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Title: Mix-and-inject XFEL crystallography reveals gated conformational dynamics during enzyme catalysis

Abstract

How changes in enzyme structure and dynamics facilitate passage along the reaction coordinate is a fundamental unanswered question. Here, we use time-resolved mix-and-inject serial crystallography (MISC) at an X-ray free electron laser (XFEL), ambient-temperature X-ray crystallography, computer simulations, and enzyme kinetics to characterize how covalent catalysis modulates isocyanide hydratase (ICH) conformational dynamics throughout its catalytic cycle. We visualize this previously hypothetical reaction mechanism, directly observing formation of a thioimidate covalent intermediate in ICH microcrystals during catalysis. We report, ICH exhibits a concerted helical displacement upon active-site cysteine modification that is gated by changes in hydrogen bond strength between the cysteine thiolate and the backbone amide of the highly strained Ile152 residue. These catalysis-activated motions permit water entry into the ICH active site for intermediate hydrolysis. Mutations at a Gly residue (Gly150) that modulate helical mobility reduce ICH catalytic turnover and alter its pre-steady-state kinetic behavior, establishing that helical mobility is important for ICH catalytic efficiency. These results demonstrate that MISC can capture otherwise elusive aspects of enzyme mechanism and dynamics in microcrystalline samples, resolving long-standing questions about the connection between nonequilibrium protein motions and enzyme catalysis.

Authors:
 [1];  [2];  [3];  [1];  [4];  [1];  [5];  [6];  [5];  [5];  [5]; ORCiD logo [5];  [7];  [7];  [8];  [8];  [1];  [1];  [1];  [9] more »;  [7];  [9]; ORCiD logo [1]; ORCiD logo [10]; ORCiD logo [1] « less
+ Show Author Affiliations
  1. Univ. of Nebraska, Lincoln, NE (United States)
  2. Friedrich-Alexander Univ., Erlangen-Nürnberg (Germany)
  3. Stanford Univ., CA (United States); SLAC National Accelerator Lab., Menlo Park, CA (United States)
  4. Univ. of Puerto Rico, Mayaguez, PR (United States)
  5. SLAC National Accelerator Lab., Menlo Park, CA (United States). Linac Coherent Light Source (LCLS)
  6. SLAC National Accelerator Lab., Menlo Park, CA (United States). Linac Coherent Light Source (LCLS); SLAC National Accelerator Lab., Menlo Park, CA (United States). Photon Ultrafast Laser Science and Engineering Inst. (PULSE)
  7. SLAC National Accelerator Lab., Menlo Park, CA (United States). Stanford Synchrotron Radiation Lightsource (SSRL)
  8. Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
  9. Univ. of California, San Francisco, CA (United States)
  10. SLAC National Accelerator Lab., Menlo Park, CA (United States); Univ. of California, San Francisco, CA (United States)
Publication Date:
Research Org.:
SLAC National Accelerator Laboratory (SLAC), Menlo Park, CA (United States); SLAC National Accelerator Laboratory (SLAC), Menlo Park, CA (United States). Stanford Synchrotron Radiation Lightsource (SSRL) and Linac Coherent Light Source (LCLS); Argonne National Laboratory (ANL), Argonne, IL (United States). Advanced Photon Source (APS)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division; National Institutes of Health (NIH); National Science Foundation (NSF); USDOE National Nuclear Security Administration (NNSA); Nebraska Tobacco Settlement Biomedical Research Development Fund; USDOE Laboratory Directed Research and Development (LDRD) Program; David and Lucile Packard Foundation; University of California (UC) Office of the President Laboratory Fees Research Program; German Research Foundation (DFG); USDOE Office of Science (SC), Biological and Environmental Research (BER); National Institute of General Medical Sciences (NIGMS); Planck Institute for Medical Research
OSTI Identifier:
1659760
Alternate Identifier(s):
OSTI ID: 1604575
Grant/Contract Number:  
AC02-76SF00515; AC02-06CH11357; GM117126; STC-1231306; GM123159; GM124149; F32 HL129989; 17-SC-20-SC; NIH GM123159; R24GM111072
Resource Type:
Accepted Manuscript
Journal Name:
Proceedings of the National Academy of Sciences of the United States of America
Additional Journal Information:
Journal Volume: 116; Journal Issue: 51; Journal ID: ISSN 0027-8424
Publisher:
National Academy of Sciences
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; X-ray crystallography; cysteine modification; enzyme conformational dynamics; XFEL; radiation damage; enzyme conformational; dynamics

