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Title: Molecular-level origin of the carboxylate head group response to divalent metal ion complexation at the air-water interface

Journal Article · · Proceedings of the National Academy of Sciences of the United States of America

We exploit gas-phase cluster ion techniques to provide insight into the local interactions underlying divalent metal ion-driven changes in the spectra of carboxylic acids at the air-water interface. This information is used to clarify the experimental findings of surface sensitive spectroscopies that the CO stretching bands of long chain acids appear at very similar energies when the head group is deprotonated by high sub-phase pH or is exposed to relatively high concentrations of Ca2+ divalent metal ions (e.g., Ca2+ and Mg2+). To this end, we report the evolution of the vibrational spectra of size-selected [Ca2+·RCO2¯]+·(H2O)n=0-14 and RCO2¯·(H2O)n=0-14 cluster ions obtained using infrared photofragmentation mass spectrometry toward the features observed at the air-water interface. The carboxylate with R = -CD2CD3 was chosen in order to capture the longer chain behavior and to suppress band congestion that complicates the spectra of the light isotopologue. Surprisingly, not only does stepwise hydration of the RCO2¯ anion and the [Ca2+·RCO2¯]+ contact ion pair yield solvatochromic responses in opposite directions, but in both cases the responses of the two CO bands (?_s^COO and ?_as^COO) to hydration are opposite to each other! The result is that the two CO bands evolve toward their interfacial and bulk asymptotes from opposite directions. Theoretical simulations of the [Ca2+·RCO2¯]+·(H2O)n clusters indicate that the metal ion remains directly bound to the head group in a contact ion pair motif as the asymmetric CO stretch converges at the bulk value by n = 12, establishing that direct metal complexation can account for the interfacial and bulk behavior. We discuss these effects in the context of a qualitative model that invokes the water network-dependent local electric field along the C-C bond connecting the head group to the tail as the key parameter driving the observed trends. M.A.J. and H.C.A. thank the National Science Foundation through the NSF Center for Aerosol Impacts on Chemistry of the Environment (NSF-CAICE), CHE-1305427 for supporting this work. M.A.J. thanks the Air Force Office of Scientific Research for the cryogenic spectrometer used in the gas phase experiments. K.D.J. thanks the Department of Energy under grant no. DE-FG02-00ER15066. C.J. Mundy and S.M. Kathmann are supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, Division of Chemical Sciences, Geosciences & Biosciences. M.D. Baer was supported by the U.S. Department of Energy, Office of Basic Energy Sciences, Biomolecular Materials Program at PNNL. PNNL is operated by Battelle Memorial Institute for the U.S. Department of Energy under Contract No. DE-AC05- 76RL01830. Computing resources for the calculation of harmonic spectra were allocated by PNNL’s Institutional Computing program.

Research Organization:
Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
Sponsoring Organization:
USDOE
DOE Contract Number:
AC05-76RL01830; FG02-00ER15066; FG02-06ER15800
OSTI ID:
1571290
Report Number(s):
PNNL-SA-138980
Journal Information:
Proceedings of the National Academy of Sciences of the United States of America, Vol. 116, Issue 30
Country of Publication:
United States
Language:
English

References (58)

