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2-Hydroxyterpenylic acid: An abundant marker compound for α-pinene secondary organic aerosol in ambient fine aerosol.
MedLine Citation:
PMID:  24697354     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
An oxygenated MW 188 compound is commonly observed in substantial abundance in atmospheric aerosol samples and was proposed in previous studies as an α-pinene-related marker compound which is associated with ageing processes. Owing to difficulties to produce this compound in sufficient amounts in laboratory studies and the occurrence of isobaric isomers, a complete assignment for individual MW 188 compounds could not be achieved in these studies. Results from a comprehensive mass spectrometric analysis are presented here to corroborate the proposed structure of the most abundant MW 188 compound as a 2-hydroxyterpenylic acid diastereoisomer with 2R,3R configuration. The application of collision-induced dissociation with liquid chromatography/electrospray ionization - ion trap mass spectrometry in both negative and positive ion modes, as well as chemical derivatization to methyl ester derivatives and analysis by the latter technique and gas chromatography/electron ionization mass spectrometry, enabled a comprehensive characterization of MW 188 isomers, including a detailed study of the fragmentation behavior using both mass spectrometric techniques. Furthermore, a MW 188 positional isomer, 4-hydroxyterpenylic acid, was tentatively identified, which is also of atmospheric relevance as it could be detected in ambient fine aerosol. Quantum chemical calculations were performed to support the diastereoisomeric assignment of the 2-hydroxyterpenylic acid isomers. Results from a time-resolved α-pinene photooxidation experiment show that the 2-hydroxyterpenylic acid 2R,3R diastereoisomer has a time profile distinctly different from 3-methyl-1,2,3-butanetricarboxylic acid, a marker for oxygenated (aged) secondary organic aerosol. This study presents a comprehensive chemical data set for a more complete structural characterization of hydroxyterpenylic acids in ambient fine aerosol, which sets the foundation to better understand the atmospheric fate of α-pinene in future studies.
Authors:
Ariane Kahnt; Yoshiteru Iinuma; Frank Blockhuys; Anke Mutzel; Reinhilde Vermeylen; Tadeusz Edward Kleindienst; Mohammed Jaoui; John H Offenberg; Michael Lewandowski; Olaf Böge; Hartmut Herrmann; Willy Maenhaut; Magda Claeys
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2014-4-3
Journal Detail:
Title:  Environmental science & technology     Volume:  -     ISSN:  1520-5851     ISO Abbreviation:  Environ. Sci. Technol.     Publication Date:  2014 Apr 
Date Detail:
Created Date:  2014-4-4     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0213155     Medline TA:  Environ Sci Technol     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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