Methanobactin: A Novel Copper-Binding Compound Produced by Methanotrophs

Semrau, Jeremy D.; DiSpirito, Alan A.

doi:10.1007/978-3-030-23261-0_7

Title: Methanobactin: A Novel Copper-Binding Compound Produced by Methanotrophs

Journal Article · Fri Sep 06 00:00:00 EDT 2019 · Microbiology Monographs

DOI:https://doi.org/10.1007/978-3-030-23261-0_7· OSTI ID:1691496

Semrau, Jeremy D. ^[1]; DiSpirito, Alan A. ^[2]

Univ. of Michigan, Ann Arbor, MI (United States)
Iowa State Univ., Ames, IA (United States)

Aerobic methanotrophs are a novel group of microorganisms that play a critical role in the global carbon cycle. Expression and activity of a key enzyme in the metabolism in these microbes, the methane monooxygenase, is controlled by the availability of copper. To sequester copper, some methanotrophs produce a ribosomally synthesized post-translationally modified polypeptide called methanobactin. Here, this peptide, or chalkophore, has unique features, with all known forms being small (< 1300 Da) with two heterocyclic rings with associated thioamide groups that bind copper quite strongly. Here we provide an overview of the known diversity of methanobactins, describe the genetics underlying methanobactin biosynthesis, the variety of functions methanobactin has been observed to have, as well as various environmental, industrial and medical applications of methanobactin.

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Research Organization:: Univ. of Michigan, Ann Arbor, MI (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Biological and Environmental Research (BER)

Grant/Contract Number:: SC0018059

OSTI ID:: 1691496

Journal Information:: Microbiology Monographs, Vol. 32; Related Information: Methanotrophs; ISSN 1862-5576

Publisher:: Springer NatureCopyright Statement

Country of Publication:: United States

Language:: English

References (142)

