How generic is iodide-tagging photoelectron spectroscopy: An extended investigation on the Gly·X- (Gly = glycine, X = Cl or Br) complexes

Cao, Wenjin; Yuan, Qinqin; Zhang, Hanhui; Zhou, Xiaoguo; Kass, Steven R.; Wang, Xue-Bin

doi:10.1063/5.0159326

Title: How generic is iodide-tagging photoelectron spectroscopy: An extended investigation on the Gly·X- (Gly = glycine, X = Cl or Br) complexes

Journal Article · Wed Jul 19 00:00:00 UTC 2023 · Journal of Chemical Physics

DOI: https://doi.org/10.1063/5.0159326 · OSTI ID:2566846

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Pacific Northwest National Laboratory (PNNL), Richland, WA (United States)
Pacific Northwest National Laboratory (PNNL), Richland, WA (United States); Anhui University, Hefei (China)
Pacific Northwest National Laboratory (PNNL), Richland, WA (United States); University of Science and Technology of China, Hefei (China)
University of Science and Technology of China, Hefei (China)
Univ. of Minnesota, Minneapolis, MN (United States)

We report a joint negative ion photoelectron spectroscopy (NIPES) and quantum chemical computational study on glycine-chloride/bromide complexes (denoted Gly·X^-, X = Cl/Br) in close comparison to the previously studied Gly·I^- cluster ion. Combining experimental NIPE spectra and theoretical calculations, various Gly·X^- complexes were found to adopt the same types of low-lying isomers, albeit with different relative energies. Despite more congested spectral profiles for Gly·Cl^- and Gly·Br^-, spectral assignments were accomplished with the guidance of the knowledge learned from Gly·I^-, where a larger spin–orbit splitting of iodine afforded well-resolved, recognizable spectral peaks. Three canonical plus one zwitterionic isomer for Gly·Cl^- and four canonical conformers for Gly·Br^- were experimentally identified and characterized in contrast to the five canonical ones observed for Gly·I^- under similar experimental conditions. Taken together, this study investigates both genericity and variations in binding patterns for the complexes composed of glycine and various halides, demonstrating that iodide-tagging is an effective spectroscopic means to unravel diverse ion-molecule binding motifs for cluster anions with congested spectral bands by substituting the respective ion with iodide.

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Research Organization:: Pacific Northwest National Laboratory (PNNL), Richland, WA (United States). Environmental Molecular Sciences Laboratory (EMSL)

Sponsoring Organization:: National Natural Science Foundation of China (NSFC); National Science Foundation (NSF); USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division (CSGB); USDOE Office of Science (SC), Biological and Environmental Research (BER)

Grant/Contract Number:: AC05-76RL01830

OSTI ID:: 2566846

Report Number(s):: PNNL-SA--185835

Journal Information:: Journal of Chemical Physics, Journal Name: Journal of Chemical Physics Journal Issue: 3 Vol. 159; ISSN 0021-9606

Publisher:: American Institute of Physics (AIP)Copyright Statement

Country of Publication:: United States

Language:: English

References (53)

