Capture of activated dioxygen intermediates at the copper-active site of a lytic polysaccharide monooxygenase

Schröder, Gabriela C.; O'Dell, William B.; Webb, Simon P.; Agarwal, Pratul K.; Meilleur, Flora

doi:10.1039/D2SC05031E

Title: Capture of activated dioxygen intermediates at the copper-active site of a lytic polysaccharide monooxygenase

Journal Article · Wed Nov 23 00:00:00 EST 2022 · Chemical Science

DOI:https://doi.org/10.1039/D2SC05031E· OSTI ID:1896550

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Department of Molecular and Structural Biochemistry, North Carolina State University, Raleigh, NC 27695, USA, Neutron Scattering Division, Oak Ridge National Laboratory, Oak Ridge, TN 37831, USA
VeraChem LLC, 12850 Middlebrook Rd. Ste 205, Germantown, MD 20874-5244, USA
Department of Physiological Sciences and High-Performance Computing Center, Oklahoma State University, Stillwater, OK 74078, USA

Superoxo and hydroperoxo intermediates were cryotrapped at the copper active site of lytic polysaccharide monooxygenase using neutron protein crystallography.

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Sponsoring Organization:: USDOE

OSTI ID:: 1896550

Journal Information:: Chemical Science, Journal Name: Chemical Science Vol. 13 Journal Issue: 45; ISSN 2041-6520

Publisher:: Royal Society of Chemistry (RSC)Copyright Statement

Country of Publication:: United Kingdom

Language:: English

References (102)