One millimetre makes the difference: high-resolution analysis of methane-oxidizing bacteria and their specific activity at the oxic–anoxic interface in a flooded paddy soil Reim, Andreas; Lüke, Claudia; Krause, Sascha The ISME Journal, Vol. 6, Issue 11 https://doi.org/10.1038/ismej.2012.57	journal	June 2012
A methanotroph-based biorefinery: Potential scenarios for generating multiple products from a single fermentation Strong, P. J.; Kalyuzhnaya, M.; Silverman, J. Bioresource Technology, Vol. 215 https://doi.org/10.1016/j.biortech.2016.04.099	journal	September 2016
A novel type of catalytic copper cluster in nitrous oxide reductase Cambillau, Christian; Brown, Kieron; Tegoni, Mariella Nature Structural Biology, Vol. 7, Issue 3, p. 191-195 https://doi.org/10.1038/73288	journal	March 2000
The Biochemistry of Methane Oxidation Hakemian, Amanda S.; Rosenzweig, Amy C. Annual Review of Biochemistry, Vol. 76, Issue 1 https://doi.org/10.1146/annurev.biochem.76.061505.175355	journal	June 2007
Methanotrophs and copper Semrau, Jeremy D.; DiSpirito, Alan A.; Yoon, Sukhwan FEMS Microbiology Reviews, Vol. 34, Issue 4 https://doi.org/10.1111/j.1574-6976.2010.00212.x	journal	July 2010
The Metal Centers of Particulate Methane Monooxygenase from Methylosinus trichosporium OB3b ^† ^‡ Hakemian, Amanda S.; Kondapalli, Kalyan C.; Telser, Joshua Biochemistry, Vol. 47, Issue 26 https://doi.org/10.1021/bi800598h	journal	July 2008
Evolving Perspectives in Wilson Disease: Diagnosis, Treatment and Monitoring Weiss, Karl Heinz; Stremmel, Wolfgang Current Gastroenterology Reports, Vol. 14, Issue 1 https://doi.org/10.1007/s11894-011-0227-3	journal	November 2011
Regulation of expression of methane monooxygenases by copper ions Murrell, J. Colin; McDonald, Ian R.; Gilbert, Bettina Trends in Microbiology, Vol. 8, Issue 5, p. 221-225 https://doi.org/10.1016/S0966-842X(00)01739-X	journal	May 2000
Cohn’s Crenothrix is a filamentous methane oxidizer with an unusual methane monooxygenase Stoecker, Kilian; Bendinger, Bernd; Schöning, Björn Proceedings of the National Academy of Sciences, Vol. 103, Issue 7 https://doi.org/10.1073/pnas.0506361103	journal	February 2006
Mechanism of Gold Nanoparticle Formation in the Classical Citrate Synthesis Method Derived from Coupled In Situ XANES and SAXS Evaluation Polte, Jörg; Ahner, T. Torsten; Delissen, Friedmar Journal of the American Chemical Society, Vol. 132, Issue 4 https://doi.org/10.1021/ja906506j	journal	February 2010
Biochemistry of the Soluble Methane Monooxygenase Lipscomb, J. D. Annual Review of Microbiology, Vol. 48, Issue 1 https://doi.org/10.1146/annurev.mi.48.100194.002103	journal	October 1994
Synchrotron-based infrared and X-ray imaging shows focalized accumulation of Cu and Zn co-localized with β-amyloid deposits in Alzheimer’s disease Miller, Lisa M.; Wang, Qi; Telivala, Tejas P. Journal of Structural Biology, Vol. 155, Issue 1 https://doi.org/10.1016/j.jsb.2005.09.004	journal	July 2006
Wilson's disease Roberts, Eve A. Medicine, Vol. 39, Issue 10 https://doi.org/10.1016/j.mpmed.2011.08.006	journal	October 2011
Electron Transfer from the Aminosemiquinone Reaction Intermediate of Methylamine Dehydrogenase to Amicyanin ^† Bishop, G. Reid; Davidson, Victor L. Biochemistry, Vol. 37, Issue 31 https://doi.org/10.1021/bi980265e	journal	August 1998
Copper-Binding Properties and Structures of Methanobactins from Methylosinus trichosporium OB3b El Ghazouani, Abdelnasser; Baslé, Arnaud; Firbank, Susan J. Inorganic Chemistry, Vol. 50, Issue 4 https://doi.org/10.1021/ic101965j	journal	February 2011
Acetylene as a suicide substrate and active site probe for methane monooxygenase from Methylococcus capsulatus (Bath) Prior, S. D.; Dalton, H. FEMS Microbiology Letters, Vol. 29, Issue 1-2 https://doi.org/10.1111/j.1574-6968.1985.tb00843.x	journal	August 1985
Gold nanoparticles in delivery applications☆ Ghosh, P.; Han, G.; De, M. Advanced Drug Delivery Reviews, Vol. 60, Issue 11 https://doi.org/10.1016/j.addr.2008.03.016	journal	August 2008
Moonlighting proteins—an update Jeffery, Constance J. Molecular BioSystems, Vol. 5, Issue 4 https://doi.org/10.1039/b900658n	journal	January 2009
Genome mining for methanobactins Kenney, Grace E.; Rosenzweig, Amy C. BMC Biology, Vol. 11, Issue 1 https://doi.org/10.1186/1741-7007-11-17	journal	February 2013
A transient intermediate of the methane monooxygenase catalytic cycle containing an FeIVFeIV cluster Lee, Sang Kyu; Fox, Brian G.; Froland, Wayne A. Journal of the American Chemical Society, Vol. 115, Issue 14 https://doi.org/10.1021/ja00067a086	journal	July 1993
Methanobactin, a Copper-Acquisition Compound from Methane-Oxidizing Bacteria Kim, H. J. Science, Vol. 305, Issue 5690 https://doi.org/10.1126/science.1098322	journal	September 2004
Hydrocarbon monooxygenase in Mycobacterium: recombinant expression of a member of the ammonia monooxygenase superfamily Coleman, Nicholas V.; Le, Nga B.; Ly, Mai A. The ISME Journal, Vol. 6, Issue 1 https://doi.org/10.1038/ismej.2011.98	journal	July 2011