Citation Formats

Dasgupta, Medhanjali, Budday, Dominik, de Oliveira, Saulo P., Madzelan, Peter, Marchany-Rivera, Darya, Seravalli, Javier, Hayes, Brandon, Sierra, Raymond G., Boutet, Sébastien, Hunter, Mark S., Alonso-Mori, Roberto, Batyuk, Alexander, Wierman, Jennifer, Lyubimov, Artem, Brewster, Aaron S., Sauter, Nicholas K., Applegate, Gregory A., Tiwari, Virendra K., Berkowitz, David B., Thompson, Michael C., Cohen, Aina E., Fraser, James S., Wall, Michael E., van den Bedem, Henry, and Wilson, Mark A. Mix-and-inject XFEL crystallography reveals gated conformational dynamics during enzyme catalysis. United States: N. p., 2019. Web. doi:10.1073/pnas.1901864116.
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Dasgupta, Medhanjali, Budday, Dominik, de Oliveira, Saulo P., Madzelan, Peter, Marchany-Rivera, Darya, Seravalli, Javier, Hayes, Brandon, Sierra, Raymond G., Boutet, Sébastien, Hunter, Mark S., Alonso-Mori, Roberto, Batyuk, Alexander, Wierman, Jennifer, Lyubimov, Artem, Brewster, Aaron S., Sauter, Nicholas K., Applegate, Gregory A., Tiwari, Virendra K., Berkowitz, David B., Thompson, Michael C., Cohen, Aina E., Fraser, James S., Wall, Michael E., van den Bedem, Henry, & Wilson, Mark A. Mix-and-inject XFEL crystallography reveals gated conformational dynamics during enzyme catalysis. United States. https://doi.org/10.1073/pnas.1901864116
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Dasgupta, Medhanjali, Budday, Dominik, de Oliveira, Saulo P., Madzelan, Peter, Marchany-Rivera, Darya, Seravalli, Javier, Hayes, Brandon, Sierra, Raymond G., Boutet, Sébastien, Hunter, Mark S., Alonso-Mori, Roberto, Batyuk, Alexander, Wierman, Jennifer, Lyubimov, Artem, Brewster, Aaron S., Sauter, Nicholas K., Applegate, Gregory A., Tiwari, Virendra K., Berkowitz, David B., Thompson, Michael C., Cohen, Aina E., Fraser, James S., Wall, Michael E., van den Bedem, Henry, and Wilson, Mark A. Wed . "Mix-and-inject XFEL crystallography reveals gated conformational dynamics during enzyme catalysis". United States. https://doi.org/10.1073/pnas.1901864116. https://www.osti.gov/servlets/purl/1659760.
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@article{osti_1659760,
title = {Mix-and-inject XFEL crystallography reveals gated conformational dynamics during enzyme catalysis},
author = {Dasgupta, Medhanjali and Budday, Dominik and de Oliveira, Saulo P. and Madzelan, Peter and Marchany-Rivera, Darya and Seravalli, Javier and Hayes, Brandon and Sierra, Raymond G. and Boutet, Sébastien and Hunter, Mark S. and Alonso-Mori, Roberto and Batyuk, Alexander and Wierman, Jennifer and Lyubimov, Artem and Brewster, Aaron S. and Sauter, Nicholas K. and Applegate, Gregory A. and Tiwari, Virendra K. and Berkowitz, David B. and Thompson, Michael C. and Cohen, Aina E. and Fraser, James S. and Wall, Michael E. and van den Bedem, Henry and Wilson, Mark A.},
abstractNote = {How changes in enzyme structure and dynamics facilitate passage along the reaction coordinate is a fundamental unanswered question. Here, we use time-resolved mix-and-inject serial crystallography (MISC) at an X-ray free electron laser (XFEL), ambient-temperature X-ray crystallography, computer simulations, and enzyme kinetics to characterize how covalent catalysis modulates isocyanide hydratase (ICH) conformational dynamics throughout its catalytic cycle. We visualize this previously hypothetical reaction mechanism, directly observing formation of a thioimidate covalent intermediate in ICH microcrystals during catalysis. We report, ICH exhibits a concerted helical displacement upon active-site cysteine modification that is gated by changes in hydrogen bond strength between the cysteine thiolate and the backbone amide of the highly strained Ile152 residue. These catalysis-activated motions permit water entry into the ICH active site for intermediate hydrolysis. Mutations at a Gly residue (Gly150) that modulate helical mobility reduce ICH catalytic turnover and alter its pre-steady-state kinetic behavior, establishing that helical mobility is important for ICH catalytic efficiency. These results demonstrate that MISC can capture otherwise elusive aspects of enzyme mechanism and dynamics in microcrystalline samples, resolving long-standing questions about the connection between nonequilibrium protein motions and enzyme catalysis.},
doi = {10.1073/pnas.1901864116},
journal = {Proceedings of the National Academy of Sciences of the United States of America},
number = 51,
volume = 116,
place = {United States},
year = {Wed Dec 04 00:00:00 EST 2019},
month = {Wed Dec 04 00:00:00 EST 2019}
}
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Works referenced in this record:

