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Salt Bridge Stabilization of Charged Zwitterionic Arginine Aggregates in the Gas Phase

Julian, Ryan R. and Hodyss, Robert and Beauchamp, J. L. (2001) Salt Bridge Stabilization of Charged Zwitterionic Arginine Aggregates in the Gas Phase. Journal of the American Chemical Society, 123 (15). pp. 3577-3583. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20170404-094920321

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Abstract

The discovery of several new unusually stable aggregates of arginine that are intermolecularly bound by salt bridges is reported. Quadrupole ion-trap mass spectrometry provides evidence for the stability of arginine in the zwitterionic state, where the protonated guanidinium group of one arginine interacts strongly with the carboxylate of another to form stable noncovalent complexes, coordinated to either a cation or anion. Clusters of arginine with itself, sodium, potassium, lithium, magnesium, chloride, fluoride, bromide, iodide, and nitrate are observed. DFT calculations at the B3LYP/6-31G** level are used to assess the structures and energetics of particularly prominent clusters. An examination of mixtures of d-arginine with isotopically labeled l-arginine indicates that the stability of these clusters does not depend on arginine enantiomeric purity. The cyclic trimers of arginine, capped with either Cl^- or NO_3^-, possess exceptional stability.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja003105aDOIArticle
http://pubs.acs.org/doi/full/10.1021/ja003105aPublisherArticle
ORCID:
AuthorORCID
Julian, Ryan R.0000-0003-1580-8355
Hodyss, Robert0000-0002-6523-3660
Beauchamp, J. L.0000-0001-8839-4822
Additional Information:© 2001 American Chemical Society. Received 21 August 2000. Published online 21 March 2001. Published in print 1 April 2001. We thank Sang-Won Lee for helpful suggestions in performing the calculations and Heather Cox for assistance in using the LCQ mass spectrometer. Funding was provided by the NSF (Grant CHE-9727566) and the Beckman Institute. The LCQ mass spectrometer was funded by an instrumentation grant from NSF.
Funders:
Funding AgencyGrant Number
NSFCHE-9727566
Caltech Beckman InstituteUNSPECIFIED
Issue or Number:15
Record Number:CaltechAUTHORS:20170404-094920321
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170404-094920321
Official Citation:Salt Bridge Stabilization of Charged Zwitterionic Arginine Aggregates in the Gas Phase Ryan R. Julian, Robert Hodyss, and J. L. Beauchamp Journal of the American Chemical Society 2001 123 (15), 3577-3583 DOI: 10.1021/ja003105a
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:75677
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:04 Apr 2017 19:09
Last Modified:03 Oct 2019 16:52

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