The siderophore yersiniabactin binds copper to protect pathogens during infection Chaturvedi, Kaveri S.; Hung, Chia S.; Crowley, Jan R. Nature Chemical Biology, Vol. 8, Issue 8 https://doi.org/10.1038/nchembio.1020	journal	July 2012
Complex formation between the protein components of methane monooxygenase from Methylosinus trichosporium OB3b. Identification of sites of component interaction. Fox, B. G.; Liu, Y.; Dege, J. E. Journal of Biological Chemistry, Vol. 266, Issue 1 https://doi.org/10.1016/S0021-9258(18)52470-4	journal	January 1991
Wilson disease Gitlin, Jonathan D. Gastroenterology, Vol. 125, Issue 6 https://doi.org/10.1053/j.gastro.2003.05.010	journal	December 2003
Molecular pathogenesis of Wilson and Menkes disease: correlation of mutations with molecular defects and disease phenotypes de Bie, P.; Muller, P.; Wijmenga, C. Journal of Medical Genetics, Vol. 44, Issue 11 https://doi.org/10.1136/jmg.2007.052746	journal	August 2007
Crystal structure of the hydroxylase component of methane monooxygenase from Methylosinus trichosporium OB3b Elango, Nates An; Radhakrishnan, Ramaswamy; Froland, Wayne A. Protein Science, Vol. 6, Issue 3 https://doi.org/10.1002/pro.5560060305	journal	March 1997
Methylocella Species Are Facultatively Methanotrophic Dedysh, S. N.; Knief, C.; Dunfield, P. F. Journal of Bacteriology, Vol. 187, Issue 13 https://doi.org/10.1128/JB.187.13.4665-4670.2005	journal	June 2005
Chemistry and Biology of the Copper Chelator Methanobactin Kenney, Grace E.; Rosenzweig, Amy C. ACS Chemical Biology, Vol. 7, Issue 2 https://doi.org/10.1021/cb2003913	journal	November 2011
Synthesis and electrochemical applications of gold nanoparticles Guo, Shaojun; Wang, Erkang Analytica Chimica Acta, Vol. 598, Issue 2 https://doi.org/10.1016/j.aca.2007.07.054	journal	August 2007
Redox Potentiometry Studies of Particulate Methane Monooxygenase: Support for a Trinuclear Copper Cluster Active Site Chan, Sunney I.; Wang, Vincent C. -C.; Lai, Jeff C. -H. Angewandte Chemie International Edition, Vol. 46, Issue 12 https://doi.org/10.1002/anie.200604647	journal	March 2007
Cause of death in Wilson disease Walshe, John M. Movement Disorders, Vol. 22, Issue 15 https://doi.org/10.1002/mds.21693	journal	January 2007
Wilson's disease Ala, Aftab; Walker, Ann P.; Ashkan, Keyoumars The Lancet, Vol. 369, Issue 9559 https://doi.org/10.1016/S0140-6736(07)60196-2	journal	February 2007
Quantum Refinement Does Not Support Dinuclear Copper Sites in Crystal Structures of Particulate Methane Monooxygenase Cao, Lili; Caldararu, Octav; Rosenzweig, Amy C. Angewandte Chemie, Vol. 130, Issue 1 https://doi.org/10.1002/ange.201708977	journal	December 2017
The Yersiniabactin Biosynthetic Gene Cluster of Yersinia enterocolitica: Organization and Siderophore-Dependent Regulation Pelludat, C.; Rakin, A.; Jacobi, C. A. Journal of Bacteriology, Vol. 180, Issue 3 https://doi.org/10.1128/JB.180.3.538-546.1998	journal	February 1998
Copper Homeostasis and Neurodegenerative Disorders (Alzheimer's, Prion, and Parkinson's Diseases and Amyotrophic Lateral Sclerosis) Gaggelli, Elena; Kozlowski, Henryk; Valensin, Daniela Chemical Reviews, Vol. 106, Issue 6 https://doi.org/10.1021/cr040410w	journal	June 2006
Crystallization and preliminary X-ray analysis of the methane monooxygenase hydroxylase protein from Methylococcus capsulatus (Bath) Rosenzweig, Amy C.; Frederick, Christin A.; Lippard, Stephen J. Journal of Molecular Biology, Vol. 227, Issue 2 https://doi.org/10.1016/0022-2836(92)90913-5	journal	September 1992
Copper is required for oncogenic BRAF signalling and tumorigenesis Brady, Donita C.; Crowe, Matthew S.; Turski, Michelle L. Nature, Vol. 509, Issue 7501 https://doi.org/10.1038/nature13180	journal	April 2014
Copper control of bacterial nitrous oxide emission and its impact on vitamin B12-dependent metabolism Sullivan, M. J.; Gates, A. J.; Appia-Ayme, C. Proceedings of the National Academy of Sciences, Vol. 110, Issue 49 https://doi.org/10.1073/pnas.1314529110	journal	November 2013
Interfacing biology with nanoparticles Mandal, Saikat; Phadtare, Sumant; Sastry, Murali Current Applied Physics, Vol. 5, Issue 2 https://doi.org/10.1016/j.cap.2004.06.006	journal	February 2005
A TonB-Dependent Transporter Is Responsible for Methanobactin Uptake by Methylosinus trichosporium OB3b Gu, Wenyu; Farhan Ul Haque, Muhammad; Baral, Bipin S. Applied and Environmental Microbiology, Vol. 82, Issue 6 https://doi.org/10.1128/AEM.03884-15	journal	January 2016
Alzheimerâ€™s disease causation by copper toxicity and treatment with zinc Brewer, George J. Frontiers in Aging Neuroscience, Vol. 6 https://doi.org/10.3389/fnagi.2014.00092	journal	May 2014
Characterization of the second prosthetic group of the flavoenzyme NADH–acceptor reductase (component C) of the methane mono-oxygenase from Methylococcus capsulatus (Bath) Colby, J.; Dalton, H. Biochemical Journal, Vol. 177, Issue 3 https://doi.org/10.1042/bj1770903	journal	March 1979