Unsupported Nanoporous Gold Catalyst for Chemoselective Hydrogenation Reactions under Low Pressure: Effect of Residual Silver on the Reaction
journal, August 2016

  • Takale, Balaram S.; Feng, Xiujuan; Lu, Ye
  • Journal of the American Chemical Society, Vol. 138, Issue 32
  • DOI: 10.1021/jacs.6b06569

Photo-Induced Sonogashira CC Coupling Reaction Catalyzed by Simple Copper(I) Chloride Salt at Room Temperature
journal, December 2012

  • Sagadevan, Arunachalam; Hwang, Kuo Chu
  • Advanced Synthesis & Catalysis, Vol. 354, Issue 18
  • DOI: 10.1002/adsc.201200683

Structures of riboswitch RNA reaction states by mix-and-inject XFEL serial crystallography
journal, May 2017

  • Stagno, J. R.; Liu, Y.; Bhandari, Y. R.
  • Acta Crystallographica Section A Foundations and Advances, Vol. 73, Issue a1
  • DOI: 10.1107/s0108767317099081

PHENIX: a comprehensive Python-based system for macromolecular structure solution.
text, January 2010

  • Adams, Paul D.; Afonine, Pavel V.; Bunkóczi, Gábor
  • Apollo - University of Cambridge Repository
  • DOI: 10.17863/cam.45787

Unexpected Sole Enol-Form Emission of 2-(2′-Hydroxyphenyl)oxazoles for Highly Efficient Deep-Blue-Emitting Organic Electroluminescent Devices
journal, April 2017

  • Li, Bijin; Tang, Guoqiang; Zhou, Linsen
  • Advanced Functional Materials, Vol. 27, Issue 16
  • DOI: 10.1002/adfm.201701181

Serial femtosecond crystallography: A revolution in structural biology
journal, July 2016

  • Martin-Garcia, Jose M.; Conrad, Chelsie E.; Coe, Jesse
  • Archives of Biochemistry and Biophysics, Vol. 602
  • DOI: 10.1016/j.abb.2016.03.036

Integrative, dynamic structural biology at atomic resolution—it's about time
journal, March 2015

  • van den Bedem, Henry; Fraser, James S.
  • Nature Methods, Vol. 12, Issue 4
  • DOI: 10.1038/nmeth.3324

Direct observation of ultrafast large-scale dynamics of an enzyme under turnover conditions
journal, March 2018

  • Aviram, Haim Yuval; Pirchi, Menahem; Mazal, Hisham
  • Proceedings of the National Academy of Sciences, Vol. 115, Issue 13
  • DOI: 10.1073/pnas.1720448115

MolProbity: all-atom contacts and structure validation for proteins and nucleic acids
text, January 2007

