Retention behavior of trans isomers of eicosapentaenoic and docosahexaenoic acid methyl esters on a polyethylene glycol stationary phase

European Journal of Lipid Science and Technology

Volumn 110, Issue 6, 2008, Pages 547-553

  Mjøs, Svein A ^a,b  

^a NOFIMA   (Norway)

^b NONE   (Norway)

Author keywords

Cyanopropyl stationary phase; Docosahexaenoic acid; Eicosapentaenoic acid; Equivalent chain lengths; Fatty acid methyl esters; Gas chromatography; Polyethylene glycol stationary phase; Trans fatty acids

Indexed keywords

EID: 54549119125     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.200700225     Document Type: Article

References (31)

1. R. L. Wolff: Resolution of linolenic acid geometrical isomers by gas-liquid chromatography on a capillary column coated with a 100% cyanopropyl polysiloxane film (CP Sil-88). J Chromatogr Sci. 1992, 30, 17-22.
2. J. Molkentin, D. Precht: Optimized analysis of trans-octadecenoic acids in edible fats. Chromatographia. 1995, 41, 267-272.
3. R. H. Thompson: Direct measurement of total trans- and cis-octadecenoic fatty acids based on a gas-liquid chromatographic class separation of trans-18:1 and cis-18:1 fatty acid methyl esters. J Chromatogr Sci. 1997, 35, 536-544.
4. P. Juanèda, J. L. Sébédio, W. W. Christie: Complete separation of the geometrical isomers of linolenic acid by high performance liquid chromatography with a silver ion column. J High Resol Chromatogr. 1984, 17, 321-324.
5. R. L. Wolff, J. L. Sébédio: Characterization of gamma-linolenic acid geometrical isomers in borage oil subjected to heat treatments (deodorization). J Am Oil Chem Soc. 1994, 71, 117-126.
6. S. A. Mjøs, J. Pettersen: Determination of trans double bonds in polyunsaturated fatty acid methyl esters from their electron impact mass spectra. Eur J Lipid Sci Technol. 2003, 105, 156-164.
7. S. A. Mjøs: Identification of fatty acids in gas chromatography by application of different temperature and pressure programs on a single capillary column. J Chromatogr A. 2003, 1015, 151-161.
8. W. M. N. Ratanayake: Analysis of trans fatty acids. In: Trans Fatty Acids in Human Nutrition. Eds. J. L. Sébédio, W. W. Christie, The Oily Press, Dundee (UK) 1998, pp. 115-161.
9. A. Grandgirard, J. L. Sébédio, J. Fleury: Geometrical isomerization of linoleinic acid during heat treatment of vegetable oils. J Am Oil Chem Soc. 1984, 61, 1563-1568.
10. S. A. Mjøs, M. Solvang: Geometrical isomerisation of EPA and DHA at high temperatures. Eur J Lipid Sci Technol. 2006, 108, 589-597.
11. V. Fournier, F. Destaillats, P. Juanéda, F. Dionisi, P. Lambelet, J. L. Sébédio, O. Berdeux: Thermal degradation of long-chain polyunsaturated fatty acids during deodorization of fish oils. Eur J Lipid Sci Technol. 2006, 108, 33-42.
12. V. Fournier, P. Juanéda, F. Destaillats, F. Dionisi, P. Lambelet, J.-L. Sébédio, O. Berdeux: Analysis of eicosapentaenoic acid and docosahexaenoic acid geometrical isomers formed during fish oil deodorization. J Chromatogr A. 2006, 1129, 21-28.
13. V. Fournier, F. Destaillats, B. Hug, P. A. Golay, F. Joffre, P. Juanéda, E. Sémon, F. Dionisi, P. Lambelet, J. L. Sébédio, O. Berdeaux: Quantification of eicosapentaenoic and docosahexaenoic acid geometrical isomers formed during fish oil deodorization by gas-liquid chromatography. J Chromatogr A. 2007, 1154, 353-359.
14. S. A. Mjøs: Properties of trans isomers of eicosapentaenoic acid and eicosahexaenoic acid methyl esters on cyanopropyl stationary phases. J Chromatogr A. 2005, 1100, 185-192.
15. R. C. Wijesundera, W. M. N. Ratanayake, R. G. Ackman: Eicosapentaenoic acid geometrical isomer artifacts in heated fish oil esters. J Am Oil Chem Soc. 1989, 66, 1822-1830.
16. S. A. Mjøs, S. Meier, O. Grahl-Nielsen: Geometrical isomerisation of double bonds in acid catalysed preparation of fatty acid methyl esters. Eur J Lipid Sci Technol. 2006, 108, 315-322.
17. S. A. Mjøs: The prediction of fatty acid structure from selected ions in electron impact mass spectra of fatty acid methyl esters. Eur J Lipid Sci Technol. 2004, 106, 550-560.
18. S. A. Mjøs: Two-dimensional fatty acid retention indices. J Chromatogr A. 2004, 1061, 201-209.
19. T. W. Gibson, P. Strassburger: Sulfinic acid catalyzed isomerization of olefins. J Org Chem. 1976, 41, 791-793.
20. W. W. Christie: Equivalent chain-lengths of methyl ester derivatives of fatty acids on gas chromatography. J Chromatogr. 1988, 447, 305-314.
21. K. Stránsky, T. Jusík, A. Vítek: Standard equivalent chain length values of monoenic and polyenic (methylene interrupted) fatty acids. J High Resol Chromatogr. 1997, 20, 143-158.
22. K. Stránsky, T. Jursík, A. Vítek, J. Skorepa: An improved method of characterizing fatty acids by equivalent chain length values. J High Resol Chromatogr. 1992, 15, 730-740.
23. L. S. Ettre: Nomenclature for chromatography. Pure Appl Chem. 1993, 65, 819-872.
24. J. M. Chardigny, J. L. Sébédio, A. Grandgirard, L. Martine, O. Berdeaux, J. M. Vatele: Identification of novel trans isomers of 20:5 n-3 in liver lipids of rats fed a heated oil. Lipids. 1996, 31, 165-168.
25. F. Shahidi, U. N. Wanasundara: Omega-3 fatty acid concentrates: Nutritional aspects and production technologies. Trends Food Sci Technol. 1998, 9, 230-240.
26. F. D. Gunstone: Movements towards tailor-made fats. Prog Lipid Res. 1998, 37, 277-305.
27. G. Haraldsson: Separation of saturated/unsaturated fatty acids. J Am Oil Chem Soc. 1984, 61, 219-222.
28. J. L. Guil-Guerrero, J. C. López-Martínez, M. A. Rincón-Cervera, P. Campra-Madrid: One-step extraction and concentration of polyunsaturated fatty acids from fish liver. J Am Oil Chem Soc. 2007, 84, 357-361.
29. A. Robles-Medina, E. Molina-Grima, A. Giménez-Giménez, M. J. Ibáñez-González: Downstream processing of algal polyunsaturated fatty acids. Biotechnol Adv. 1998, 16, 517-580.
30. A. Gimenez-Gimenez, M. J. Ibañez-Gonzalez, A. Robles-Medina, E. Molina-Grima, S. Garcia-Salas, L. Esteban-Cerdan: Downstream processing and purification of eicosapentaenoic (20:5n-3) and arachidonic acids (20:4n-6) from the microalga Porphyridium cruentum. Bioseparation. 1989, 7, 89-99.
31. A. Ben-Amotz, R. Fisher, A. Schneller: Chemical composition of dietary species of marine unicellular algae and rotifiers with emphasis on fatty acids. Mar Biol. 1987, 95, 31-36.