Diatomic [CuO]+ and Its Role in the Spin-Selective Hydrogen- and Oxygen-Atom Transfers in the Thermal Activation of Methane Dietl, Nicolas; van der Linde, Christian; Schlangen, Maria Angewandte Chemie International Edition, Vol. 50, Issue 21 https://doi.org/10.1002/anie.201100606	journal	April 2011
Interactions of a fungal lytic polysaccharide monooxygenase with β-glucan substrates and cellobiose dehydrogenase Courtade, Gaston; Wimmer, Reinhard; Røhr, Åsmund K. Proceedings of the National Academy of Sciences, Vol. 113, Issue 21 https://doi.org/10.1073/pnas.1602566113	journal	May 2016
“Mining Minima”: Direct Computation of Conformational Free Energy Head, Martha S.; Given, James A.; Gilson, Michael K. The Journal of Physical Chemistry A, Vol. 101, Issue 8 https://doi.org/10.1021/jp963817g	journal	February 1997
Overview of the CCP 4 suite and current developments Winn, Martyn D.; Ballard, Charles C.; Cowtan, Kevin D. Acta Crystallographica Section D Biological Crystallography, Vol. 67, Issue 4 https://doi.org/10.1107/S0907444910045749	journal	March 2011
Insights from Free-Energy Calculations: Protein Conformational Equilibrium, Driving Forces, and Ligand-Binding Modes Huang, Yu-ming M.; Chen, Wei; Potter, Michael J. Biophysical Journal, Vol. 103, Issue 2 https://doi.org/10.1016/j.bpj.2012.05.046	journal	July 2012
The H2O2-dependent activity of a fungal lytic polysaccharide monooxygenase investigated with a turbidimetric assay Filandr, Frantisek; Man, Petr; Halada, Petr Biotechnology for Biofuels, Vol. 13, Issue 1 https://doi.org/10.1186/s13068-020-01673-4	journal	March 2020
Stimulation of Lignocellulosic Biomass Hydrolysis by Proteins of Glycoside Hydrolase Family 61 Structure and Function of a Large, Enigmatic Family Harris, Paul; Welner, Ditte; McFarland, K. Biochemistry, Vol. 49, Issue 15, p. 3305-3316 https://doi.org/10.1021/bi100009p	journal	April 2010
Free Energy, Entropy, and Induced Fit in Host−Guest Recognition: Calculations with the Second-Generation Mining Minima Algorithm Chang, Chia-En; Gilson, Michael K. Journal of the American Chemical Society, Vol. 126, Issue 40 https://doi.org/10.1021/ja047115d	journal	October 2004
An Oxidative Enzyme Boosting the Enzymatic Conversion of Recalcitrant Polysaccharides Vaaje-Kolstad, Gustav; Westereng, Bjørge; Horn, Svein J. Science, Vol. 330, Issue 6001, p. 219-222 https://doi.org/10.1126/science.1192231	journal	October 2010
Neutron protein crystallography: A complementary tool for locating hydrogens in proteins O'Dell, William B.; Bodenheimer, Annette M.; Meilleur, Flora Archives of Biochemistry and Biophysics, Vol. 602 https://doi.org/10.1016/j.abb.2015.11.033	journal	July 2016
Direct visualization of a Fe(IV)–OH intermediate in a heme enzyme Kwon, Hanna; Basran, Jaswir; Casadei, Cecilia M. Nature Communications, Vol. 7, Issue 1 https://doi.org/10.1038/ncomms13445	journal	November 2016
End-On Copper(I) Superoxo and Cu(II) Peroxo and Hydroperoxo Complexes Generated by Cryoreduction/Annealing and Characterized by EPR/ENDOR Spectroscopy Davydov, Roman; Herzog, Austin E.; Jodts, Richard J. Journal of the American Chemical Society, Vol. 144, Issue 1 https://doi.org/10.1021/jacs.1c10252	journal	January 2022
Modeling Protein−Ligand Binding by Mining Minima Chen, Wei; Gilson, Michael K.; Webb, Simon P. Journal of Chemical Theory and Computation, Vol. 6, Issue 11 https://doi.org/10.1021/ct100245n	journal	October 2010
Towards automated crystallographic structure refinement with phenix.refine Afonine, Pavel V.; Grosse-Kunstleve, Ralf W.; Echols, Nathaniel Acta Crystallographica Section D Biological Crystallography, Vol. 68, Issue 4 https://doi.org/10.1107/S0907444912001308	journal	March 2012