  • B., Chen, Vincent; C., Richardson, David; S., Richardson, Jane
  • The University of North Carolina at Chapel Hill University Libraries
  • DOI: 10.17615/m2an-p252

Automatic atom type and bond type perception in molecular mechanical calculations
journal, October 2006

  • Wang, Junmei; Wang, Wei; Kollman, Peter A.
  • Journal of Molecular Graphics and Modelling, Vol. 25, Issue 2
  • DOI: 10.1016/j.jmgm.2005.12.005

Conformational Gating of Electron Transfer from the Nitrogenase Fe Protein to MoFe Protein
journal, May 2010

  • Danyal, Karamatullah; Mayweather, Diana; Dean, Dennis R.
  • Journal of the American Chemical Society, Vol. 132, Issue 20
  • DOI: 10.1021/ja101737f

Force-induced activation of covalent bonds in mechanoresponsive polymeric materials
journal, May 2009

  • Davis, Douglas A.; Hamilton, Andrew; Yang, Jinglei
  • Nature, Vol. 459, Issue 7243
  • DOI: 10.1038/nature07970

Structure-based design of targeted covalent inhibitors
journal, January 2018

  • Lonsdale, Richard; Ward, Richard A.
  • Chemical Society Reviews, Vol. 47, Issue 11
  • DOI: 10.1039/C7CS00220C

Silica-Supported Cu Nanoparticle Catalysts for Alkyne Semihydrogenation: Effect of Ligands on Rates and Selectivity
journal, December 2016

  • Fedorov, Alexey; Liu, Hsueh-Ju; Lo, Hung-Kun
  • Journal of the American Chemical Society, Vol. 138, Issue 50
  • DOI: 10.1021/jacs.6b10817

Mechanically induced luminescence changes in molecular assemblies
journal, October 2009

  • Sagara, Yoshimitsu; Kato, Takashi
  • Nature Chemistry, Vol. 1, Issue 8
  • DOI: 10.1038/nchem.411

The Application of Cathodic Reductions and Anodic Oxidations in the Synthesis of Complex Molecules
journal, October 2006

MolProbity: all-atom contacts and structure validation for proteins and nucleic acids
journal, May 2007

  • Davis, I. W.; Leaver-Fay, A.; Chen, V. B.
  • Nucleic Acids Research, Vol. 35, Issue Web Server
  • DOI: 10.1093/nar/gkm216

Expanding the functional diversity of proteins through cysteine oxidation
journal, December 2008

Qfit-Ligand Reveals Widespread Conformational Heterogeneity Of Drug-Like Molecules In X-Ray Electron Density Maps
dataset, January 2018

Electrolytic Reduction of Organic Compounds.
journal, February 1962

  • Popp, Frank D.; Schultz, Harry P.
  • Chemical Reviews, Vol. 62, Issue 1
  • DOI: 10.1021/cr60215a002

Electrochemical Acceptorless Dehydrogenation of N-Heterocycles Utilizing TEMPO as Organo-Electrocatalyst
journal, January 2018

Palladium-Catalyzed C(sp 3 )—H Oxygenation via Electrochemical Oxidation
journal, February 2017

  • Yang, Qi-Liang; Li, Yi-Qian; Ma, Cong
  • Journal of the American Chemical Society, Vol. 139, Issue 8
  • DOI: 10.1021/jacs.7b01232

Decarboxylative Coupling of α -Keto Acids with ortho -Phenylenediamines Promoted by an Electrochemical Method in Aqueous Media
journal, June 2016

  • Wang, Hai-Bin; Huang, Jing-Mei
  • Advanced Synthesis & Catalysis, Vol. 358, Issue 12
  • DOI: 10.1002/adsc.201501167

Ligand-Controlled Cobalt-Catalyzed Transfer Hydrogenation of Alkynes: Stereodivergent Synthesis of Z - and E- Alkenes
journal, June 2016

  • Fu, Shaomin; Chen, Nan-Yu; Liu, Xufang
  • Journal of the American Chemical Society, Vol. 138, Issue 27
  • DOI: 10.1021/jacs.6b04271