Particulate methane monooxygenase genes in methanotrophs. Semrau, J. D.; Chistoserdov, A.; Lebron, J. Journal of bacteriology, Vol. 177, Issue 11 https://doi.org/10.1128/jb.177.11.3071-3079.1995	journal	January 1995
Characterization of Methanobactin from Methylosinus sp. LW4 Kenney, Grace E.; Goering, Anthony W.; Ross, Matthew O. Journal of the American Chemical Society, Vol. 138, Issue 35 https://doi.org/10.1021/jacs.6b06821	journal	August 2016
Evidence for a Tryptophan Tryptophylquinone Aminosemiquinone Intermediate in the Physiologic Reaction between Methylamine Dehydrogenase and Amicyanin ^† Bishop, G. Reid; Brooks, Harold B.; Davidson, Victor L. Biochemistry, Vol. 35, Issue 27 https://doi.org/10.1021/bi960404x	journal	January 1996
Effect of methanobactin on the activity and electron paramagnetic resonance spectra of the membrane-associated methane monooxygenase in Methylococcus capsulatus Bath Choi, Dong W.; Antholine, William E.; Do, Young S. Microbiology, Vol. 151, Issue 10 https://doi.org/10.1099/mic.0.28169-0	journal	October 2005
Methane monooxygenase from Methylosinus trichosporium OB3b Fox, B. G.; Froland, W. A.; Dege, J. E. Journal of Biological Chemistry, Vol. 264, Issue 17 https://doi.org/10.1016/S0021-9258(18)81762-8	journal	June 1989
Membrane-associated methane monooxygenase from Methylococcus capsulatus (Bath). Zahn, J. A.; DiSpirito, A. A. Journal of Bacteriology, Vol. 178, Issue 4 https://doi.org/10.1128/jb.178.4.1018-1029.1996	journal	February 1996
Properties and partial purification of the methane-oxidising enzyme system from Methylosinus trichosporium Tonge, G. M.; Harrison, D. E. F.; Knowles, C. J. FEBS Letters, Vol. 58, Issue 1-2 https://doi.org/10.1016/0014-5793(75)80282-1	journal	October 1975
Mercury binding by methanobactin from Methylocystis strain SB2 Baral, Bipin S.; Bandow, Nathan L.; Vorobev, Alexy Journal of Inorganic Biochemistry, Vol. 141 https://doi.org/10.1016/j.jinorgbio.2014.09.004	journal	December 2014
Characterization of the Particulate Methane Monooxygenase Metal Centers in Multiple Redox States by X-ray Absorption Spectroscopy Lieberman, Raquel L.; Kondapalli, Kalyan C.; Shrestha, Deepak B. Inorganic Chemistry, Vol. 45, Issue 20 https://doi.org/10.1021/ic060739v	journal	October 2006
Structure of the soluble methane monooxygenase regulatory protein B Walters, K. J.; Gassner, G. T.; Lippard, S. J. Proceedings of the National Academy of Sciences, Vol. 96, Issue 14 https://doi.org/10.1073/pnas.96.14.7877	journal	July 1999
Methane as a Resource: Can the Methanotrophs Add Value? Strong, P. J.; Xie, S.; Clarke, W. P. Environmental Science & Technology, Vol. 49, Issue 7 https://doi.org/10.1021/es504242n	journal	March 2015
The biology of oxygen radicals Fridovich, I. Science, Vol. 201, Issue 4359 https://doi.org/10.1126/science.210504	journal	September 1978
Variations in methanobactin structure influences copper utilization by methane-oxidizing bacteria El Ghazouani, A.; Basle, A.; Gray, J. Proceedings of the National Academy of Sciences, Vol. 109, Issue 22 https://doi.org/10.1073/pnas.1112921109	journal	May 2012
Intermediate P* from Soluble Methane Monooxygenase Contains a Diferrous Cluster Banerjee, Rahul; Meier, Katlyn K.; Münck, Eckard Biochemistry, Vol. 52, Issue 25 https://doi.org/10.1021/bi400182y	journal	June 2013
The Membrane-Associated Methane Monooxygenase (pMMO) and pMMO-NADH:Quinone Oxidoreductase Complex from Methylococcus capsulatus Bath Choi, Dong-W.; Kunz, Ryan C.; Boyd, Eric S. Journal of Bacteriology, Vol. 185, Issue 19 https://doi.org/10.1128/JB.185.19.5755-5764.2003	journal	September 2003
Purified particulate methane monooxygenase from Methylococcus capsulatus (Bath) is a dimer with both mononuclear copper and a copper-containing cluster Lieberman, R. L.; Shrestha, D. B.; Doan, P. E. Proceedings of the National Academy of Sciences, Vol. 100, Issue 7 https://doi.org/10.1073/pnas.0536703100	journal	March 2003
Trace metal contamination initiates the apparent auto-aggregation, amyloidosis, and oligomerization of Alzheimer?s A? peptides Huang, Xudong; Atwood, Craig S.; Moir, Robert D. JBIC Journal of Biological Inorganic Chemistry, Vol. 9, Issue 8 https://doi.org/10.1007/s00775-004-0602-8	journal	November 2004
The biogenic methanobactin is an effective chelator for copper in a rat model for Wilson disease Summer, Karl H.; Lichtmannegger, Josef; Bandow, Nathan Journal of Trace Elements in Medicine and Biology, Vol. 25, Issue 1 https://doi.org/10.1016/j.jtemb.2010.12.002	journal	January 2011
Hepatic steatosis in Wilson disease – Role of copper and PNPLA3 mutations Stättermayer, Albert Friedrich; Traussnigg, Stefan; Dienes, Hans-Peter Journal of Hepatology, Vol. 63, Issue 1 https://doi.org/10.1016/j.jhep.2015.01.034	journal	July 2015
Functionalized gold nanoparticles: Synthesis, structure and colloid stability Zhou, Jingfang; Ralston, John; Sedev, Rossen Journal of Colloid and Interface Science, Vol. 331, Issue 2 https://doi.org/10.1016/j.jcis.2008.12.002	journal	March 2009
