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    Can two-dimensional gas chromatography/mass spectrometric identification of bicyclic aromatic acids in petroleum fractions help to reveal further details of aromatic hydrocarbon biotransformation pathways?

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    Authors
    West, C.
    Pureveen, J.
    Scarlett, A.
    Lengger, Sabine
    Wilde, M.
    Korndorffer, F.
    Tegelaar, E.
    Rowland, S.
    Date
    2014
    Type
    Journal Article
    
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    Citation
    West, C. and Pureveen, J. and Scarlett, A. and Lengger, S. and Wilde, M. and Korndorffer, F. and Tegelaar, E. et al. 2014. Can two-dimensional gas chromatography/mass spectrometric identification of bicyclic aromatic acids in petroleum fractions help to reveal further details of aromatic hydrocarbon biotransformation pathways?. Rapid Communications in Mass Spectrometry. 28: pp. 1023-1032.
    Source Title
    Rapid Communications in Mass Spectrometry
    DOI
    10.1002/rcm.6876
    ISSN
    0951-4198
    URI
    http://hdl.handle.net/20.500.11937/13583
    Collection
    • Curtin Research Publications
    Abstract

    RATIONALE: The identification of key acid metabolites (’signature’ metabolites) has allowed significant improvements to be made in our understanding of the biodegradation of petroleum hydrocarbons, in reservoir and in contaminated natural systems, such as aquifers and seawater. On this basis, anaerobic oxidation is now more widely accepted as one viable mechanism, for instance. However, identification of metabolites in the complex acid mixtures from petroleum degradation is challenging and would benefit from use of more highly resolving analytical methods.METHODS: Comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry (GCxGC/TOFMS) with both nominal mass and accurate mass measurement was used to study the complex mixtures of aromatic acids (as methyl esters) in petroleum fractions.RESULTS: Numerous mono- and di-aromatic acid isomers were identified in a commercial naphthenic acids fraction from petroleum and in an acids fraction from a biodegraded petroleum. In many instances, compounds were identified by comparison of mass spectral and retention time data with those of authentic compounds.CONCLUSIONS: The identification of a variety of alkyl naphthalene carboxylic and alkanoic and alkyl tetralin carboxylic and alkanoic acids, plus identifications of a range of alkyl indane acids, provides further evidence for ’signature’ metabolites of biodegradation of aromatic petroleum hydrocarbons. Identifications such as these now offer the prospect of better differentiation of metabolites of bacterial processes (e.g. aerobic, methanogenic, sulphate-reducing) in polar petroleum fractions.

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