Separación de isómeros cis/trans de ácidos grasos mediante cromatografía de gases, comparación con el método Ag-TLC
DOI:
https://doi.org/10.3989/gya.073312Palabras clave:
Ácidos grasos trans, Cromatografía de gases, Fraccionamiento Ag-TLC, ResoluciónResumen
El presente estudio investiga la separación de isómeros cis/trans de ácidos grasos mediante cromatografía de gases (GC) utilizando una columna de SP2560 de 75 m y diferentes condiciones que incluyen un programa isotérmico y una programación temperatura-tiempo. La programación temperatura- tiempo mostró una mejor separación de isómeros cis / trans de los ácidos grasos C14:1, C16:1, C18:1, C18:2 y C18:3 con los ácidos grasos de cadena corta en comparación con el programa isotermo. La separación de los isómeros trans/trans de los ácidos grasos C18:1 incluyendo ácido elaídico (C18:1 Δ9t) y ácido vaccénico (C18:1Δ11t) fué difícil mediante programación temperatura-tiempo. La cromatografía en capa fina impregnada con nitrato de plata (Ag-TLC) se realizó para separar fracciones cis/trans y el análisis de la fracciones se llevó a cabo mediante GC. El análisis GC mostró co-elución de los isómeros trans del ácido graso C18:1. Así, el estudio muestra que una programación temperatura-tiempo en GC con columna de cianopropilo altamente polar es suficiente para resolver los ácidos grasos trans, junto con los ácidos grasos de cadena corta cuando un gran número de muestras tiene que ser analizado.
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AOCS. 2003. Official methods and recommended practices of the American Oil Chemist's Society. In Firestone (Ed.), 5th edition, Champaign. IL.
Aro A, Kosmeijer-Schuil T, Bovenkamp P, Hulshof P, Zock P, Katan M. 1998. Analysis of C18:1 cis and trans fatty acid isomers by the combination of gasliquid chromatography of 4,4-dimethyloxazoline derivatives and methyl esters. J. Am. Oil Chem. Soc. 75, 977-985.
Berezkin VG, Zagainov VF, Ivanov PB. 2003. Carrier gas as a new factor influencing the selectivity of the gas– stationary liquid phase chromatographic system. J. Chromatogr. A 985, 57-62. http://dx.doi.org/10.1016/S0021-9673(02)01903-9
Christe WW. 1989. Gas chromatography and lipids: a practical guide. Oily press limited. First edition.
Delmonte P, Rader J. 2007. Evaluation of gas chromatographic methods for the determination of trans fat. Anal. Biochem. 389, 77-85.
Delmonte P, Fardin Kia A-R, Kramer JKG, Mossoba MM, Sidisky L, Rader JI. 2011. Separation characteristics of fatty acid methyl esters using SLB-IL111, a new ionic liquid coated capillary gas chromatographic column. J. Chromatogr. A 1218, 545-554. http://dx.doi.org/10.1016/j.chroma.2010.11.072 PMid:21176911
Elke Hahn-Deinstrop. 2006. Applied Thin Layer Chromatography. Best practice and Avoidance of Mistakes. WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, Second Edition.
Ettre LS. 1993. Nomenclature for chromatography. Pure Appl. Chem. 65, 819. http://dx.doi.org/10.1351/pac199365040819
Folch J, Lees M, Stanley GHS. 1957. A simple method for the isolation and purification of total lipids from animal tissues. J. Biol. Chem. 226, 497-509. PMid:13428781
Fournier V, Destaillats F, Hug B, Golay P-A, Joffre F, Juanéda P, Sémon E, Dionisi F, Lambelet P, Sébédio J-L, Berdeaux O. 2007. Quantification of eicosapentaenoic and docosahexaenoic acid geometrical isomers formed during fish oil deodorization by gas-liquid chromatography. J. Chromatogr. A 1154, 353-359. http://dx.doi.org/10.1016/j.chroma.2007.03.099 PMid:17449039
Huang Z, Wang B, Crenshaw AA. 2006. A simple method for the analysis of trans fatty acid with GC–MS and AT™- Silar-90 capillary column. Food Chem. 98, 593-598. http://dx.doi.org/10.1016/j.foodchem.2005.05.013
IUPAC. 1987. Standard methods for the analysis of oils and fats and derivatives. 7th Ed., London: Blackwell Scientific Publications.
Juanéda P, Ledoux M, Sébédio JL. 2007. Analytical methods for determination of trans fatty acid content in food. Eur. J. Lipid Sci. Technol. 109, 901-917. http://dx.doi.org/10.1002/ejlt.200600277
Kramer J, Hernandez M, Cruz-Hernandez C, Kraft J, Dugan M. 2008. Combining Results of Two GC Separations Partly Achieves Determination of All cis and trans 16:1, 18:1, 18:2 and 18:3 Except CLA Isomers of Milk Fat as Demonstrated Using Ag-Ion SPE Fractionation, Lipids 43, 259-273. http://dx.doi.org/10.1007/s11745-007-3143-4 PMid:18214567
Ledoux M, Laloux L, Wolff RL. 2000. Analytical methods for determination of trans-C18 fatty acid isomers in milk fat. A review. Analysis 28, 402. http://dx.doi.org/10.1051/analusis:2000125
Micha R, Mozaffarian 2008. Trans fatty acids: effects on cardiometabolic health and implications for policy. Prostag. Leukotr. Ess. 79, 147-152.