Microbial Transformations of Mercury: Potentials, Challenges, and Achievements in Controlling Mercury Toxicity in the Environment Barkay, Tamar; Wagner‐Döbler, Irene Advances in Applied Microbiology https://doi.org/10.1016/S0065-2164(05)57001-1	book	January 2005
Genome-scale metabolic reconstructions and theoretical investigation of methane conversion in Methylomicrobium buryatense strain 5G(B1) de la Torre, Andrea; Metivier, Aisha; Chu, Frances Microbial Cell Factories, Vol. 14, Issue 1 https://doi.org/10.1186/s12934-015-0377-3	journal	November 2015
Solution Structure of Component B from Methane Monooxygenase Derived through Heteronuclear NMR and Molecular Modeling ^† ^, ^‡ Chang, Shou-Lin; Wallar, Bradley J.; Lipscomb, John D. Biochemistry, Vol. 38, Issue 18 https://doi.org/10.1021/bi982992f	journal	May 1999
The Particulate Methane Monooxygenase from Methylococcus capsulatus (Bath) Is a Novel Copper-containing Three-subunit Enzyme : ISOLATION AND CHARACTERIZATION Nguyen, Hiep-Hoa T.; Elliott, Sean J.; Yip, John Hon-Kay Journal of Biological Chemistry, Vol. 273, Issue 14 https://doi.org/10.1074/jbc.273.14.7957	journal	April 1998
The binuclear iron site of membrane-bound methane hydroxylase from Methylococcus capsulatus (Strain M) Tumanova, L. V.; Tukhvatullin, I. A.; Burbaev, D. Sh. Russian Journal of Bioorganic Chemistry, Vol. 34, Issue 2 https://doi.org/10.1134/S1068162008020064	journal	March 2008
Spectral and thermodynamic properties of Ag(I), Au(III), Cd(II), Co(II), Fe(III), Hg(II), Mn(II), Ni(II), Pb(II), U(IV), and Zn(II) binding by methanobactin from Methylosinus trichosporium OB3b Choi, Dong W.; Do, Young S.; Zea, Corbin J. Journal of Inorganic Biochemistry, Vol. 100, Issue 12, p. 2150-2161 https://doi.org/10.1016/j.jinorgbio.2006.08.017	journal	December 2006
Liver mitochondrial membrane crosslinking and destruction in a rat model of Wilson disease Zischka, Hans; Lichtmannegger, Josef; Schmitt, Sabine Journal of Clinical Investigation, Vol. 121, Issue 4 https://doi.org/10.1172/JCI45401	journal	April 2011
Purification and characterization of component A of the methane monooxygenase from Methylococcus capsulatus (Bath). Woodland, M. P.; Dalton, H. Journal of Biological Chemistry, Vol. 259, Issue 1 https://doi.org/10.1016/S0021-9258(17)43620-9	journal	January 1984
Detoxification of Mercury by Methanobactin from Methylosinus trichosporium OB3b Vorobev, Alexey; Jagadevan, Sheeja; Baral, Bipin S. Applied and Environmental Microbiology, Vol. 79, Issue 19 https://doi.org/10.1128/AEM.01673-13	journal	July 2013
Oxidase, superoxide dismutase, and hydrogen peroxide reductase activities of methanobactin from types I and II methanotrophs Choi, Dong W.; Semrau, Jeremy D.; Antholine, William E. Journal of Inorganic Biochemistry, Vol. 102, Issue 8 https://doi.org/10.1016/j.jinorgbio.2008.02.003	journal	August 2008
Methanobactin reverses acute liver failure in a rat model of Wilson disease Lichtmannegger, Josef; Leitzinger, Christin; Wimmer, Ralf Journal of Clinical Investigation, Vol. 126, Issue 7 https://doi.org/10.1172/JCI85226	journal	June 2016
Chelator-induced inhibition of copper metalloenzymes in denitrifying bacteria Moffett, James W.; Tuit, Caroline B.; Ward, B. B. Limnology and Oceanography, Vol. 57, Issue 1 https://doi.org/10.4319/lo.2012.57.1.0272	journal	January 2012
Siderophores: Structure and Function of Microbial Iron Transport Compounds Neilands, J. B. Journal of Biological Chemistry, Vol. 270, Issue 45 https://doi.org/10.1074/jbc.270.45.26723	journal	November 1995
Interaction of the mechanism-based inactivator acetylene with ammonia monooxygenase of Nitrosomonas europaea Gilch, Stefan; Vogel, Manja; Lorenz, Matthias W. Microbiology, Vol. 155, Issue 1 https://doi.org/10.1099/mic.0.023721-0	journal	January 2009
Copper in Alzheimer’s disease: Implications in amyloid aggregation and neurotoxicity Gamez, Patrick; Caballero, Ana B. AIP Advances, Vol. 5, Issue 9 https://doi.org/10.1063/1.4921314	journal	September 2015
Identification of the Valence and Coordination Environment of the Particulate Methane Monooxygenase Copper Centers by Advanced EPR Characterization Culpepper, Megen A.; Cutsail III, George E.; Gunderson, William A. Journal of the American Chemical Society, Vol. 136, Issue 33 https://doi.org/10.1021/ja5053126	journal	August 2014
Potential role of copper availability in nitrous oxide accumulation in a temperate lake Twining, Benjamin S.; Mylon, Steven E.; Benoit, Gaboury Limnology and Oceanography, Vol. 52, Issue 4 https://doi.org/10.4319/lo.2007.52.4.1354	journal	July 2007
Three-Dimensional Structure Determination of a Protein Supercomplex That Oxidizes Methane to Formaldehyde in Methylococcus capsulatus (Bath) ^† Myronova, Natalia; Kitmitto, Ashraf; Collins, Richard F. Biochemistry, Vol. 45, Issue 39 https://doi.org/10.1021/bi061294p	journal	October 2006
Growth yields of methanotrophs 2. A theoretical analysis Leak, David J.; Dalton, Howard Applied Microbiology and Biotechnology, Vol. 23, Issue 6 https://doi.org/10.1007/BF02346063	journal	March 1986
