Preparation of Fame by Microwave Irradiation Using Boron Trifluoride as a Catalyst

Abstract

Fatty acid methyl ester (FAME) preparation is an important step to determine fatty acid composition of oils and fats. Transesterification with boron trifluoride (BF3) in methanol has been widely used; however, the transesterification of triacylglycerols usually involves a long heating time, whereas much shorter reaction times may be sufficient when microwave irradiation is used. The purpose of this paper was to optimize FAME preparation with BF3 by microwave irradiation. A three-factor central composite routable (CCRD) design was used to study the effect of the heating time (A), irradiation power (B), and volume of sodium hydroxide (C) on FAME concentration. A second-order polynomial model was employed to generate a surface response. Optimum conditions obtained for FAME preparation were time of 60 s, irradiation power of 220 W, and base volume of 1.5 mL. Compared to conventional methods, the advantages of this method are the quick result and the accuracy.

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R. Fiori Zara, E. Guntendorfer Bonafé, C. Antunes Martin, N. Evelázio de Souza, E. Curti Muniz and J. Vergílio Visentainer, "Preparation of Fame by Microwave Irradiation Using Boron Trifluoride as a Catalyst," American Journal of Analytical Chemistry, Vol. 3 No. 4, 2012, pp. 288-294. doi: 10.4236/ajac.2012.34039.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] S. Sudheendran, C. C. Chang and R. J. Deckelbaum, “n–3 vs. Saturated Fatty Acids: Effects on the Arterial Wall,” Prostag-landins, Leukotrienes and Essential Fatty Acids, Vol. 82, No. 4-6, 2010, pp. 205-209. doi:10.1016/j.plefa.2010.02.020
[2] M. Ledoux, L. Laloux and R. L. Wolff, “Analytical Methods for Determination of Trans-C18 Fatty Acids Isomers in Milk Fat,” Analysis, Vol. 28, No. 5, 2000, pp. 402-412. doi:10.1051/analusis:2000125
[3] M. A. De la Fuente, P. Luna and M. Juarez, “Chromatographic Techniques to Determine Conjugated Linoleic Acid Isomers,” Trends in Analytical Chemistry, Vol. 25, No. 9, 2006, pp. 917-926. doi:10.1016/j.trac.2006.04.012
[4] C. Mazzocchia, G. Módica, A. Kaddouri and R. Nannicini, “Fatty Acid Methyl Esters Synthesis from Triglycerides over Heterogeneous Catalysts in the Presence of Microwaves,” Comptes Rendus Chimie, Vol. 7, No. 6-7, 2004, pp. 601-605. doi:10.1016/j.crci.2003.12.004
[5] N. C. Shantha and G. E. Napolitano, “Gas-Chromatography of Fatty-Acids,” Journal of Chromatography A, Vol. 624, No. 1-2, 1992, pp. 37-51. doi:10.1016/0021-9673(92)85673-H
[6] L. D. Metcalfe and A. A. Schmitz, “Rapid Preparation of Fatty Acid Esters for Gas Chromatographic Analysis,” Analytical Chemistry, Vol. 33, No. 3, 1961, pp. 363-364. doi:10.1021/ac60171a016
[7] W. R. Morrison and L. M. Smith, “Preparation of Fatty Acid Methyl Esters and Dimethy-lacetals from Lipids with Boron Fluoride-Methanol,” Journal of Lipid Research, Vol. 5, No. 1-3, 1964, pp. 600-608.
[8] “Official Methods of Analysis,” 15th Edition, AOAC, Arlington, 1990.
[9] American Oil Chemists’ Society, “Official and Tentative Methods of the American Oil Chemists’ Society, 1969,” The Analyst, Vol. 72, No. 853, 1989, p. 157.
[10] International Union of Pure and Applied Chemistry (IUPAC), “Standard Methods for the Analysis of Oils Fats and Derivatives, Applied Chemistry Division, Comission on Oils, Fats and Derivatives,” 6th Edition, Pergamon Press, Oxford, 1979.
[11] W. K. Fulk and M. S. Shorb, “Production of an Artifact during Methanolysis of Lipids by Boron Trifluoride- Methanol,” Journal of Lipid Research, Vol. 11, No. 3, 1970, pp. 276-277.
[12] P. Banerjee, G. Dawson and A. Dasgupta, “Enrichment of Saturated Fatty-Acid Containing Phospholipids in Sheep Brain-Serotonin Receptor Preparations—Use of Microwave Irradiation for rapid Transesterification of Phos- pholipids,” Biochimica et Biophysica Acta, Vol. 1110, No. 1, 1992, pp. 65-74. doi:10.1016/0005-2736(92)90295-W