Regiospecific N-Heteroarylation of Amidines for Full-Color-Tunable Boron Difluoride Dyes with Mechanochromic Luminescence
journal, November 2013

  • Zhao, Dongbing; Li, Gaocan; Wu, Di
  • Angewandte Chemie International Edition, Vol. 52, Issue 51
  • DOI: 10.1002/anie.201304824

Intrinsic motions along an enzymatic reaction trajectory
journal, November 2007

  • Henzler-Wildman, Katherine A.; Thai, Vu; Lei, Ming
  • Nature, Vol. 450, Issue 7171
  • DOI: 10.1038/nature06410

Highly Stereoselective Semihydrogenation of Alkynes Promoted by Nickel(0) Nanoparticles
journal, February 2006

  • Alonso, Francisco; Osante, Iñaki; Yus, Miguel
  • Advanced Synthesis & Catalysis, Vol. 348, Issue 3
  • DOI: 10.1002/adsc.200505327

Reproducible on–off switching of solid-state luminescence by controlling molecular packing through heat-mode interconversion
journal, August 2005

  • Mutai, Toshiki; Satou, Hiroyuki; Araki, Koji
  • Nature Materials, Vol. 4, Issue 9
  • DOI: 10.1038/nmat1454

Discovery of a Novel Enzyme, Isonitrile Hydratase, Involved in Nitrogen-Carbon Triple Bond Cleavage
journal, April 2001

  • Goda, Masahiko; Hashimoto, Yoshiteru; Shimizu, Sakayu
  • Journal of Biological Chemistry, Vol. 276, Issue 26
  • DOI: 10.1074/jbc.M007856200

Palladacycle-Catalyzed Deacetonative Sonogashira Coupling of Aryl Propargyl Alcohols with Aryl Chlorides
journal, October 2013

  • Hu, Hao; Yang, Fan; Wu, Yangjie
  • The Journal of Organic Chemistry, Vol. 78, Issue 20
  • DOI: 10.1021/jo4014657

Structural and dynamical description of the enzymatic reaction of a phosphohexomutase
journal, March 2019

  • Stiers, Kyle M.; Graham, Abigail C.; Zhu, Jian-She
  • Structural Dynamics, Vol. 6, Issue 2
  • DOI: 10.1063/1.5092803

Catalytic Homogeneous Asymmetric Hydrogenations of Largely Unfunctionalized Alkenes
journal, September 2005

  • Cui, Xiuhua; Burgess, Kevin
  • Chemical Reviews, Vol. 105, Issue 9
  • DOI: 10.1021/cr0500131

Time-resolved crystallography reveals allosteric communication aligned with molecular breathing
journal, September 2019

Structural enzymology using X-ray free electron lasers
text, January 2017

  • Kupitz, Christopher; Olmos, Jose L.; Holl, Mark
  • Deutsches Elektronen-Synchrotron, DESY, Hamburg
  • DOI: 10.3204/pubdb-2016-06266

Structures of riboswitch RNA reaction states by mix-and-inject XFEL serial crystallography
journal, November 2016

  • Stagno, J. R.; Liu, Y.; Bhandari, Y. R.
  • Nature, Vol. 541, Issue 7636
  • DOI: 10.1038/nature20599

Kinematic Flexibility Analysis: Hydrogen Bonding Patterns Impart a Spatial Hierarchy of Protein Motion
journal, September 2018

  • Budday, Dominik; Leyendecker, Sigrid; van den Bedem, Henry
  • Journal of Chemical Information and Modeling, Vol. 58, Issue 10
  • DOI: 10.1021/acs.jcim.8b00267

PHENIX: a comprehensive Python-based system for macromolecular structure solution
journal, January 2010

  • Adams, Paul D.; Afonine, Pavel V.; Bunkóczi, Gábor
  • Acta Crystallographica Section D Biological Crystallography, Vol. 66, Issue 2, p. 213-221
  • DOI: 10.1107/S0907444909052925

Are Alkyne Reductions Chemo-, Regio-, and Stereoselective Enough To Provide Pure ( Z )-Olefins in Polyfunctionalized Bioactive Molecules?
journal, November 2012

