.; Mauk, A. G.
- Proceedings of the National Academy of Sciences, Vol. 91, Issue 11
Hydrogen sulfide chemical biology: Pathophysiological roles and detection
journal, November 2013
- Kolluru, Gopi K.; Shen, Xinggui; Bir, Shyamal C.
- Nitric Oxide, Vol. 35
Calibration of Modern Density Functional Theory Methods for the Prediction of 57 Fe Mössbauer Isomer Shifts: Meta-GGA and Double-Hybrid Functionals
journal, February 2009
- Römelt, Michael; Ye, Shengfa; Neese, Frank
- Inorganic Chemistry, Vol. 48, Issue 3
Proton NMR spectroscopy of sulfmyoglobin
journal, September 1985
- Timkovich, Russell; Vavra, Mark R.
- Biochemistry, Vol. 24, Issue 19
P450 Enzymes: Their Structure, Reactivity, and Selectivity—Modeled by QM/MM Calculations
journal, February 2010
- Shaik, Sason; Cohen, Shimrit; Wang, Yong
- Chemical Reviews, Vol. 110, Issue 2
Hydrogen Sulfide in Biochemistry and Medicine
journal, July 2012
- Predmore, Benjamin Lee; Lefer, David Joseph; Gojon, Gabriel
- Antioxidants & Redox Signaling, Vol. 17, Issue 1
VMD: Visual molecular dynamics
journal, February 1996
- Humphrey, William; Dalke, Andrew; Schulten, Klaus
- Journal of Molecular Graphics, Vol. 14, Issue 1
Redox Biochemistry of Hydrogen Sulfide
journal, May 2010
- Kabil, Omer; Banerjee, Ruma
- Journal of Biological Chemistry, Vol. 285, Issue 29
QM/MM Molecular Dynamics Studies of Metal Binding Proteins
journal, July 2014
- Vidossich, Pietro; Magistrato, Alessandra
- Biomolecules, Vol. 4, Issue 3
Ligand diffusion in globins: simulations versus experiment
journal, April 2010
- Elber, Ron
- Current Opinion in Structural Biology, Vol. 20, Issue 2
Unprecedented Fe(IV) Species in a Diheme Protein MauG: A Quantum Chemical Investigation on the Unusual Mössbauer Spectroscopic Properties
journal, September 2010
- Ling, Yan; Davidson, Victor L.; Zhang, Yong
- The Journal of Physical Chemistry Letters, Vol. 1, Issue 19
Sulfheme Proteins
journal, June 1972
- Berzofsky, Jay A.; Peisach, J.; Alben, J. O.
- Journal of Biological Chemistry, Vol. 247, Issue 12
The preparation and some physical properties of sulfhemoglobin.
journal, April 1978
- Carrico, R. J.; Peisach, J.; Alben, J. O.
- Journal of Biological Chemistry, Vol. 253, Issue 7
The reversible binding of oxygen to sulfhemoglobin.
journal, October 1978
- Carrico, R. J.; Blumberg, W. E.; Peisach, J.
- Journal of Biological Chemistry, Vol. 253, Issue 20
Sulfheme Proteins
journal, May 1971
- Berzofsky, Jay A.; Peisach, J.; Blumberg, W. E.
- Journal of Biological Chemistry, Vol. 246, Issue 10
Sulfheme Proteins
journal, December 1971
- Berzofsky, Jay A.; Peisach, J.; Blumberg, W. E.
- Journal of Biological Chemistry, Vol. 246, Issue 23
A Study of Sulfhemoglobin
journal, November 1938
- Michel, Harry O.
- Journal of Biological Chemistry, Vol. 126, Issue 1
Reactions of ferryl lactoperoxidase (compound II) with sulfide and sulfhydryl compounds.
journal, June 1984
- Nakamura, S.; Nakamura, M.; Yamazaki, I.
- Journal of Biological Chemistry, Vol. 259, Issue 11
Sulfheme Proteins
journal, June 1972
- Berzofsky, Jay A.; Peisach, J.; Horecker, B. L.
- Journal of Biological Chemistry, Vol. 247, Issue 12
Differential additions to the myoglobin prosthetic heme group. Oxidative gamma-meso substitution by alkylhydrazines
journal, May 1991
- Choe, Y. S.; Ortiz de Montellano, P. R.
- Journal of Biological Chemistry, Vol. 266, Issue 13
Works referencing / citing this record:
Hydrogen Sulfide and Persulfides Oxidation by Biologically Relevant Oxidizing Species
journal, February 2019
- Benchoam, Dayana; Cuevasanta, Ernesto; Möller, Matías
- Antioxidants, Vol. 8, Issue 2
Why does sulfite reductase employ siroheme?
journal, January 2019
- Brânzanic, Adrian M. V.; Ryde, Ulf; Silaghi-Dumitrescu, Radu
- Chemical Communications, Vol. 55, Issue 93
Hydrogen Sulfide and Persulfides Oxidation by Biologically Relevant Oxidizing Species
journal, February 2019
- Benchoam, Dayana; Cuevasanta, Ernesto; Möller, Matías
- Antioxidants, Vol. 8, Issue 2