[13] D. Bas and I. H. Boyaci, “Modeling and Optimization I: Usability of Response Surface Methodology,” Journal of Food Engineering, Vol. 78, No. 3, 2007, pp. 836-845. doi:10.1016/0005-2736(92)90295-W
[14] D. C. Montgomery, “Design and Analysis of Experiments,” 5th Edition, John Wiley and Sons, New York, 1991.
[15] J. M. Armstrong, A. H. Me-therel and K. D. Stark, “Direct Microwave Transesterification of Fingertip Prick Blood Samples for Fatty Acid determinations,” Lipids, Vol. 43, No. 2, 2008, pp. 187-196. doi:10.1007/s11745-007-3141-6
[16] J. D. Joseph and R. G. Ackman, “Capillary Column Gas- Chromatographic Method for Analysis of Encapsulated Fish Oils and Fish Oil Ethyl-Esters—Collaborative Study,” Journal of AOAC International, Vol. 75, No. 3, 1992, pp. 488-506.
[17] J. V. Visen-tainer and M. R. B. Franco, “ácidos Graxos em óleos e Gor-duras: Identifica??o e Quantifica??o,” Va- rela, S?o Paulo, 2006.
[18] R. H. Thompson, “Simplifying Fatty Acid Analyses in Multicomponent Foods with a Standard Set of Isothermal GLC Conditions Coupled with ECL Determinations,” Journal of Chromatographic Science, Vol. 34, No. 11, 1996, pp. 495-504.
[19] K. Strànsky, T. Jursik and A. Vitek, “Standard Equivalent Chain Length Values of Monoenic and Polyenic (Methylene Interrupted) Fatty Acids,” Journal of High Resolution Chromatography, Vol. 20, No. 3, 1997, pp. 143-158. doi:10.1002/jhrc.1240200305
[20] J. V. Visentainer, M. D. Noffs, P. D. O. Carvalho, V. V. de Almeida, C. C. de Oliveira and N. E. de Souza, “Lipid Content and fatty Acid Composition of 15 Marine Fish Species from the Southeast Coast of Brazil,” Journal of the American Oil Chemists’ Society, Vol. 84, No. 6, 2007, pp. 543-547.
[21] D, Cantellops, A. P. Reid, R. R. Ei-tenmiller and A. R. Long, “Determination of Lipids in Infant Formula Powder by Direct Extraction Methylation of Lipids and Fatty Acid Methyl Esters (FAME) Analysis by Gas Chro-matography,” Journal AOAC International, Vol. 82, No. 5, 1999, pp. 1128-1139.
[22] C. D. Bannon, J. D. Craske and A. E. Hilliker, “Analysis of Fatty-Acid Methyl-Esters with high-accuracy and Reliability. V. Validation of Theoretical Relative Response Factors of Unsaturated Esters in the Flame Ionization Detector,” Journal of the American Oil Chemists’ Society, Vol. 63, No. 1, 1986, PP. 105-110.
[23] C. A. Martin, C. C. de Oliveira, J. V. Visentainer, M. Mat-sushita and de N. E. Souza, “Optimization of the Selectivity of a Cyanopropyl Stationary Phase for the Gas Chromatographic Analysis of Trans Fatty Acids,” Journal of Chromatography A, Vol. 1194, No. 1, 2008, pp. 111- 117. doi:10.1016/j.chroma.2008.04.033
[24] A. C. Aguiar, S. M. Cottica, M. Boroski, C. C. De Oliveira, E. G. Bonafe, P. B. Fran?a, N. E. Souza and J. V. Visentainer, “Quantification of Essential Fatty Acids in the Heads of Nile Tilapia (Oreochromis Niloticus) Fed with Linseed Oil,” Journal of the Brazilian Computer Society, Vol. 22, No. 4, 2011, pp. 643-647. doi:10.1590/S0103-50532011000400005
[25] Analytical Methods Committee, “Recommendations for the Definition, Estimation and Use of the Detection Limit,” Analyst, Vol. 112, No. 2, 1987, pp. 199-204. doi:10.1039/an9871200199
[26] Statsoft Inc., “Statistica for Windows,” Statsoft Inc., Tulsa, 2005.
[27] Consortium Scilab (Digiteo), “Scilab for Windows,” Le Chesnay, Cedex, France, 2010.
[28] N. Jeyashoke, K, Krisnangkura and S. T. Chen, “Microwave Induced Rapid Transmethylation of Fatty Acids for Analysis of Food Oil,” Journal of Chromatography A, Vol. 818, No. 1, 1998, pp. 133-137. doi:10.1016/S0021-9673(98)00545-7
[29] R. Caulcutt and R. Boddy, “Statistics for Analytical Chemists,” Chapman and Hall, London, 1983.

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