Catalytic Mechanism of Dopamine β-Monooxygenase Mediated by Cu(III)−Oxo Yoshizawa, Kazunari; Kihara, Naoki; Kamachi, Takashi Inorganic Chemistry, Vol. 45, Issue 7 https://doi.org/10.1021/ic0521168	journal	April 2006
Formation of a Copper(II)–Tyrosyl Complex at the Active Site of Lytic Polysaccharide Monooxygenases Following Oxidation by H₂O₂ Paradisi, Alessandro; Johnston, Esther M.; Tovborg, Morten Journal of the American Chemical Society, Vol. 141, Issue 46 https://doi.org/10.1021/jacs.9b09833	journal	November 2019
A C4-oxidizing Lytic Polysaccharide Monooxygenase Cleaving Both Cellulose and Cello-oligosaccharides Isaksen, Trine; Westereng, Bjørge; Aachmann, Finn L. Journal of Biological Chemistry, Vol. 289, Issue 5 https://doi.org/10.1074/jbc.M113.530196	journal	December 2013
Oxidative cleavage of polysaccharides by monocopper enzymes depends on H2O2 Bissaro, Bastien; Røhr, Åsmund K.; Müller, Gerdt Nature Chemical Biology, Vol. 13, Issue 10 https://doi.org/10.1038/nchembio.2470	journal	August 2017
Detection and Characterization of a Novel Copper‐Dependent Intermediate in a Lytic Polysaccharide Monooxygenase Singh, Raushan K.; Blossom, Benedikt M.; Russo, David A. Chemistry – A European Journal, Vol. 26, Issue 2 https://doi.org/10.1002/chem.201903562	journal	November 2019
Targeting the reactive intermediate in polysaccharide monooxygenases Hedegård, Erik D.; Ryde, Ulf JBIC Journal of Biological Inorganic Chemistry, Vol. 22, Issue 7 https://doi.org/10.1007/s00775-017-1480-1	journal	July 2017
Differential Substrate Recognition by Maltose Binding Proteins Influenced by Structure and Dynamics Shukla, Shantanu; Bafna, Khushboo; Gullett, Caeley Biochemistry, Vol. 57, Issue 40 https://doi.org/10.1021/acs.biochem.8b00783	journal	September 2018
An Online Approach for Mining Collective Behaviors from Molecular Dynamics Simulations Ramanathan, Arvind; Agarwal, Pratul K.; Kurnikova, Maria Journal of Computational Biology, Vol. 17, Issue 3 https://doi.org/10.1089/cmb.2009.0167	journal	March 2010
The infrared absorption of amino acid side chains Barth, Andreas Progress in Biophysics and Molecular Biology, Vol. 74, Issue 3-5 https://doi.org/10.1016/S0079-6107(00)00021-3	journal	January 2000
Modulating Enzyme Activity by Altering Protein Dynamics with Solvent Duff, Michael R.; Borreguero, Jose M.; Cuneo, Matthew J. Biochemistry, Vol. 57, Issue 29 https://doi.org/10.1021/acs.biochem.8b00424	journal	June 2018
The statistical-thermodynamic basis for computation of binding affinities: a critical review Gilson, M. K.; Given, J. A.; Bush, B. L. Biophysical Journal, Vol. 72, Issue 3 https://doi.org/10.1016/S0006-3495(97)78756-3	journal	March 1997
The GB/SA Continuum Model for Solvation. A Fast Analytical Method for the Calculation of Approximate Born Radii Qiu, Di; Shenkin, Peter S.; Hollinger, Frank P. The Journal of Physical Chemistry A, Vol. 101, Issue 16 https://doi.org/10.1021/jp961992r	journal	April 1997
UCSF Chimera?A visualization system for exploratory research and analysis Pettersen, Eric F.; Goddard, Thomas D.; Huang, Conrad C. Journal of Computational Chemistry, Vol. 25, Issue 13 https://doi.org/10.1002/jcc.20084	journal	January 2004
Enhanced docking with the mining minima optimizer: Acceleration and side-chain flexibility Kairys, Visvaldas; Gilson, Michael K. Journal of Computational Chemistry, Vol. 23, Issue 16 https://doi.org/10.1002/jcc.10168	journal	October 2002
Long-Range Electrostatics-Induced Two-Proton Transfer Captured by Neutron Crystallography in an Enzyme Catalytic Site Gerlits, Oksana; Wymore, Troy; Das, Amit Angewandte Chemie International Edition, Vol. 55, Issue 16 https://doi.org/10.1002/anie.201509989	journal	March 2016
Tork: Conformational analysis method for molecules and complexes Chang, Chia‐En; Gilson, Michael K. Journal of Computational Chemistry, Vol. 24, Issue 16 https://doi.org/10.1002/jcc.10325	journal	September 2003