Software update: The ORCA program system—Version 5.0 Neese, Frank WIREs Computational Molecular Science, Vol. 12, Issue 5 https://doi.org/10.1002/wcms.1606	journal	March 2022
The ORCA program system: The ORCA program system Neese, Frank Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 2, Issue 1 https://doi.org/10.1002/wcms.81	journal	June 2011
The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: two new functionals and systematic testing of four M06-class functionals and 12 other functionals Zhao, Yan; Truhlar, Donald G. Theoretical Chemistry Accounts, Vol. 120, Issue 1-3 https://doi.org/10.1007/s00214-007-0310-x	journal	July 2007
Effects of anions on the zwitterion stability of Glu, His and Arg investigated by IRMPD spectroscopy and theory O’Brien, Jeremy T.; Prell, James S.; Berden, Giel International Journal of Mass Spectrometry, Vol. 297, Issue 1-3 https://doi.org/10.1016/j.ijms.2010.07.003	journal	November 2010
A fifth-order perturbation comparison of electron correlation theories Raghavachari, Krishnan; Trucks, Gary W.; Pople, John A. Chemical Physics Letters, Vol. 157, Issue 6 https://doi.org/10.1016/s0009-2614(89)87395-6	journal	May 1989
Neuronal Ca2+-activated Cl− channels — homing in on an elusive channel species Frings, S.; Reuter, D.; Kleene, S. J. Progress in Neurobiology, Vol. 60, Issue 3 https://doi.org/10.1016/s0301-0082(99)00027-1	journal	February 2000
GFN2-xTB—An Accurate and Broadly Parametrized Self-Consistent Tight-Binding Quantum Chemical Method with Multipole Electrostatics and Density-Dependent Dispersion Contributions Bannwarth, Christoph; Ehlert, Sebastian; Grimme, Stefan Journal of Chemical Theory and Computation, Vol. 15, Issue 3 https://doi.org/10.1021/acs.jctc.8b01176	journal	January 2019
Probing Orientation-Specific Charge–Dipole Interactions between Hexafluoroisopropanol and Halides: A Joint Photoelectron Spectroscopy and Theoretical Study Wang, Lei; Yuan, Qinqin; Cao, Wenjin The Journal of Physical Chemistry A, Vol. 124, Issue 10 https://doi.org/10.1021/acs.jpca.0c00024	journal	February 2020
Protein Ions Generated by Native Electrospray Ionization: Comparison of Gas Phase, Solution, and Crystal Structures Bakhtiari, Maryam; Konermann, Lars The Journal of Physical Chemistry B, Vol. 123, Issue 8 https://doi.org/10.1021/acs.jpcb.8b12173	journal	February 2019
Zinc and Cadmium Complexation of l -Threonine: An Infrared Multiple Photon Dissociation Spectroscopy and Theoretical Study Boles, Georgia C.; Hightower, Randy L.; Berden, Giel The Journal of Physical Chemistry B, Vol. 123, Issue 44 https://doi.org/10.1021/acs.jpcb.9b08184	journal	October 2019
Cryogenic “Iodide-Tagging” Photoelectron Spectroscopy: A Sensitive Probe for Specific Binding Sites of Amino Acids Zhang, Hanhui; Cao, Wenjin; Yuan, Qinqin The Journal of Physical Chemistry Letters, Vol. 11, Issue 11 https://doi.org/10.1021/acs.jpclett.0c01099	journal	May 2020
Observation of Conformational Simplification upon N -Methylation on Amino Acid Iodide Clusters Cao, Wenjin; Zhang, Hanhui; Yuan, Qinqin The Journal of Physical Chemistry Letters, Vol. 12, Issue 11 https://doi.org/10.1021/acs.jpclett.1c00125	journal	March 2021
Observation and Exploitation of Spin–Orbit Excited Dipole-Bound States in Ion–Molecule Clusters Cao, Wenjin; Zhang, Hanhui; Yuan, Qinqin The Journal of Physical Chemistry Letters, Vol. 12, Issue 45 https://doi.org/10.1021/acs.jpclett.1c03309	journal	November 2021
