Evidence for substantial intramolecular heterogeneity in the stable carbon isotopic composition of phytol in photoautotrophic organisms
van der Meer, Marcel T. J.
Hayes, John M.
Sinninghe Damste, Jaap S.
MetadataShow full item record
KeywordPhytol; Phytane; Pristane; Stable carbon isotope; Mevalonic acid pathway; 2-C-methylerythritol-4-phosphate pathway; 2,6,10-trimethylpentadecan-2-one
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.
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.
Showing items related by title, author, creator and subject.
Sources and accumulation of organic carbon in the Pearl River Estuary surface sediment as indicated by elemental, stable carbon isotopic, and carbohydrate compositions He, B.; Dai, Minhan; Huang, W.; Liu, Q.; Chen, H.; Xu, Li (Copernicus Publications on behalf of the European Geosciences Union, 2010-10-28)Organic matter in surface sediments from the upper reach of the Pearl River Estuary and Lingdingyang Bay, as well as the adjacent northern South China Sea shelf was characterized using a variety of techniques, including ...
Transfer of organic carbon through marine water columns to sediments – insights from stable and radiocarbon isotopes of lipid biomarkers Wakeham, Stuart G.; McNichol, Ann P. (Copernicus Publications on behalf of the European Geosciences Union, 2014-12-10)Compound-specific 13C and 14C compositions of diverse lipid biomarkers (fatty acids, alkenones, hydrocarbons, sterols and fatty alcohols) were measured in sinking particulate matter collected in sediment traps and from ...
Signature lipids and stable carbon isotope analyses of Octopus Spring hyperthermophilic communities compared with those of aquificales representatives Jahnke, Linda L.; Eder, Wolfgang; Huber, Robert; Hope, Janet M.; Hinrichs, Kai-Uwe; Hayes, John M.; Des Marais, David J.; Cady, Sherry L.; Summons, Roger E. (American Society for Microbiology, 2001-11)The molecular and isotopic compositions of lipid biomarkers of cultured Aquificales genera have been used to study the community and trophic structure of the hyperthermophilic pink streamers and vent biofilm from Octopus ...