Glycosidic Bond Hydroxylation by Polysaccharide Monooxygenases Hangasky, John A.; Detomasi, Tyler C.; Marletta, Michael A. Trends in Chemistry, Vol. 1, Issue 2 https://doi.org/10.1016/j.trechm.2019.01.007	journal	May 2019
Oxidative Cleavage of Cellulose by Fungal Copper-Dependent Polysaccharide Monooxygenases Beeson, William T.; Phillips, Christopher M.; Cate, Jamie H. D. Journal of the American Chemical Society, Vol. 134, Issue 2 https://doi.org/10.1021/ja210657t	journal	December 2011
The relationship between thermal stability and pH optimum studied with wild-type and mutant Trichoderma reesei cellobiohydrolase Cel7A: Stability of cellobiohydrolase Cel7A Boer, Harry; Koivula, Anu European Journal of Biochemistry, Vol. 270, Issue 5 https://doi.org/10.1046/j.1432-1033.2003.03431.x	journal	March 2003
Copper-Catalyzed Oxidation of Alkanes with H ₂ O ₂ under a Fenton-like Regime Garcia-Bosch, Isaac; Siegler, Maxime A. Angewandte Chemie International Edition, Vol. 55, Issue 41 https://doi.org/10.1002/anie.201607216	journal	September 2016
Bracing copper for the catalytic oxidation of C–H bonds Ciano, Luisa; Davies, Gideon J.; Tolman, William B. Nature Catalysis, Vol. 1, Issue 8 https://doi.org/10.1038/s41929-018-0110-9	journal	August 2018
Radical-Like Activation of Alkanes by the Ligated Copper Oxide Cation (Phenanthroline)CuO ⁺ ^† Schröder, Detlef; Holthausen, Max C.; Schwarz, Helmut The Journal of Physical Chemistry B, Vol. 108, Issue 38 https://doi.org/10.1021/jp0496452	journal	September 2004
Protein Conformational Populations and Functionally Relevant Substates Ramanathan, Arvind; Savol, Andrej; Burger, Virginia Accounts of Chemical Research, Vol. 47, Issue 1 https://doi.org/10.1021/ar400084s	journal	August 2013
The Nature and Reactivity of Ferryl Heme in Compounds I and II Moody, Peter C. E.; Raven, Emma L. Accounts of Chemical Research, Vol. 51, Issue 2 https://doi.org/10.1021/acs.accounts.7b00463	journal	January 2018
Copper–Oxygen Complexes Revisited: Structures, Spectroscopy, and Reactivity Elwell, Courtney E.; Gagnon, Nicole L.; Neisen, Benjamin D. Chemical Reviews, Vol. 117, Issue 3 https://doi.org/10.1021/acs.chemrev.6b00636	journal	January 2017
Neutron cryo-crystallography captures the protonation state of ferryl heme in a peroxidase Casadei, C. M.; Gumiero, A.; Metcalfe, C. L. Science, Vol. 345, Issue 6193 https://doi.org/10.1126/science.1254398	journal	July 2014
ff14SB: Improving the Accuracy of Protein Side Chain and Backbone Parameters from ff99SB Maier, James A.; Martinez, Carmenza; Kasavajhala, Koushik Journal of Chemical Theory and Computation, Vol. 11, Issue 8 https://doi.org/10.1021/acs.jctc.5b00255	journal	July 2015
Improving the accuracy and resolution of neutron crystallographic data by three-dimensional profile fitting of Bragg peaks in reciprocal space Sullivan, Brendan; Archibald, Rick; Langan, Patricia S. Acta Crystallographica Section D Structural Biology, Vol. 74, Issue 11 https://doi.org/10.1107/S2059798318013347	journal	October 2018
PHENIX: a comprehensive Python-based system for macromolecular structure solution Adams, Paul D.; Afonine, Pavel V.; Bunkóczi, Gábor Acta Crystallographica Section D Biological Crystallography, Vol. 66, Issue 2, p. 213-221 https://doi.org/10.1107/S0907444909052925	journal	January 2010
The macromolecular neutron diffractometer (MaNDi) at the Spallation Neutron Source, Oak Ridge: enhanced optics design, high-resolution neutron detectors and simulated diffraction Coates, L.; Stoica, A. D.; Hoffmann, C. Journal of Applied Crystallography, Vol. 43, Issue 3 https://doi.org/10.1107/S0021889810008587	journal	April 2010