  • Oger, Camille; Balas, Laurence; Durand, Thierry
  • Chemical Reviews, Vol. 113, Issue 3
  • DOI: 10.1021/cr3001753

Diverse Functional Roles of Reactive Cysteines
journal, November 2012

  • Pace, Nicholas J.; Weerapana, Eranthie
  • ACS Chemical Biology, Vol. 8, Issue 2
  • DOI: 10.1021/cb3005269

Metal- and Reagent-Free Intramolecular Oxidative Amination of Tri- and Tetrasubstituted Alkenes
journal, February 2017

  • Xiong, Peng; Xu, He-Huan; Xu, Hai-Chao
  • Journal of the American Chemical Society, Vol. 139, Issue 8
  • DOI: 10.1021/jacs.7b01016

Electrochemical Difluoromethylarylation of Alkynes
journal, February 2018

  • Xiong, Peng; Xu, He-Huan; Song, Jinshuai
  • Journal of the American Chemical Society, Vol. 140, Issue 7
  • DOI: 10.1021/jacs.8b00391

A Combined Experimental and Theoretical Study on the Activity and Selectivity of the Electrocatalytic Hydrogenation of Aldehydes
journal, June 2018

  • Cantu, David C.; Padmaperuma, Asanga B.; Nguyen, Manh-Thuong
  • ACS Catalysis, Vol. 8, Issue 8
  • DOI: 10.1021/acscatal.8b00858

The Addition of Hydrogen to Multiple Carbon-Carbon Bonds. IV. The Electrolytic Reduction of Alkyl and Aryl Acetylenes 1
journal, May 1943

  • Campbell, Kenneth N.; Young, Eldred E.
  • Journal of the American Chemical Society, Vol. 65, Issue 5
  • DOI: 10.1021/ja01245a055

Diffraction before destruction
journal, July 2014

  • Chapman, Henry N.; Caleman, Carl; Timneanu, Nicusor
  • Philosophical Transactions of the Royal Society B: Biological Sciences, Vol. 369, Issue 1647
  • DOI: 10.1098/rstb.2013.0313

[20] Processing of X-ray diffraction data collected in oscillation mode
book, January 1997

Capturing an initial intermediate during the P450nor enzymatic reaction using time-resolved XFEL crystallography and caged-substrate
journal, November 2017

  • Tosha, Takehiko; Nomura, Takashi; Nishida, Takuma
  • Nature Communications, Vol. 8, Article No. 1585
  • DOI: 10.1038/s41467-017-01702-1

Direct Arylation of Alkenes with Aryl Iodides/Bromides through an Organocatalytic Radical Process
journal, August 2011

  • Sun, Chang-Liang; Gu, Yi-Fan; Wang, Bin
  • Chemistry - A European Journal, Vol. 17, Issue 39
  • DOI: 10.1002/chem.201101562

Highly Stereoselective Semihydrogenation of Alkynes Promoted by Nickel(0) Nanoparticles.
journal, June 2006

Structural enzymology using X-ray free electron lasers
journal, December 2016

  • Kupitz, Christopher; Olmos, Jose L.; Holl, Mark
  • Structural Dynamics, Vol. 4, Issue 4
  • DOI: 10.1063/1.4972069

Mild catalytic multiphase hydrogenolysis of benzyl ethers
journal, September 2002

  • Perosa, Alvise; Tundo, Pietro; Zinovyev, Sergei
  • Green Chemistry, Vol. 4, Issue 5
  • DOI: 10.1039/b206838a

Electrocatalytic C–H Activation
journal, June 2018

Electrifying Organic Synthesis
journal, March 2018

  • Wiebe, Anton; Gieshoff, Tile; Möhle, Sabine
  • Angewandte Chemie International Edition, Vol. 57, Issue 20
  • DOI: 10.1002/anie.201711060

Is one solution good enough?
journal, March 2006

  • Furnham, Nicholas; Blundell, Tom L.; DePristo, Mark A.
  • Nature Structural & Molecular Biology, Vol. 13, Issue 3
  • DOI: 10.1038/nsmb0306-184

