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Mass spectrometric characterization of isomeric terpenoic acids from the oxidation of α-pinene, β-pinene, d-limonene, and Δ^3-carene in fine forest aerosol

Yasmeen, Farhat and Szmigielski, Rafal and Vermeylen, Reinhilde and Gómez-González, Yadian and Surratt, Jason D. and Chan, Arthur W. H. and Seinfeld, John H. and Maenhaut, Willy and Claeys, Magda (2011) Mass spectrometric characterization of isomeric terpenoic acids from the oxidation of α-pinene, β-pinene, d-limonene, and Δ^3-carene in fine forest aerosol. Journal of Mass Spectrometry, 46 (4). pp. 425-442. ISSN 1076-5174. https://resolver.caltech.edu/CaltechAUTHORS:20110421-095939714

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Abstract

In this study, we present liquid chromatographic and mass spectral data for predominant terpenoic acids formed through oxidation of α-pinene, β-pinene, d-limonene, and Δ^3-carene that occur in fine forest aerosol from K-puszta, Hungary, a rural site with coniferous vegetation. Characterization of these secondary organic aerosol tracers in fine ambient aerosol is important because it allows one to gain information on monoterpene precursors and source processes such as oxidation and aging processes. The mass spectral data were obtained using electrospray ionization in the negative ion mode, accurate mass measurements, and linear ion trap tandem mass spectrometric experiments. Emphasis is given to the mass spectrometric differentiation of isobaric terpenoic acids, such as, e.g. the molecular weight (MW) 186 terpenoic acids, cis-pinic, cis-caric, homoterpenylic, ketolimononic, and limonic acids. Other targeted isobaric terpenoic acids are the MW 184 terpenoic acids, cis-pinonic and cis-caronic acids, and the MW 204 tricarboxylic acids, 3-methyl-1,2,3-butanetricarboxylic and 3-carboxyheptanedioic acids. Fragmentation pathways are proposed to provide a rational explanation for the observed isomeric differences and/or to support the suggested tentative structures. For the completeness of the data set, data obtained for recently reported lactone-containing terpenoic acids (i.e. terpenylic and terebic acids), related or isobaric compounds (i.e. norpinic acid, diaterpenylic acid acetate, and unknown MW 188 compounds) are also included, the rationale being that other groups working on this topic could use this data compilation as a reference.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1002/jms.1911DOIArticle
http://onlinelibrary.wiley.com/doi/10.1002/jms.1911/abstractPublisherArticle
ORCID:
AuthorORCID
Surratt, Jason D.0000-0002-6833-1450
Chan, Arthur W. H.0000-0001-7392-4237
Seinfeld, John H.0000-0003-1344-4068
Maenhaut, Willy0000-0002-4715-4627
Claeys, Magda0000-0003-2278-8014
Additional Information:© 2011 John Wiley & Sons, Ltd. Issue published online: 24 Mar 2011; article first published: 25 Mar 2011; Manuscript accepted: 7 Mar 2011; manuscript received: 20 Nov 2010. This study was financially supported by the following organizations: for the Universities of Antwerp and Ghent, the Belgian Federal Science Policy Office (BIOSOL project) and Research Foundation - Flanders (FWO); and for the California Institute for Technology, U.S. Department of Energy, U.S. Environmental Protection Agency, and U.S. National Science Foundation.
Funders:
Funding AgencyGrant Number
Belgian Federal Science Policy Office (BELSPO)UNSPECIFIED
Fonds Wetenschappelijk Onderzoek - Vlaanderen (FWO)UNSPECIFIED
Department of Energy (DOE)UNSPECIFIED
Environmental Protection Agency (EPA)UNSPECIFIED
NSFUNSPECIFIED
University of AntwerpUNSPECIFIED
University of GhentUNSPECIFIED
Subject Keywords:secondary organic aerosol; ambient aerosol; fine particulate matter; linear ion trap; electrospray ionization
Issue or Number:4
Record Number:CaltechAUTHORS:20110421-095939714
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20110421-095939714
Official Citation:Yasmeen, F., Szmigielski, R., Vermeylen, R., Gómez-González, Y., Surratt, J. D., Chan, A. W. H., Seinfeld, J. H., Maenhaut, W. and Claeys, M. (2011), Mass spectrometric characterization of isomeric terpenoic acids from the oxidation of α-pinene, β-pinene, d-limonene, and Δ3-carene in fine forest aerosol. Journal of Mass Spectrometry, 46: 425–442. doi: 10.1002/jms.1911
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:23407
Collection:CaltechAUTHORS
Deposited By: Jason Perez
Deposited On:22 Apr 2011 16:28
Last Modified:03 Oct 2019 02:46

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