Atomistics of pre-nucleation layering of liquid metals at the interface with poor nucleants Ma, Sida; Brown, Adam J.; Yan, Rui Communications Chemistry, Vol. 2, Issue 1 https://doi.org/10.1038/s42004-018-0104-1	journal	January 2019
Cellobiose Dehydrogenase and a Copper-Dependent Polysaccharide Monooxygenase Potentiate Cellulose Degradation by Neurospora crassa Phillips, Christopher M.; Beeson, William T.; Cate, Jamie H. ACS Chemical Biology, Vol. 6, Issue 12, p. 1399-1406 https://doi.org/10.1021/cb200351y	journal	December 2011
Metalloprotein catalysis: structural and mechanistic insights into oxidoreductases from neutron protein crystallography Schröder, Gabriela C.; Meilleur, Flora Acta Crystallographica Section D Structural Biology, Vol. 77, Issue 10 https://doi.org/10.1107/S2059798321009025	journal	September 2021
Preliminary results of neutron and X-ray diffraction data collection on a lytic polysaccharide monooxygenase under reduced and acidic conditions Schröder, Gabriela C.; O'Dell, William B.; Swartz, Paul D. Acta Crystallographica Section F Structural Biology Communications, Vol. 77, Issue 4 https://doi.org/10.1107/S2053230X21002399	journal	March 2021
Cupric Superoxo-Mediated Intermolecular C−H Activation Chemistry Peterson, Ryan L.; Himes, Richard A.; Kotani, Hiroaki Journal of the American Chemical Society, Vol. 133, Issue 6 https://doi.org/10.1021/ja110466q	journal	February 2011
Lignocellulose degradation mechanisms across the Tree of Life Cragg, Simon M.; Beckham, Gregg T.; Bruce, Neil C. Current Opinion in Chemical Biology, Vol. 29 https://doi.org/10.1016/j.cbpa.2015.10.018	journal	December 2015
The framework of polysaccharide monooxygenase structure and chemistry Span, Elise A.; Marletta, Michael A. Current Opinion in Structural Biology, Vol. 35 https://doi.org/10.1016/j.sbi.2015.10.002	journal	December 2015
Calculation of Molecular Configuration Integrals Chang, Chia-En; Potter, Michael J.; Gilson, Michael K. The Journal of Physical Chemistry B, Vol. 107, Issue 4 https://doi.org/10.1021/jp027149c	journal	January 2003
Protonation State of an Important Histidine from High Resolution Structures of Lytic Polysaccharide Monooxygenases Banerjee, Sanchari; Muderspach, Sebastian J.; Tandrup, Tobias Biomolecules, Vol. 12, Issue 2 https://doi.org/10.3390/biom12020194	journal	January 2022
Direct determination of protonation states and visualization of hydrogen bonding in a glycoside hydrolase with neutron crystallography Wan, Qun; Parks, Jerry M.; Hanson, B. Leif Proceedings of the National Academy of Sciences, Vol. 112, Issue 40 https://doi.org/10.1073/pnas.1504986112	journal	September 2015
Conservation of Dynamics Associated with Biological Function in an Enzyme Superfamily Narayanan, Chitra; Bernard, David N.; Bafna, Khushboo Structure, Vol. 26, Issue 3 https://doi.org/10.1016/j.str.2018.01.015	journal	March 2018
Semianalytical treatment of solvation for molecular mechanics and dynamics Still, W. Clark; Tempczyk, Anna; Hawley, Ronald C. Journal of the American Chemical Society, Vol. 112, Issue 16 https://doi.org/10.1021/ja00172a038	journal	August 1990
Mantid—Data analysis and visualization package for neutron scattering and $μ$ SR experiments Arnold, O.; Bilheux, J. C.; Borreguero, J. M. Nuclear Instruments and Methods in Physics Research Section A: Accelerators, Spectrometers, Detectors and Associated Equipment, Vol. 764 https://doi.org/10.1016/j.nima.2014.07.029	journal	November 2014
Quantum mechanical calculations suggest that lytic polysaccharide monooxygenases use a copper-oxyl, oxygen-rebound mechanism Kim, S.; Stahlberg, J.; Sandgren, M. Proceedings of the National Academy of Sciences, Vol. 111, Issue 1 https://doi.org/10.1073/pnas.1316609111	journal	December 2013