The Amber biomolecular simulation programs
journal, January 2005

  • Case, David A.; Cheatham, Thomas E.; Darden, Tom
  • Journal of Computational Chemistry, Vol. 26, Issue 16
  • DOI: 10.1002/jcc.20290

Mechanisms of Furfural Reduction on Metal Electrodes: Distinguishing Pathways for Selective Hydrogenation of Bioderived Oxygenates
journal, September 2017

  • Chadderdon, Xiaotong H.; Chadderdon, David J.; Matthiesen, John E.
  • Journal of the American Chemical Society, Vol. 139, Issue 40
  • DOI: 10.1021/jacs.7b06331

Use of Electrochemistry in the Synthesis of Heterocyclic Structures
journal, October 2017

The role of dimer asymmetry and protomer dynamics in enzyme catalysis
journal, January 2017

Structural heterogeneity in protein crystals
journal, September 1986

  • Smith, Janet L.; Hendrickson, Wayne A.; Honzatko, Richard B.
  • Biochemistry, Vol. 25, Issue 18
  • DOI: 10.1021/bi00366a008

Molecular Engineering of Mechanochromic Materials by Programmed C–H Arylation: Making a Counterpoint in the Chromism Trend
journal, September 2016

  • Wu, Jie; Cheng, Yangyang; Lan, Jingbo
  • Journal of the American Chemical Society, Vol. 138, Issue 39
  • DOI: 10.1021/jacs.6b03890

Modern Strategies in Electroorganic Synthesis
journal, July 2008

  • Yoshida, Jun-ichi; Kataoka, Kazuhide; Horcajada, Roberto
  • Chemical Reviews, Vol. 108, Issue 7
  • DOI: 10.1021/cr0680843

Kinematic Flexibility Analysis: Hydrogen Bonding Patterns Impart A Spatial Hierarchy Of Protein Motion
dataset, January 2018

Electrooxidative Ruthenium-Catalyzed C−H/O−H Annulation by Weak O -Coordination
journal, April 2018

  • Qiu, Youai; Tian, Cong; Massignan, Leonardo
  • Angewandte Chemie International Edition, Vol. 57, Issue 20
  • DOI: 10.1002/anie.201802748

Efficient coupling of catalysis and dynamics in the E1 component of Escherichia coli pyruvate dehydrogenase multienzyme complex
journal, January 2008

  • Kale, S.; Ulas, G.; Song, J.
  • Proceedings of the National Academy of Sciences, Vol. 105, Issue 4
  • DOI: 10.1073/pnas.0709328105

Transient-Ligand-Enabled ortho -Arylation of Five-Membered Heterocycles: Facile Access to Mechanochromic Materials
journal, February 2018

  • Li, Bijin; Seth, Kapileswar; Niu, Ben
  • Angewandte Chemie International Edition, Vol. 57, Issue 13
  • DOI: 10.1002/anie.201713357

Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance
journal, October 2017

Cobalt(II)-Catalyzed Electrooxidative C–H Amination of Arenes with Alkylamines
journal, February 2018

  • Gao, Xinlong; Wang, Pan; Zeng, Li
  • Journal of the American Chemical Society, Vol. 140, Issue 12
  • DOI: 10.1021/jacs.7b13049

Modelling dynamics in protein crystal structures by ensemble refinement
journal, December 2012

Multiple Conformational Changes in Enzyme Catalysis †
journal, July 2002

Ein neuer Katalysator für selektive Hydrierungen
journal, February 1952

The 1.0 Å crystal structure of Ca2+-bound calmodulin: an analysis of disorder and implications for functionally relevant plasticity
journal, September 2000

  • Wilson, Mark A.; Brunger, Axel T.
  • Journal of Molecular Biology, Vol. 301, Issue 5
  • DOI: 10.1006/jmbi.2000.4029

Scandium-Catalyzed Regio- and Stereospecific Methylalumination of Silyloxy/Alkoxy-Substituted Alkynes and Alkenes
journal, December 2009