Sodium Cationization Enables Exotic Deprotonation Sites on Gaseous Mononucleotides Yuan, Qinqin; Feng, Wanwan; Cao, Wenjin The Journal of Physical Chemistry Letters, Vol. 13, Issue 42 https://doi.org/10.1021/acs.jpclett.2c02691	journal	October 2022
Na⁺ Selective Binding by Beauvericin and Its Mechanism Studied by Mass-Coupled Cold Ion Trap Infrared Spectroscopy Vo, Kien X.; Hirata, Keisuke; Lisy, James M. The Journal of Physical Chemistry Letters, Vol. 13, Issue 48 https://doi.org/10.1021/acs.jpclett.2c02814	journal	December 2022
Can Ag⁺ Permeate through a Potassium Ion Channel? A Bottom-Up Approach by Infrared Spectroscopy of the Ag⁺ Complex with the Partial Peptide of a Selectivity Filter Tanabe, Satoru; Hirata, Keisuke; Tsukiyama, Koichi The Journal of Physical Chemistry Letters, Vol. 14, Issue 11 https://doi.org/10.1021/acs.jpclett.2c03366	journal	March 2023
Spectroscopic Signature of Proton Location in Proton Bound HSO ₄ ^– ·H ⁺ ·X ^– (X = F, Cl, Br, and I) Clusters Hou, Gao-Lei; Wang, Xue-Bin The Journal of Physical Chemistry Letters, Vol. 10, Issue 21 https://doi.org/10.1021/acs.jpclett.9b02663	journal	October 2019
Effect of solvation on the acid/base properties of glycine Locke, Michael J.; McIver, Robert T. Journal of the American Chemical Society, Vol. 105, Issue 13 https://doi.org/10.1021/ja00351a017	journal	June 1983
Vibrational Signature of Charge Solvation vs Salt Bridge Isomers of Sodiated Amino Acids in the Gas Phase Kapota, Catherine; Lemaire, Joël; Maître, Philippe Journal of the American Chemical Society, Vol. 126, Issue 6 https://doi.org/10.1021/ja036932v	journal	February 2004
Infrared Spectroscopy of Phenylalanine Ag(I) and Zn(II) Complexes in the Gas Phase Polfer, Nick C.; Oomens, Jos; Moore, David T. Journal of the American Chemical Society, Vol. 128, Issue 2 https://doi.org/10.1021/ja0549291	journal	January 2006
Infrared Spectroscopy of Cationized Arginine in the Gas Phase: Direct Evidence for the Transition from Nonzwitterionic to Zwitterionic Structure Bush, Matthew F.; O'Brien, Jeremy T.; Prell, James S. Journal of the American Chemical Society, Vol. 129, Issue 6 https://doi.org/10.1021/ja066335j	journal	February 2007
Effects of Alkaline Earth Metal Ion Complexation on Amino Acid Zwitterion Stability: Results from Infrared Action Spectroscopy Bush, Matthew F.; Oomens, Jos; Saykally, Richard J. Journal of the American Chemical Society, Vol. 130, Issue 20 https://doi.org/10.1021/ja711343q	journal	April 2008
Does Electrospray Ionization Produce Gas-Phase or Liquid-Phase Structures? Tian, Zhixin; Kass, Steven R. Journal of the American Chemical Society, Vol. 130, Issue 33 https://doi.org/10.1021/ja802088u	journal	July 2008
Evidence of Significant Covalent Bonding in Au(CN) ₂ ⁻ Wang, Xue-Bin; Wang, Yi-Lei; Yang, Jie Journal of the American Chemical Society, Vol. 131, Issue 45 https://doi.org/10.1021/ja908106e	journal	November 2009
Infrared Spectroscopy of Arginine Cation Complexes: Direct Observation of Gas-Phase Zwitterions Forbes, Matthew W.; Bush, Matthew F.; Polfer, Nick C. The Journal of Physical Chemistry A, Vol. 111, Issue 46 https://doi.org/10.1021/jp074859f	journal	November 2007
Collision-Induced Dissociation of Halide Ion–Arginine Complexes: Evidence for Anion-Induced Zwitterion Formation in Gas-Phase Arginine Milner, Edward M.; Nix, Michael G. D.; Dessent, Caroline E. H. The Journal of Physical Chemistry A, Vol. 116, Issue 2 https://doi.org/10.1021/jp208183p	journal	January 2012
