PMID: 15242016Jul 10, 2004Paper

Recommended methods of fatty acid methylester preparation for conjugated dienes and trienes in food and biological samples

Journal of Nutritional Science and Vitaminology
Miki IgarashiTeruo Miyazawa

Abstract

In this study, we compared three acid-catalyzed methods and three base-catalyzed methods for the methylester preparation of conjugated dienoic fatty acids and conjugated trienoic fatty acids in food and biological samples. Among the six methods examined, the sodium methoxide/methanol (NaOCH3/MeOH) method and the tetramethylguanidine/ methanol (TMG/MeOH) method of methylester preparation from tung oil were most efficient in preventing the artificial isomerization of alpha-eleostearic acid (alpha-ESA; 9c,11t,13t-18:3) to beta-eleostearic acid (beta-ESA: 9t,11t,13t-18:3) and for avoiding the artificial generation of unknown byproducts. Hydrochloric acid/methanol (HCl/MeOH), sulfuric acid/methanol (H2SO4/MeOH) and AOCS (boron trifluoride/methanol (BF3/MeOH)) methods of methylester preparation from tung oil resulted in the breakdown of alpha-ESA due to their long reaction periods and high reaction temperatures. In addition, these three methods did not prevent the generation of beta-ESA. For the methylester preparation of tung oil free fatty acids, the BF3/MeOH method (30 min at room temperature) did not lead to artificial beta-ESA formation or byproducts, while the trimethylsilyldiazomethane (TMSN2CH3) method did form artifacts. For...Continue Reading

Citations

Jun 11, 2005·The British Journal of Nutrition·Lin YangZhen-Yu Chen
Jul 14, 2012·Journal of Chromatographic Science·Luis Miguel Rodríguez-AlcaláJavier Fontecha
Feb 2, 2012·Journal of Nutritional Science and Vitaminology·Kenta SatoIkuo Ikeda
Jul 20, 2011·Journal of Oleo Science·Takashi KobayashiYuji Shimada
Jan 31, 2015·International Journal of Molecular Sciences·Jun Jiang, Xiaobin Jia
Jan 24, 2006·The Journal of Nutritional Biochemistry·Tsuyoshi TsuzukiTeruo Miyazawa
Mar 31, 2015·Bioscience, Biotechnology, and Biochemistry·Tsuyoshi Tsuduki
Aug 11, 2007·Bioscience, Biotechnology, and Biochemistry·Tsuyoshi TsuzukiTeruo Miyazawa
Nov 7, 2018·FASEB Journal : Official Publication of the Federation of American Societies for Experimental Biology·Miki IgarashiNaoto Kubota
Nov 23, 2006·Journal of Agricultural and Food Chemistry·Ying CaoLin Yang
Mar 12, 2009·Journal of Combinatorial Chemistry·Markus Damm, C Oliver Kappe

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