Mössbauer Studies of the Membrane-Associated Methane Monooxygenase from Methylococcus capsulatus Bath: Evidence for a Diiron Center Martinho, Marlène; Choi, Dong W.; DiSpirito, Alan A. Journal of the American Chemical Society, Vol. 129, Issue 51 https://doi.org/10.1021/ja077682b	journal	December 2007
Crystal structure of a bacterial non-haem iron hydroxylase that catalyses the biological oxidation of methane Rosenzweig, Amy C.; Frederick, Christin A.; Lippard, Stephen J. Nature, Vol. 366, Issue 6455 https://doi.org/10.1038/366537a0	journal	December 1993
Solubilisation of methane monooxygenase from Methylococcus capsulatus (Bath) Smith, D. Drummond S.; Dalton, Howard European Journal of Biochemistry, Vol. 182, Issue 3 https://doi.org/10.1111/j.1432-1033.1989.tb14877.x	journal	July 1989
Wilson’s disease: Etiology, diagnosis, and treatment Dalvi, Arif; Padmanaban, Mahesh Disease-a-Month, Vol. 60, Issue 9 https://doi.org/10.1016/j.disamonth.2014.07.002	journal	September 2014
Liver transplantation for Wilson's disease: Liver transplantation for Wilson's disease Schilsky, Michael L. Annals of the New York Academy of Sciences, Vol. 1315, Issue 1 https://doi.org/10.1111/nyas.12454	journal	May 2014
Methanobactin and the Link between Copper and Bacterial Methane Oxidation DiSpirito, Alan A.; Semrau, Jeremy D.; Murrell, J. Colin Microbiology and Molecular Biology Reviews, Vol. 80, Issue 2 https://doi.org/10.1128/MMBR.00058-15	journal	March 2016
Purification of a high specific activity methane monooxygenase hydroxylase component from a type II methanotroph Fox, Brian G.; Lipscomb, John D. Biochemical and Biophysical Research Communications, Vol. 154, Issue 1 https://doi.org/10.1016/0006-291X(88)90665-1	journal	July 1988
Resolution of the methane mono-oxygenase of Methylococcus capsulatus (Bath) into three components. Purification and properties of component C, a flavoprotein Colby, J.; Dalton, H. Biochemical Journal, Vol. 171, Issue 2 https://doi.org/10.1042/bj1710461	journal	May 1978
Facultative methanotrophy: false leads, true results, and suggestions for future research: Facultative methanotrophy Semrau, Jeremy D.; DiSpirito, Alan A.; Vuilleumier, Stéphane FEMS Microbiology Letters, Vol. 323, Issue 1 https://doi.org/10.1111/j.1574-6968.2011.02315.x	journal	June 2011
Functional models of non-heme diiron enzymes Fontecave, M.; Ménage, S.; Duboc-Toia, C. Coordination Chemistry Reviews, Vol. 178-180 https://doi.org/10.1016/S0010-8545(98)00119-2	journal	December 1998
Moonlighting proteins Jeffery, Constance J. Trends in Biochemical Sciences, Vol. 24, Issue 1 https://doi.org/10.1016/S0968-0004(98)01335-8	journal	January 1999
NMR, Mass Spectrometry and Chemical Evidence Reveal a Different Chemical Structure for Methanobactin That Contains Oxazolone Rings Behling, Lee A.; Hartsel, Scott C.; Lewis, David E. Journal of the American Chemical Society, Vol. 130, Issue 38 https://doi.org/10.1021/ja804747d	journal	September 2008
Purification and properties of particulate methane monooxygenase from Methylosinus trichosporium OB3b Takeguchi, Masayuki; Miyakawa, Kyoko; Okura, Ichiro Journal of Molecular Catalysis A: Chemical, Vol. 132, Issue 2-3 https://doi.org/10.1016/S1381-1169(97)00275-6	journal	June 1998
Methylocella: a gourmand among methanotrophs Dunfield, Peter F.; Dedysh, Svetlana N. Trends in Microbiology, Vol. 22, Issue 7 https://doi.org/10.1016/j.tim.2014.05.004	journal	July 2014
Competition between Metals for Binding to Methanobactin Enables Expression of Soluble Methane Monooxygenase in the Presence of Copper Kalidass, Bhagyalakshmi; Ul-Haque, Muhammad Farhan; Baral, Bipin S. Applied and Environmental Microbiology, Vol. 81, Issue 3 https://doi.org/10.1128/AEM.03151-14	journal	November 2014
Methylocapsa aurea sp. nov., a facultative methanotroph possessing a particulate methane monooxygenase, and emended description of the genus Methylocapsa Dunfield, P. F.; Belova, S. E.; Vorob'ev, A. V. INTERNATIONAL JOURNAL OF SYSTEMATIC AND EVOLUTIONARY MICROBIOLOGY, Vol. 60, Issue 11 https://doi.org/10.1099/ijs.0.020149-0	journal	January 2010
Low-copper diet as a preventive strategy for Alzheimer's disease Squitti, Rosanna; Siotto, Mariacristina; Polimanti, Renato Neurobiology of Aging, Vol. 35 https://doi.org/10.1016/j.neurobiolaging.2014.02.031	journal	September 2014
Drug Development Based on the Metals Hypothesis of Alzheimer's Disease Bush, Ashley I. Journal of Alzheimer's Disease, Vol. 15, Issue 2 https://doi.org/10.3233/JAD-2008-15208	journal	October 2008
Treatment of Wilson’s disease: What are the relative roles of penicillamine, trientine, and zinc supplementation? Schilsky, Michael L. Current Gastroenterology Reports, Vol. 3, Issue 1 https://doi.org/10.1007/s11894-001-0041-4	journal	February 2001
Gold Nanoparticles Are Taken Up by Human Cells but Do Not Cause Acute Cytotoxicity Connor, Ellen E.; Mwamuka, Judith; Gole, Anand Small, Vol. 1, Issue 3, p. 325-327 https://doi.org/10.1002/smll.200400093	journal	March 2005