Zwitterion vs Neutral Structures of Amino Acids Stabilized by a Negatively Charged Site: Infrared Photodissociation and Computations of Proline–Chloride Anion Schmidt, Jacob; Kass, Steven R. The Journal of Physical Chemistry A, Vol. 117, Issue 23 https://doi.org/10.1021/jp402267c	journal	May 2013
Performance of M06, M06-2X, and M06-HF Density Functionals for Conformationally Flexible Anionic Clusters: M06 Functionals Perform Better than B3LYP for a Model System with Dispersion and Ionic Hydrogen-Bonding Interactions Walker, Martin; Harvey, Andrew J. A.; Sen, Ananya The Journal of Physical Chemistry A, Vol. 117, Issue 47 https://doi.org/10.1021/jp408166m	journal	November 2013
Infrared Multiphoton Dissociation Spectroscopy of Cationized Serine: Effects of Alkali-Metal Cation Size on Gas-Phase Conformation Armentrout, P. B.; Rodgers, M. T.; Oomens, J. The Journal of Physical Chemistry A, Vol. 112, Issue 11 https://doi.org/10.1021/jp710885a	journal	February 2008
Proton Affinity and Zwitterion Stability: New Results from Infrared Spectroscopy and Theory of Cationized Lysine and Analogues in the Gas Phase Bush, Matthew F.; Oomens, Jos; Williams, Evan R. The Journal of Physical Chemistry A, Vol. 113, Issue 2 https://doi.org/10.1021/jp807470p	journal	December 2008
Conformation Switching in Gas-Phase Complexes of Histidine with Alkaline Earth Ions Dunbar, Robert C.; Hopkinson, Alan C.; Oomens, Jos The Journal of Physical Chemistry B, Vol. 113, Issue 30 https://doi.org/10.1021/jp903064w	journal	July 2009
Molecular control of δ-opioid receptor signalling Fenalti, Gustavo; Giguere, Patrick M.; Katritch, Vsevolod Nature, Vol. 506, Issue 7487 https://doi.org/10.1038/nature12944	journal	January 2014
Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy Weigend, Florian; Ahlrichs, Reinhart Physical Chemistry Chemical Physics, Vol. 7, Issue 18, p. 3297-3305 https://doi.org/10.1039/b508541a	journal	January 2005
Assessing the impact of anion–π effects on phenylalanine ion structures using IRMPD spectroscopy Burt, Michael; Wilson, Kathleen; Marta, Rick Phys. Chem. Chem. Phys., Vol. 16, Issue 44 https://doi.org/10.1039/c4cp03776f	journal	January 2014
Zn ²⁺ and Cd ²⁺ cationized serine complexes: infrared multiple photon dissociation spectroscopy and density functional theory investigations Coates, Rebecca A.; Boles, Georgia C.; McNary, Christopher P. Physical Chemistry Chemical Physics, Vol. 18, Issue 32 https://doi.org/10.1039/c6cp03805k	journal	January 2016
Complexation of halide ions to tyrosine: role of non-covalent interactions evidenced by IRMPD spectroscopy Corinti, Davide; Gregori, Barbara; Guidoni, Leonardo Physical Chemistry Chemical Physics, Vol. 20, Issue 6 https://doi.org/10.1039/c7cp06657k	journal	January 2018
Spectroscopic evidence for intact carbonic acid stabilized by halide anions in the gas phase Zhang, Hanhui; Cao, Wenjin; Yuan, Qinqin Physical Chemistry Chemical Physics https://doi.org/10.1039/d0cp02338h	journal	January 2020
Zwitterion formation in hydrated amino acid, dipole bound anions: How many water molecules are required? Xu, Shoujun; Nilles, J. Michael; Bowen, Kit H. The Journal of Chemical Physics, Vol. 119, Issue 20 https://doi.org/10.1063/1.1620501	journal	November 2003
Systematically convergent basis sets with relativistic pseudopotentials. II. Small-core pseudopotentials and correlation consistent basis sets for the post- d group 16–18 elements Peterson, Kirk A.; Figgen, Detlev; Goll, Erich The Journal of Chemical Physics, Vol. 119, Issue 21 https://doi.org/10.1063/1.1622924	journal	December 2003