The molecular basis of polysaccharide cleavage by lytic polysaccharide monooxygenases Frandsen, Kristian E. H.; Simmons, Thomas J.; Dupree, Paul Nature Chemical Biology, Vol. 12, Issue 4 https://doi.org/10.1038/nchembio.2029	journal	February 2016
Oxygen Activation by Cu LPMOs in Recalcitrant Carbohydrate Polysaccharide Conversion to Monomer Sugars Meier, Katlyn K.; Jones, Stephen M.; Kaper, Thijs Chemical Reviews, Vol. 118, Issue 5 https://doi.org/10.1021/acs.chemrev.7b00421	journal	November 2017
Ligand Identity-Induced Generation of Enhanced Oxidative Hydrogen Atom Transfer Reactivity for a Cu ^II ₂ (O ₂ ^•– ) Complex Driven by Formation of a Cu ^II ₂ ( ⁻ OOH) Compound with a Strong O–H Bond Quist, David A.; Ehudin, Melanie A.; Schaefer, Andrew W. Journal of the American Chemical Society, Vol. 141, Issue 32 https://doi.org/10.1021/jacs.9b05277	journal	July 2019
Insights into the oxidative degradation of cellulose by a copper metalloenzyme that exploits biomass components Quinlan, R. J.; Sweeney, M. D.; Lo Leggio, L. Proceedings of the National Academy of Sciences, Vol. 108, Issue 37, p. 15079-15084 https://doi.org/10.1073/pnas.1105776108	journal	August 2011
Unliganded and substrate bound structures of the cellooligosaccharide active lytic polysaccharide monooxygenase LsAA9A at low pH Frandsen, Kristian E. H.; Poulsen, Jens-Christian N.; Tandrup, Tobias Carbohydrate Research, Vol. 448 https://doi.org/10.1016/j.carres.2017.03.010	journal	August 2017
Rapid C–H Bond Activation by a Monocopper(III)–Hydroxide Complex Donoghue, Patrick J.; Tehranchi, Jacqui; Cramer, Christopher J. Journal of the American Chemical Society, Vol. 133, Issue 44 https://doi.org/10.1021/ja207882h	journal	November 2011
IMAGINE: neutrons reveal enzyme chemistry Schröder, Gabriela C.; O'Dell, William B.; Myles, Dean A. A. Acta Crystallographica Section D Structural Biology, Vol. 74, Issue 8 https://doi.org/10.1107/S2059798318001626	journal	July 2018
Coordinate Systems and the Calculation of Molecular Properties Potter, Michael J.; Gilson, Michael K. The Journal of Physical Chemistry A, Vol. 106, Issue 3 https://doi.org/10.1021/jp0135407	journal	December 2001
Enzymatic properties of cellulases from Humicola insolens Schülein, Martin Journal of Biotechnology, Vol. 57, Issue 1-3, p. 71-81 https://doi.org/10.1016/S0168-1656(97)00090-4	journal	September 1997
Formally Copper(III)–Alkylperoxo Complexes as Models of Possible Intermediates in Monooxygenase Enzymes Neisen, Benjamin D.; Gagnon, Nicole L.; Dhar, Debanjan Journal of the American Chemical Society, Vol. 139, Issue 30 https://doi.org/10.1021/jacs.7b05754	journal	July 2017
Peroxide Activation Regulated by Hydrogen Bonds within Artificial Cu Proteins Mann, Samuel I.; Heinisch, Tillmann; Ward, Thomas R. Journal of the American Chemical Society, Vol. 139, Issue 48 https://doi.org/10.1021/jacs.7b10452	journal	November 2017
Hydrogen Atom Abstraction from Hydrocarbons by a Copper(III)-Hydroxide Complex Dhar, Debanjan; Tolman, William B. Journal of the American Chemical Society, Vol. 137, Issue 3 https://doi.org/10.1021/ja512014z	journal	January 2015
Catalytic Mechanism of Fungal Lytic Polysaccharide Monooxygenases Investigated by First-Principles Calculations Bertini, Luca; Breglia, Raffaella; Lambrughi, Matteo Inorganic Chemistry, Vol. 57, Issue 1 https://doi.org/10.1021/acs.inorgchem.7b02005	journal	December 2017
The Role of the Secondary Coordination Sphere in a Fungal Polysaccharide Monooxygenase Span, Elise A.; Suess, Daniel L. M.; Deller, Marc C. ACS Chemical Biology, Vol. 12, Issue 4 https://doi.org/10.1021/acschembio.7b00016	journal	March 2017
Accelerated Poisson-Boltzmann calculations for static and dynamic systems Luo, Ray; David, Laurent; Gilson, Michael K. Journal of Computational Chemistry, Vol. 23, Issue 13 https://doi.org/10.1002/jcc.10120	journal	July 2002