14C2H2- and 14CO2-labeling studies of the de novo synthesis of polypeptides by Nitrosomonas europaea during recovery from acetylene and light inactivation of ammonia monooxygenase. Hyman, M. R.; Arp, D. J. Journal of Biological Chemistry, Vol. 267, Issue 3 https://doi.org/10.1016/S0021-9258(18)45979-0	journal	January 1992
Copper dysfunction in Alzheimer's disease: From meta-analysis of biochemical studies to new insight into genetics Squitti, Rosanna Journal of Trace Elements in Medicine and Biology, Vol. 26, Issue 2-3 https://doi.org/10.1016/j.jtemb.2012.04.012	journal	June 2012
Transient intermediates of the methane monooxygenase catalytic cycle. Lee, S. K.; Nesheim, J. C.; Lipscomb, J. D. Journal of Biological Chemistry, Vol. 268, Issue 29 https://doi.org/10.1016/S0021-9258(20)80579-1	journal	October 1993
The small-scale production of [U-14C]acetylene from Ba14CO3: Application to labeling of ammonia monooxygenase in autotrophic nitrifying bacteria Hyman, Michael R.; Arp, Daniel J. Analytical Biochemistry, Vol. 190, Issue 2 https://doi.org/10.1016/0003-2697(90)90206-O	journal	November 1990
Oxidation of methane by a biological dicopper centre Balasubramanian, Ramakrishnan; Smith, Stephen M.; Rawat, Swati Nature, Vol. 465, Issue 7294 https://doi.org/10.1038/nature08992	journal	April 2010
Chalkophores Kenney, Grace E.; Rosenzweig, Amy C. Annual Review of Biochemistry, Vol. 87, Issue 1 https://doi.org/10.1146/annurev-biochem-062917-012300	journal	June 2018
High spatial resolution LA-ICP-MS demonstrates massive liver copper depletion in Wilson disease rats upon Methanobactin treatment Müller, Jennifer-Christin; Lichtmannegger, Josef; Zischka, Hans Journal of Trace Elements in Medicine and Biology, Vol. 49 https://doi.org/10.1016/j.jtemb.2018.05.009	journal	September 2018
The neurotoxicity of iron, copper and manganese in Parkinson's and Wilson's diseases Dusek, Petr; Roos, Per M.; Litwin, Tomasz Journal of Trace Elements in Medicine and Biology, Vol. 31 https://doi.org/10.1016/j.jtemb.2014.05.007	journal	July 2015
Molecular pathways to neurodegeneration Bossy-Wetzel, Ella; Schwarzenbacher, Robert; Lipton, Stuart A. Nature Medicine, Vol. 10, Issue S7 https://doi.org/10.1038/nm1067	journal	July 2004
Copper import in Escherichia coli by the yersiniabactin metallophore system Koh, Eun-Ik; Robinson, Anne E.; Bandara, Nilantha Nature Chemical Biology, Vol. 13, Issue 9 https://doi.org/10.1038/nchembio.2441	journal	July 2017
The Haber–Weiss reaction and mechanisms of toxicity Kehrer, James P. Toxicology, Vol. 149, Issue 1 https://doi.org/10.1016/S0300-483X(00)00231-6	journal	August 2000
Copper pathology in vulnerable brain regions in Parkinson's disease Davies, Katherine M.; Bohic, Sylvain; Carmona, Asunción Neurobiology of Aging, Vol. 35, Issue 4 https://doi.org/10.1016/j.neurobiolaging.2013.09.034	journal	April 2014
Methylmercury uptake and degradation by methanotrophs Lu, Xia; Gu, Wenyu; Zhao, Linduo Science Advances, Vol. 3, Issue 5 https://doi.org/10.1126/sciadv.1700041	journal	May 2017
The replacement of the nondescript term ‘heavy metals’ by a biologically and chemically significant classification of metal ions Nieboer, Evert; Richardson, David H. S. Environmental Pollution Series B, Chemical and Physical, Vol. 1, Issue 1 https://doi.org/10.1016/0143-148X(80)90017-8	journal	January 1980
Metals and Methanotrophy Semrau, Jeremy D.; DiSpirito, Alan A.; Gu, Wenyu Applied and Environmental Microbiology, Vol. 84, Issue 6 https://doi.org/10.1128/AEM.02289-17	journal	January 2018
Moessbauer, EPR, and ENDOR studies of the hydroxylase and reductase components of methane monooxygenase from Methylosinus trichosporium OB3b Fox, Brian G.; Hendrich, Michael P.; Surerus, Kristene K. Journal of the American Chemical Society, Vol. 115, Issue 9 https://doi.org/10.1021/ja00062a039	journal	May 1993
Nitrate leaching in an Andisol treated with different types of fertilizers Maeda, Morihiro; Zhao, Bingzi; Ozaki, Yasuo Environmental Pollution, Vol. 121, Issue 3 https://doi.org/10.1016/S0269-7491(02)00233-6	journal	March 2003
A Comparison of Methanobactins from Methylosinus trichosporium OB3b and Methylocystis Strain SB2 Predicts Methanobactins Are Synthesized from Diverse Peptide Precursors Modified To Create a Common Core for Binding and Reducing Copper Ions Krentz, Benjamin D.; Mulheron, Heidi J.; Semrau, Jeremy D. Biochemistry, Vol. 49, Issue 47 https://doi.org/10.1021/bi1014375	journal	November 2010
Some properties of a soluble methane mono-oxygenase from Methylococcus capsulatus strain Bath Colby, J.; Dalton, H. Biochemical Journal, Vol. 157, Issue 2 https://doi.org/10.1042/bj1570495	journal	August 1976
Gold Nanoparticles in Chemical and Biological Sensing Saha, Krishnendu; Agasti, Sarit S.; Kim, Chaekyu Chemical Reviews, Vol. 112, Issue 5 https://doi.org/10.1021/cr2001178	journal	February 2012