  • Takimoto, Masanori; Usami, Saori; Hou, Zhaomin
  • Journal of the American Chemical Society, Vol. 131, Issue 51
  • DOI: 10.1021/ja909126k

Palladium-catalyzed decarboxylative cross-coupling of alkynyl carboxylic acids with arylboronic acids
journal, January 2010

  • Feng, Chao; Loh, Teck-Peng
  • Chemical Communications, Vol. 46, Issue 26
  • DOI: 10.1039/c0cc00403k

Scalable and sustainable electrochemical allylic C–H oxidation
journal, April 2016

  • Horn, Evan J.; Rosen, Brandon R.; Chen, Yong
  • Nature, Vol. 533, Issue 7601
  • DOI: 10.1038/nature17431

Metal-catalyzed electrochemical diazidation of alkenes
journal, August 2017

Cavin1 intrinsically disordered domains are essential for fuzzy electrostatic interactions and caveola formation
journal, February 2021

Evolution of New Enzymatic Function by Structural Modulation of Cysteine Reactivity in Pseudomonas fluorescens Isocyanide Hydratase
journal, July 2010

  • Lakshminarasimhan, Mahadevan; Madzelan, Peter; Nan, Ruth
  • Journal of Biological Chemistry, Vol. 285, Issue 38
  • DOI: 10.1074/jbc.M110.147934

Regiospecific N-Heteroarylation of Amidines for Full-Color-Tunable Boron Difluoride Dyes with Mechanochromic Luminescence
journal, November 2013

Concentric-flow electrokinetic injector enables serial crystallography of ribosome and photosystem II
journal, November 2015

  • Sierra, Raymond G.; Gati, Cornelius; Laksmono, Hartawan
  • Nature Methods, Vol. 13, Issue 1
  • DOI: 10.1038/nmeth.3667

Unexpected Sole Enol-Form Emission of 2-(2′-Hydroxyphenyl)oxazoles for Highly Efficient Deep-Blue-Emitting Organic Electroluminescent Devices
journal, January 2017

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  • DOI: 10.1002/adfm.201605245

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  • van den Bedem, Henry; Dhanik, Ankur; Latombe, Jean-Claude
  • Acta Crystallographica Section D Biological Crystallography, Vol. 65, Issue 10
  • DOI: 10.1107/S0907444909030613

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  • van Zundert, Gydo C. P.; Hudson, Brandi M.; de Oliveira, Saulo H. P.
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  • DOI: 10.1021/acs.jmedchem.8b01292

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  • Wall, Michael E.; Wolff, Alexander M.; Fraser, James S.
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  • DOI: 10.1016/j.sbi.2018.01.009

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  • van den Bedem, Henry; Bhabha, Gira; Yang, Kun
  • Nature Methods, Vol. 10, Issue 9
  • DOI: 10.1038/nmeth.2592

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  • Sperry, Jeffrey B.; Wright, Dennis L.
  • Chemical Society Reviews, Vol. 35, Issue 7
  • DOI: 10.1039/b512308a

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  • Li, Zhenglong; Kelkar, Shantanu; Raycraft, Lauren
  • Green Chem., Vol. 16, Issue 2
  • DOI: 10.1039/C3GC42303D

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  • Ye, Ke-Yin; Pombar, Gisselle; Fu, Niankai
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  • DOI: 10.1021/jacs.7b13387

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  • Fraser, J. S.; van den Bedem, H.; Samelson, A. J.
  • Proceedings of the National Academy of Sciences, Vol. 108, Issue 39
  • DOI: 10.1073/pnas.1111325108

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  • Hu, Feng; Patel, Mehulkumar; Luo, Feixiang
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  • DOI: 10.1021/jacs.5b09636

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  • Warshel, Arieh; Bora, Ram Prasad
  • The Journal of Chemical Physics, Vol. 144, Issue 18
  • DOI: 10.1063/1.4947037

Direct observation of ultrafast large-scale dynamics of an enzyme under turnover conditions
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  • Aviram, Haim Yuval; Pirchi, Menahem; Mazal, Hisham
  • Proceedings of the National Academy of Sciences, Vol. 115, Issue 13
  • DOI: 10.1073/pnas.1720448115

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