A consistent and accurate ab initio parametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu Grimme, Stefan; Antony, Jens; Ehrlich, Stephan The Journal of Chemical Physics, Vol. 132, Issue 15 https://doi.org/10.1063/1.3382344	journal	April 2010
A full coupled‐cluster singles and doubles model: The inclusion of disconnected triples Purvis, George D.; Bartlett, Rodney J. The Journal of Chemical Physics, Vol. 76, Issue 4 https://doi.org/10.1063/1.443164	journal	February 1982
Gaussian basis sets for use in correlated molecular calculations. I. The atoms boron through neon and hydrogen Dunning, Thom H. The Journal of Chemical Physics, Vol. 90, Issue 2 https://doi.org/10.1063/1.456153	journal	January 1989
Electron affinities of the first‐row atoms revisited. Systematic basis sets and wave functions Kendall, Rick A.; Dunning, Thom H.; Harrison, Robert J. The Journal of Chemical Physics, Vol. 96, Issue 9 https://doi.org/10.1063/1.462569	journal	May 1992
Study of I−(CO2)n, Br−(CO2)n, and I−(N2O)n clusters by anion photoelectron spectroscopy Arnold, Don W.; Bradforth, Stephen E.; Kim, Eun H. The Journal of Chemical Physics, Vol. 102, Issue 9 https://doi.org/10.1063/1.468576	journal	March 1995
Cryogenic ion trap vibrational spectroscopy of hydrogen-bonded clusters relevant to atmospheric chemistry Heine, Nadja; Asmis, Knut R. International Reviews in Physical Chemistry, Vol. 34, Issue 1 https://doi.org/10.1080/0144235x.2014.979659	journal	December 2014
Cryogenic and temperature-dependent photoelectron spectroscopy of metal complexes Yuan, Qinqin; Cao, Wenjin; Wang, Xue-Bin International Reviews in Physical Chemistry, Vol. 39, Issue 1 https://doi.org/10.1080/0144235x.2020.1719699	journal	January 2020
Determination of the electron affinity of iodine Hanstorp, D.; Gustafsson, M. Journal of Physics B: Atomic, Molecular and Optical Physics, Vol. 25, Issue 8 https://doi.org/10.1088/0953-4075/25/8/012	journal	April 1992
High-resolution determination of the electron affinity of fluorine and bromine using crossed ion and laser beams Blondel, C.; Cacciani, P.; Delsart, C. Physical Review A, Vol. 40, Issue 7 https://doi.org/10.1103/physreva.40.3698	journal	October 1989
Isotope shift in the electron affinity of chlorine Berzinsh, U.; Gustafsson, M.; Hanstorp, D. Physical Review A, Vol. 51, Issue 1 https://doi.org/10.1103/physreva.51.231	journal	January 1995
Allosteric transcriptional regulation via changes in the overall topology of the core promoter Philips, S. J.; Canalizo-Hernandez, M.; Yildirim, I. Science, Vol. 349, Issue 6250 https://doi.org/10.1126/science.aaa9809	journal	August 2015
Interaction of anionic and cationic currents leads to a voltage dependence in the odor response of olfactory receptor neurons Firestein, S.; Shepherd, G. M. Journal of Neurophysiology, Vol. 73, Issue 2 https://doi.org/10.1152/jn.1995.73.2.562	journal	February 1995
Regulation and Modulation of pH in the Brain Chesler, Mitchell Physiological Reviews, Vol. 83, Issue 4 https://doi.org/10.1152/physrev.00010.2003	journal	October 2003
Wavelengths, Energy Levels, and Analysis of Neutral Atomic Chlorine (Cl i) Radziemski, Leon J.; Kaufman, Victor Journal of the Optical Society of America, Vol. 59, Issue 4 https://doi.org/10.1364/josa.59.000424	journal	January 1969

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