Neutral imidazole is the electrophile in the reaction catalyzed by triosephosphate isomerase: structural origins and catalytic implications Lodi, Patricia J.; Knowles, Jeremy R. Biochemistry, Vol. 30, Issue 28 https://doi.org/10.1021/bi00242a020	journal	July 1991
Single-molecule study of oxidative enzymatic deconstruction of cellulose Eibinger, Manuel; Sattelkow, Jürgen; Ganner, Thomas Nature Communications, Vol. 8, Issue 1 https://doi.org/10.1038/s41467-017-01028-y	journal	October 2017
A complete active space SCF method (CASSCF) using a density matrix formulated super-CI approach Roos, Björn O.; Taylor, Peter R.; Sigbahn, Per E. M. Chemical Physics, Vol. 48, Issue 2 https://doi.org/10.1016/0301-0104(80)80045-0	journal	May 1980
Structural Basis for Substrate Targeting and Catalysis by Fungal Polysaccharide Monooxygenases Li, Xin; Beeson, William T.; Phillips, Christopher M. Structure, Vol. 20, Issue 6, p. 1051-1061 https://doi.org/10.1016/j.str.2012.04.002	journal	June 2012
Oxygen Activation at the Active Site of a Fungal Lytic Polysaccharide Monooxygenase O'Dell, William B.; Agarwal, Pratul K.; Meilleur, Flora Angewandte Chemie International Edition, Vol. 56, Issue 3 https://doi.org/10.1002/anie.201610502	journal	December 2016
Mutagenic Studies on Histidine 98 of Methylglyoxal Synthase: Effects on Mechanism and Conformational Change^, Marks, Gregory T.; Susler, Majelle; Harrison, David H. T. Biochemistry, Vol. 43, Issue 13 https://doi.org/10.1021/bi035838o	journal	March 2004
Nucleotide substrate binding characterization in human pancreatic-type ribonucleases Bafna, Khushboo; Narayanan, Chitra; Chennubhotla, S. Chakra PLOS ONE, Vol. 14, Issue 8 https://doi.org/10.1371/journal.pone.0220037	journal	August 2019
Unraveling the roles of the reductant and free copper ions in LPMO kinetics Stepnov, Anton A.; Forsberg, Zarah; Sørlie, Morten Biotechnology for Biofuels, Vol. 14, Issue 1 https://doi.org/10.1186/s13068-021-01879-0	journal	January 2021
Enzymatic cellulose oxidation is linked to lignin by long-range electron transfer Westereng, Bjørge; Cannella, David; Wittrup Agger, Jane Scientific Reports, Vol. 5, Issue 1 https://doi.org/10.1038/srep18561	journal	December 2015
Computational Identification of Slow Conformational Fluctuations in Proteins Ramanathan, Arvind; Agarwal, Pratul K. The Journal of Physical Chemistry B, Vol. 113, Issue 52 https://doi.org/10.1021/jp9077213	journal	December 2009
Molecular mechanism of lytic polysaccharide monooxygenases Hedegård, Erik Donovan; Ryde, Ulf Chemical Science, Vol. 9, Issue 15 https://doi.org/10.1039/C8SC00426A	journal	January 2018
Enzymatic Reactions of Triosephosphate Isomerase: A Theoretical Calibration Study Lennartz, C.; Schäfer, A.; Terstegen, F. The Journal of Physical Chemistry B, Vol. 106, Issue 7 https://doi.org/10.1021/jp012658k	journal	January 2002
Features and development of Coot Emsley, P.; Lohkamp, B.; Scott, W. G. Acta Crystallographica Section D Biological Crystallography, Vol. 66, Issue 4 https://doi.org/10.1107/S0907444910007493	journal	March 2010
Molecular Mechanisms of Oxygen Activation and Hydrogen Peroxide Formation in Lytic Polysaccharide Monooxygenases Wang, Binju; Walton, Paul H.; Rovira, Carme ACS Catalysis, Vol. 9, Issue 6 https://doi.org/10.1021/acscatal.9b00778	journal	April 2019
Discovery of CDK8/CycC Ligands with a New Virtual Screening Tool Chen, Wei; Ren, Xiaodong; Chang, Chia‐en A. ChemMedChem, Vol. 14, Issue 1 https://doi.org/10.1002/cmdc.201800559	journal	December 2018
Decoding the Mechanism of Intramolecular Cu-Directed Hydroxylation of sp ³ C–H Bonds Trammell, Rachel; See, Yi Yang; Herrmann, Aaron T. The Journal of Organic Chemistry, Vol. 82, Issue 15 https://doi.org/10.1021/acs.joc.7b01069	journal	July 2017