Morris LJ. 1966. Separations of lipids by silver ion chromatography. J. Lipid. Res. 7 (6):717-732 PMid:5339485
Mjøs SA. 2005. Properties of trans isomers of eicosapentaenoic acid and docosahexaenoic acid methyl esters on cyanopropyl stationary phases. J. Chromatogr. A 1100, 185-192. http://dx.doi.org/10.1016/j.chroma.2005.09.079 PMid:16236287
Mjøs SA, Haugsgjerd BO. 2011. Trans Fatty Acid Analyses in Samples of Marine Origin: The Risk of False Positives. J. Agric. Food Chem. 59, 3520-3531. http://dx.doi.org/10.1021/jf104156v PMid:21370819
Molkentin J, Precht D. 1995. Optimized analysis transoctadecenoic acids in edible fats. Chromatographia 41, 267-272. http://dx.doi.org/10.1007/BF02688039
Momchilova S, Nikolova-Damyanova B, Christie WW. 1998. Silver ion high-performance liquid chromatography of isomeric cis- and trans-octadecenoic acids: Effect of the ester moiety and mobile phase composition. J. Chromatogr. A 793, 275-282. http://dx.doi.org/10.1016/S0021-9673(97)00907-2
Mozaffarian D, Katan MB, Ascherio A, Stampfer MJ, Willett WC. 2006. Trans Fatty Acids and Cardiovascular Disease. New Engl. J. Med. 354, 1601-1613. http://dx.doi.org/10.1056/NEJMra054035 PMid:16611951
Phillips K, Ruggio D, Amanna K. 2010. Optimization of Standard Gas Chromatographic Methodology for the Determination of Trans Fat in Unlabeled Bakery Products. J. Food Anal. Methods 3, 277-294 http://dx.doi.org/10.1007/s12161-010-9123-y
Ragonese C, Tranchida PQ, Dugo P, Dugo G, Sidisky LM, Robillard MV, Mondello L. 2009. Evaluation of Use of a Dicationic Liquid Stationary Phase in the Fast and Conventional Gas Chromatographic Analysis of Health-Hazardous C18 Cis/Trans Fatty Acids. Anal. Chem. 81, 5561-5568. http://dx.doi.org/10.1021/ac9007094 PMid:19480396
Ratnayake WMN, Beare-Rogers JL. 1990. Problems of Analyzing C18 Cis- and Trans-Fatty Acids of Margarine on the SP-2340 Capillary Column. J. Chromatogr. Sci. 28, 633-639.
Ratnayake WMN, Plouffe JL, Pasquier E, Gagnon C. 2002. Temperature-sensitive resolution of cis- and trans-fatty acid isomers of partially hydrogenated vegetable oils on SP-2560 and CP-Sil 88 capillary columns. J. Am. Oil Chem. Soc. 85, 1112-1118.
Ratnayake WMN, Hansen LS, Kennedy PM. 2006. Evaluation of the CP-Sil 88 and SP-2560 GC Columns Used in the Recently Approved AOCS Official Method Ce 1h-05: Determination of cis-, trans-, Saturated, Monounsaturated and Polyunsaturated Fatty Acids in Vegetable or Non-ruminant Animal Oils and Fats by Capillary GLC Method. J. Am. Oil Chem. Soc. 83, 475-488. http://dx.doi.org/10.1007/s11746-006-1230-y
Ruiz-Jiménez J, Priego-Capote F, de Castro MD. 2004. Identification and quantification of trans fatty acids in bakery products by gas chromatography–mass spectrometry after dynamic ultrasound-assisted extraction. J. Chromatogr. A 1045, 203-210. http://dx.doi.org/10.1016/j.chroma.2004.06.050 PMid:15378896
Tasan M, Gecgel U, Demirci M. 2011. Comparison of geometrical isomerization of unsaturated fatty acids in selected commercially refined oils. Grasas Aceites 62, 284-289. http://dx.doi.org/10.3989/gya.102310
Tsuzuki W, Matsuoka A, Ushida K. 2010. Formation of trans fatty acids in edible oils during the frying and heating process. Food Chem. 123, 976-982. http://dx.doi.org/10.1016/j.foodchem.2010.05.048
U.S. Food and Drug Administration 2003. Food labeling: trans fatty acids in nutrition labeling, nutrient content claims, and health claims. 68 Federal Register 41433-41506 (codified at21 CFR Åò101).
Valenzuela A, King J, Nieto S. 1995. Trans fatty acid isomers from hydrogenated fats: The controversy about health implications. Grasas Aceites 46, 357- 365. http://dx.doi.org/10.3989/gya.1995.v46.i6.955
Valenzuela A, Delplanque B, Tavella M. 2011. Stearic acid: a possible substitute for trans fatty acids from industrial origin. Grasas Aceites 62, 131-138. http://dx.doi.org/10.3989/gya.033910
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