Binding of Mg 2+ and Ca 2+ to Palmitic Acid and Deprotonation of the COOH Headgroup Studied by Vibrational Sum Frequency Generation Spectroscopy journal December 2010
Gas-Phase Spectroscopic Signatures of Carboxylate–Li + Contact Ion Pairs: New Benchmarks For Characterizing Ion Pairing in Solution journal March 2016
Interfacial Water Structure and Effects of Mg 2+ and Ca 2+ Binding to the COOH Headgroup of a Palmitic Acid Monolayer Studied by Sum Frequency Spectroscopy journal January 2011
Infrared intensities of liquids. 5. Optical and dielectric constants, integrated intensities, and dipole moment derivatives of water and water-d2 at 22.degree.C journal March 1989
Hydration of Beryllium, Magnesium, Calcium, and Zinc Ions Using Density Functional Theory journal January 1998
Analysis of Organic Anionic Surfactants in Fine and Coarse Fractions of Freshly Emitted Sea Spray Aerosol journal February 2016
812. The vibration spectra of some substituted acetate ions journal January 1964
Assignment for the Infrared Spectrum of Solid Sodium Propionate from Low-Temperature Measurements in Combination with 13C Isotopic Shifts journal May 1987
Electric Moments of Molecules in Liquids journal August 1936
A Consistent Force Field for the Carboxylate Group journal August 2009
The interaction of trace heavy metal with lipid monolayer in the sea surface microlayer journal April 2018
Sum-frequency vibrational spectroscopic studies of Langmuir monolayers journal June 2013
Coordination-Dependent Spectroscopic Signatures of Divalent Metal Ion Binding to Carboxylate Head Groups: H 2 - and He-Tagged Vibrational Spectra of M 2+ ·RCO 2 ¯ (M = Mg and Ca, R = −CD 3 , −CD 2 CD 3 ) Complexes journal January 2017
Understanding the Effects of Concentration on the Solvation Structure of Ca 2+ in Aqueous Solution. I:  The Perspective on Local Structure from EXAFS and XANES journal June 2003
Ultrafast Hydrogen-Bond Dynamics in the Infrared Spectroscopy of Water journal September 2003
Palmitic Acid on Salt Subphases and in Mixed Monolayers of Cerebrosides: Application to Atmospheric Aerosol Chemistry journal October 2013
Hydration of the Calcium Dication: Direct Evidence for Second Shell Formation from Infrared Spectroscopy journal October 2007
Monte Carlo simulations of the hydration of ammonium and carboxylate ions journal May 1986
Fatty acids in the marine atmosphere: Factors governing their concentrations and evaluation of organic films on sea-salt particles: FATTY ACIDS IN THE MARINE ATMOSPHERE journal September 2002
A Relation Between Internuclear Distances and Bond Force Constants journal March 1934
Hydration effect on interaction mode between glutamic acid and Ca2+ and its biochemical implication: a theoretical exploration journal January 2006
Liquid Interfaces Probed by Second-Harmonic and Sum-Frequency Spectroscopy journal January 1996
Hydration of macromolecules. III. Hydration of polypeptides journal January 1971
Modeling the IR Spectra of Aqueous Metal Carboxylate Complexes: Correlation between Bonding Geometry and Stretching Mode Wavenumber Shifts journal March 2015
Observation of nitrate ions at the air/water interface by UV-second harmonic generation journal December 2007
Fatty acid monolayer dissociation and collapse: Effect of pH and cations journal July 2008
Infrared and Raman Line Shapes of Dilute HOD in Liquid H 2 O and D 2 O from 10 to 90 °C journal July 2005
Surface Behavior of Malonic Acid Adsorption at the Air/Water Interface journal February 2013
Theoretical Study on the Excess Electron Binding Mechanism in the [CH 3 NO 2 ·(H 2 O) n ] ( n = 1−6) Anion Clusters journal September 2010
Correlation between the Vibrational Frequencies of the Carboxylate Group and the Types of Its Coordination to a Metal Ion:  An ab Initio Molecular Orbital Study journal January 1996
Water Interfaces, Solvation, and Spectroscopy journal April 2013
Effect of Cations on the Dissociation of Arachidic Acid Monolayers on Water Studied by Polarization-Modulated Infrared Reflection−Absorption Spectroscopy journal February 2001
Effect of pH and Salt on Surface p K a of Phosphatidic Acid Monolayers journal December 2017
Effects of Atmospherically Important Solvated Ions on Organic Acid Adsorption at the Surface of Aqueous Solutions journal December 2007
The effect of metal binding on the characteristic infrared band intensities of ligands of biological interest journal February 2012
Probing the Interfacial Structure of Aqueous Electrolytes with Femtosecond Second Harmonic Generation Spectroscopy journal July 2006
FT-IR Characterization of Metal Acetates in Aqueous Solution journal March 1989
Infrared and Raman spectra of alkaline-earth and copper(II) acetates in aqueous solutions journal May 1998
Cryogenic Ion Chemistry and Spectroscopy journal August 2013
Microhydration of Nitromethane Anions from Both a Solute and Solvent Perspective journal September 2010
Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination journal October 1980
Orientation of molecular monolayers at the liquid-liquid interface as studied by optical second harmonic generation journal March 1988
Hydration of Alkaline Earth Metal Dications: Effects of Metal Ion Size Determined Using Infrared Action Spectroscopy journal September 2009
Sum frequency generation spectroscopy of the aqueous interface: Ionic and soluble molecular solutions journal January 2000
External Infrared Reflection Absorption Spectrometry of Monolayer Films at the Air-Water Interface journal October 1995
Sodium–carboxylate contact ion pair formation induces stabilization of palmitic acid monolayers at high pH journal January 2017
Surface organization of a DPPC monolayer on concentrated SrCl 2 and ZnCl 2 solutions journal January 2016
Selectivity Across the Interface: A Test of Surface Activity in the Composition of Organic-Enriched Aerosols from Bubble Bursting journal April 2016
Hydration of the carboxylate group: Anab initio molecular orbital study of acetate-water complexes journal August 1997
Interaction of water with a fatty acid Langmuir film journal April 1998
The calculation of small molecular interactions by the differences of separate total energies. Some procedures with reduced errors journal October 1970
The effect of cations on the order of saturated fatty acid monolayers at the air-water interface as determined by infrared reflection-absorption spectrometry journal June 1994
Raman microspectroscopy and vibrational sum frequency generation spectroscopy as probes of the bulk and surface compositions of size-resolved sea spray aerosol particles journal January 2013
Vibrational analysis of acetate ion molecules and estimation of equilibrium constants for their hydrogen isotopic exchange reactions journal July 1983
In situ investigation of saturated long-chain fatty acids at the air/water interface by external infrared reflection-absorption spectrometry journal December 1993
Data from: Molecular-level Origin of the Carboxylate Head Group Response to Divalent Metal Ion Complexation at the Air-water Interface. In Center for Aerosol Impacts on Chemistry of the Environment (CAICE) dataset January 2019
The calculation of small molecular interactions by the differences of separate total energies. Some procedures with reduced errors journal January 2002
Data from: Coordination-Dependent Spectroscopic Signatures of Divalent Metal Ion Binding to Carboxylate Head Groups: H2- and He-Tagged Vibrational Spectra of M2+·RCO2- (M = Mg and Ca, R = −CD3, −CD2CD3) Complexes. In Center for Aerosol Impacts on Chemistry of the Environment (CAICE) dataset January 2017

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