Insight into Metal Removal from Peptides that Sequester Copper for Methane Oxidation Baslé, Arnaud; El Ghazouani, Abdelnasser; Lee, Jaeick Chemistry – A European Journal, Vol. 24, Issue 18 https://doi.org/10.1002/chem.201706035	journal	February 2018
The membrane-associated form of methane mono-oxygenase from Methylococcus capsulatus (Bath) is a copper/iron protein Basu, Piku; Katterle, Bettina; Andersson, K. Kristoffer Biochemical Journal, Vol. 369, Issue 2 https://doi.org/10.1042/bj20020823	journal	January 2003
Evidence for a mu-oxo-bridged binuclear iron cluster in the hydroxylase component of methane monooxygenase. Mössbauer and EPR studies. Fox, B. G.; Surerus, K. K.; Münck, E. Journal of Biological Chemistry, Vol. 263, Issue 22 https://doi.org/10.1016/S0021-9258(18)38005-0	journal	August 1988
Structure of the key species in the enzymatic oxidation of methane to methanol Banerjee, Rahul; Proshlyakov, Yegor; Lipscomb, John D. Nature, Vol. 518, Issue 7539 https://doi.org/10.1038/nature14160	journal	January 2015
Dioxygen Activation by Enzymes Containing Binuclear Non-Heme Iron Clusters Wallar, Bradley J.; Lipscomb, John D. Chemical Reviews, Vol. 96, Issue 7 https://doi.org/10.1021/cr9500489	journal	January 1996
Life in the extreme: thermoacidophilic methanotrophy Semrau, Jeremy D.; DiSpirito, Alan A.; Murrell, J. Colin Trends in Microbiology, Vol. 16, Issue 5 https://doi.org/10.1016/j.tim.2008.02.004	journal	May 2008
Methane Monooxygenase Hydroxylase and B Component Interactions ^† Zhang, Jingyan; Wallar, Bradley J.; Popescu, Codrina V. Biochemistry, Vol. 45, Issue 9 https://doi.org/10.1021/bi052256t	journal	March 2006
Spectral and thermodynamic properties of methanobactin from γ-proteobacterial methane oxidizing bacteria: A case for copper competition on a molecular level Choi, Dong W.; Bandow, Nathan L.; McEllistrem, Marcus T. Journal of Inorganic Biochemistry, Vol. 104, Issue 12 https://doi.org/10.1016/j.jinorgbio.2010.08.002	journal	December 2010
Biocatalysts for methane conversion: big progress on breaking a small substrate Lawton, Thomas J.; Rosenzweig, Amy C. Current Opinion in Chemical Biology, Vol. 35 https://doi.org/10.1016/j.cbpa.2016.10.001	journal	December 2016
Crystal structure of a membrane-bound metalloenzyme that catalyses the biological oxidation of methane Lieberman, Raquel L.; Rosenzweig, Amy C. Nature, Vol. 434, Issue 7030 https://doi.org/10.1038/nature03311	journal	January 2005
Copper stress underlies the fundamental change in intracellular location of methane mono-oxygenase in methane-oxidizing organisms: Studies in batch and continuous cultures Stanley, S. H.; Prior, S. D.; Leak, D. J. Biotechnology Letters, Vol. 5, Issue 7 https://doi.org/10.1007/BF00132233	journal	July 1983
Intracytoplasmic membrane formation in Methylomicrobium album BG8 is stimulated by copper in the growth medium Brantner, Christine A.; Buchholz, Lorie A.; McSwain, Claudia L. Canadian Journal of Microbiology, Vol. 43, Issue 7 https://doi.org/10.1139/m97-095	journal	July 1997
Systematic review: the epidemiology and natural history of non-alcoholic fatty liver disease and non-alcoholic steatohepatitis in adults: Systematic review: epidemiology of NAFLD and NASH Vernon, G.; Baranova, A.; Younossi, Z. M. Alimentary Pharmacology & Therapeutics, Vol. 34, Issue 3 https://doi.org/10.1111/j.1365-2036.2011.04724.x	journal	May 2011
Methanobactin from Methylosinus trichosporium OB3b inhibits N2O reduction in denitrifiers Chang, Jin; Gu, Wenyu; Park, Doyoung The ISME Journal, Vol. 12, Issue 8 https://doi.org/10.1038/s41396-017-0022-8	journal	January 2018
Inhibition by acetylene of ammonia oxidation in Nitrosomonas europaea Hynes, Russell K.; Knowles, Roger FEMS Microbiology Letters, Vol. 4, Issue 6 https://doi.org/10.1111/j.1574-6968.1978.tb02889.x	journal	December 1978
The biosynthesis of methanobactin Kenney, Grace E.; Dassama, Laura M. K.; Pandelia, Maria-Eirini Science, Vol. 359, Issue 6382 https://doi.org/10.1126/science.aap9437	journal	March 2018
Structure and mechanism of tryptophylquinone enzymes Davidson, Victor L. Bioorganic Chemistry, Vol. 33, Issue 3 https://doi.org/10.1016/j.bioorg.2004.10.001	journal	June 2005
Treatment with a Copper-Zinc Chelator Markedly and Rapidly Inhibits β-Amyloid Accumulation in Alzheimer's Disease Transgenic Mice Cherny, Robert A.; Atwood, Craig S.; Xilinas, Michel E. Neuron, Vol. 30, Issue 3 https://doi.org/10.1016/S0896-6273(01)00317-8	journal	May 2001
Is coproporphyrin III a copper-acquisition compound in Paracoccus denitrificans? Anttila, Jani; Heinonen, Petri; Nenonen, Timo Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 1807, Issue 3 https://doi.org/10.1016/j.bbabio.2010.12.014	journal	March 2011
X-ray absorption, Moessbauer, and EPR studies of the dinuclear iron center in the hydroxylase component of methane monooxygenase DeWitt, Jane G.; Bentsen, James G.; Rosenzweig, Amy C. Journal of the American Chemical Society, Vol. 113, Issue 24 https://doi.org/10.1021/ja00024a031	journal	November 1991

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