Crystallization of a fungal lytic polysaccharide monooxygenase expressed from glycoengineered Pichia pastoris for X-ray and neutron diffraction O'Dell, William B.; Swartz, Paul D.; Weiss, Kevin L. Acta Crystallographica Section F Structural Biology Communications, Vol. 73, Issue 2 https://doi.org/10.1107/S2053230X16020318	journal	January 2017
Perturbing the Copper(III)–Hydroxide Unit through Ligand Structural Variation Dhar, Debanjan; Yee, Gereon M.; Spaeth, Andrew D. Journal of the American Chemical Society, Vol. 138, Issue 1 https://doi.org/10.1021/jacs.5b10985	journal	December 2015
Characterization of Promiscuous Binding of Phosphor Ligands to Breast-Cancer-Gene 1 (BRCA1) C-Terminal (BRCT): Molecular Dynamics, Free Energy, Entropy and Inhibitor Design You, Wanli; Huang, Yu-ming M.; Kizhake, Smitha PLOS Computational Biology, Vol. 12, Issue 8 https://doi.org/10.1371/journal.pcbi.1005057	journal	August 2016
Spectroscopic and computational insight into the activation of O2 by the mononuclear Cu center in polysaccharide monooxygenases Kjaergaard, C. H.; Qayyum, M. F.; Wong, S. D. Proceedings of the National Academy of Sciences, Vol. 111, Issue 24 https://doi.org/10.1073/pnas.1408115111	journal	June 2014
Neutron and Atomic Resolution X-ray Structures of a Lytic Polysaccharide Monooxygenase Reveal Copper-Mediated Dioxygen Binding and Evidence for N-Terminal Deprotonation Bacik, John-Paul; Mekasha, Sophanit; Forsberg, Zarah Biochemistry, Vol. 56, Issue 20 https://doi.org/10.1021/acs.biochem.7b00019	journal	May 2017
Calculation of Cyclodextrin Binding Affinities: Energy, Entropy, and Implications for Drug Design Chen, Wei; Chang, Chia-En; Gilson, Michael K. Biophysical Journal, Vol. 87, Issue 5 https://doi.org/10.1529/biophysj.104.049494	journal	November 2004
Computation of host–guest binding free energies with a new quantum mechanics based mining minima algorithm Xu, Peng; Sattasathuchana, Tosaporn; Guidez, Emilie The Journal of Chemical Physics, Vol. 154, Issue 10 https://doi.org/10.1063/5.0040759	journal	March 2021
Structural and Electronic Snapshots during the Transition from a Cu(II) to Cu(I) Metal Center of a Lytic Polysaccharide Monooxygenase by X-ray Photoreduction Gudmundsson, Mikael; Kim, Seonah; Wu, Miao Journal of Biological Chemistry, Vol. 289, Issue 27, p. 18782-18792 https://doi.org/10.1074/jbc.M114.563494	journal	May 2014
The role of the active site tyrosine in the mechanism of lytic polysaccharide monooxygenase McEvoy, Aina; Creutzberg, Joel; Singh, Raushan K. Chemical Science, Vol. 12, Issue 1 https://doi.org/10.1039/D0SC05262K	journal	January 2021
The First Structure of a Glycoside Hydrolase Family 61 Member, Cel61B from Hypocrea jecorina, at 1.6 Å Resolution Karkehabadi, Saeid; Hansson, Henrik; Kim, Steve Journal of Molecular Biology, Vol. 383, Issue 1, p. 144-154 https://doi.org/10.1016/j.jmb.2008.08.016	journal	October 2008
Cellulose Degradation by Polysaccharide Monooxygenases Beeson, William T.; Vu, Van V.; Span, Elise A. Annual Review of Biochemistry, Vol. 84, Issue 1 https://doi.org/10.1146/annurev-biochem-060614-034439	journal	June 2015
Lytic Polysaccharide Monooxygenases in Enzymatic Processing of Lignocellulosic Biomass Chylenski, Piotr; Bissaro, Bastien; Sørlie, Morten ACS Catalysis, Vol. 9, Issue 6 https://doi.org/10.1021/acscatal.9b00246	journal	April 2019
Expansion of the enzymatic repertoire of the CAZy database to integrate auxiliary redox enzymes Levasseur, Anthony; Drula, Elodie; Lombard, Vincent Biotechnology for Biofuels, Vol. 6, Issue 1, Article No. 41 https://doi.org/10.1186/1754-6834-6-41	journal	January 2013

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