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    Evidence for substantial intramolecular heterogeneity in the stable carbon isotopic composition of phytol in photoautotrophic organisms

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    Schouten2008-OG.PDF (181.6Kb)
    Date
    2007-09-05
    Author
    Schouten, Stefan  Concept link
    Ozdirekcan, Suat  Concept link
    van der Meer, Marcel T. J.  Concept link
    Blokker, Peter  Concept link
    Baas, Marianne  Concept link
    Hayes, John M.  Concept link
    Sinninghe Damste, Jaap S.  Concept link
    Metadata
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    Citable URI
    https://hdl.handle.net/1912/2120
    As published
    https://doi.org/10.1016/j.orggeochem.2007.09.002
    Keyword
     Phytol; Phytane; Pristane; Stable carbon isotope; Mevalonic acid pathway; 2-C-methylerythritol-4-phosphate pathway; 2,6,10-trimethylpentadecan-2-one 
    Abstract
    The ubiquitous isoprenoid phytol was isolated from a range of algae, terrestrial plants and a bacterium and its two terminal carbon atoms were quantitatively removed by chemical oxidation. The product, 6,10,14-trimethylpentadecan-2-one, was depleted in 13C by 1-4‰ relative to the parent phytol. This difference is significant, and indicates that the pathway for biosynthesis of phytol induces substantial intramolecular stable carbon isotopic fractionations. The nature and magnitude of the fractionations suggest strongly that it is associated both with the biosynthesis of isopentenyl pyrophosphate via the 2-C-methylerythritol-4-phosphate pathway and with the formation of carotenoids and phytol from geranyl-geraniolphosphate. As a result of these large, intramolecular isotopic differences, diagenetic products formed by loss of C, such as pristane, may be naturally depleted in 13C by several permil relative to phytane.
    Description
    Author Posting. © Elsevier B.V., 2007. This is the author's version of the work. It is posted here by permission of Elsevier B.V. for personal use, not for redistribution. The definitive version was published in Organic Geochemistry 39 (2008): 135-146, doi:10.1016/j.orggeochem.2007.09.002.
    Collections
    • Geology and Geophysics (G&G)
    Suggested Citation
    Preprint: Schouten, Stefan, Ozdirekcan, Suat, van der Meer, Marcel T. J., Blokker, Peter, Baas, Marianne, Hayes, John M., Sinninghe Damste, Jaap S., "Evidence for substantial intramolecular heterogeneity in the stable carbon isotopic composition of phytol in photoautotrophic organisms", 2007-09-05, https://doi.org/10.1016/j.orggeochem.2007.09.002, https://hdl.handle.net/1912/2120
     

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