Quantitative gas chromatographic determination of perfluorooctanoic acid as the benzyl ester in plasma and urine

  • Markku Ylinen
  • Hannu Hanhijärvi
  • Pekka Peura
  • Osmo Rämö


A method is presented for the quantitative determination of perfluorooctanoic acid in plasma and urine. The acid was esterified by an extractive alkylation method using tetrabutylammonium ion as the counter ion and benzyl bromide as the alkylating agent. Quantitation was made by gas chromatography. Typical values for precision obtained in the determination of 5 μg/ml of perfluorooctanoic acid in plasma and urine were 3.3% (S.D. N=6) and 3.0% (S.D. N=6), respectively. The limit of detection was 1 ng (2.4 pmol).


Ester Waste Water Bromide Water Pollution Benzyl 
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  1. Arbin A (1980) Alkylation of organic acids for gas Chromatographic determination. Doctoral dissertation, Department of Analytical Pharmaceutical Chemistry, University of Uppsala, Uppsala, SwedenGoogle Scholar
  2. Belisle J, Hagen DF (1980) A method for the determination of perfluorooctanoic acid in blood and other biological samples. Anal Biochem 101:369–376Google Scholar
  3. Darbre A (1977) Esterification. In: Blau K, King GS (eds) Handbook of derivatives for chromatography. Heyden, London, pp 39–103Google Scholar
  4. Elliott D (1977) Anomalous response of the flame ionization detector to perfluorinated carboxylic acids. J Chromatogr Sci 15:475–477Google Scholar
  5. Griffith FD, Long JE (1980) Animal toxicity studies with ammonium perfluorooctanoate. Amer Ind Hyg Assoc J 41: 576–583Google Scholar
  6. Guy WS, Taves DR, Brey WS (1976) Organic fluorocompounds in human plasma: Prevalence and characterization. In: Filler R (ed) Biochemistry Involving carbon-fluorine bonds. ACS Symposium Series 28, Amer Chem Soc, Washington, DC, pp 117–134Google Scholar
  7. Guy WS (1979) Inorganic and organic fluorine in human blood. In: Johansen E, Taves DR, Olsen TO (eds) Continuing evaluation of the use of fluorides. AAAS Selected Symposium Series 11, Amer Assoc Advan Sci, Washington, DC, pp 125–147Google Scholar
  8. Gyllenhaal O, Brötell H, Hartvig P (1976) Determination of free fatty acids as pentafluorobenzyl esters by electron capture gas chromatography. J Chromatogr 129:295–302Google Scholar
  9. Hagen DR, Belisle J, Johnson JD, Venkateswarlu P (1981) Characterization of fluorinated metabolites by a gas chromatographic-helium microwave plasma detector-The biotransformation of 1H,1H,2H,2H-perfluorodecanol to perfluorooctanoate. Anal Biochem 118:336–343Google Scholar
  10. Hagen DF, Belisle J, Marhevka JS (1983) Capillary GC/helium microwave emission detector characterization of fluorine containing metabolites in blood plasma. Spectrochim Acta 38:377–385Google Scholar
  11. Hanhijärvi H, Ophaug RH, Singer L (1982) The sex-related difference in perfluorooctafloate excretion in the rat. Proc Soc Exp Biol Med 171:50–55Google Scholar
  12. Herriott AW, Picker D (1975) Phase transfer catalysis. An evaluation of catalysts. J Am Chem Soc 97:2345–2349Google Scholar
  13. Hintze U, Röper H, Gercken G (1973) Gas chromatographymass spectrometry of C1C20 fatty acid benzyl esters. J Chromatogr 87;481–489Google Scholar
  14. Klemm H-P, Hintze U, Gercken G (1973) Quantitative preparation and gas chromatography of short and medium chain fatty acid benzyl esters (C1-C12). J Chromatogr 75:19–27Google Scholar
  15. L'Emeillat Y, Menez JF, Berthou F, Bardou L (1981) Quantitative GC determination of low-molecular weight straightchain carboxylic acids as theirp-bromophenacyl esters after extractive alkylation in acidic medium. J Chromatogr 206:89–100Google Scholar
  16. Monseur X, Walravens J, Dourte P, Termenia M (1981) Determination of volatile carboxylic acids in animal wastes by GC of their benzyl esters. J High Resol Chromatogr & Chromatogr Communications 4:49–53Google Scholar
  17. Oison CT, Andersen ME (1983) The acute toxicity of perfluorooctanoic and perfluorodecanoic acids in male rats and effects on tissue fatty acids. Toxicol Appl Pharmacol 70:362–372Google Scholar
  18. Ophaug RH, Singer L (1980) Metabolic handling of perfluorooctanoic acid in rats. Proc Soc Exp Biol Med 163:19–23Google Scholar
  19. Venkateswarlu P (1975) Determination of total fluorine in serum and other biological materials by oxygen bomb and reverse extraction techniques. Anal Biochem 68: 512–521Google Scholar
  20. Venkateswarlu P (1982) Sodium biphenyl method for determination of covalently bound fluorine in organic compounds and biological materials. Anal Chem 54: 1132–1137Google Scholar
  21. Venkateswarlu P, Winter LD, Prokop RA, Hagen DF (1983) Automated molecular absorption spectrometry for determination of fluorine in biological samples. Anal Chem 55:2232–2236Google Scholar

Copyright information

© Springer-Verlag New York Inc. 1985

Authors and Affiliations

  • Markku Ylinen
    • 1
  • Hannu Hanhijärvi
    • 1
    • 2
  • Pekka Peura
    • 1
  • Osmo Rämö
    • 1
  1. 1.Department of Pharmaceutical ChemistryUniversity of KuopioKuopioFinland
  2. 2.Department of Environmental Hygiene and ToxicologyNational Public Health InstituteKuopioFinland

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