Oxidation behavior of triacylglycerol containing conjugated linolenic acids in sn-1(3) or sn-2 position

Journal of Oleo Science

Volumn 63, Issue 1, 2014, Pages 31-37

  Yamamoto, Yukihiro ^a   Imori, Yuka ^a   Hara, Setsuko ^a  

^a SEIKEI UNIVERSITY   (Japan)

Author keywords

Acidolysis; CLN; Lipase; Oxidation; Triacylglycerol

Indexed keywords

ACIDOLYSIS; CLN; CONJUGATED LINOLENIC ACIDS; OXIDATION BEHAVIORS; OXIDATIVE STABILITY; POLYMERIC SUBSTANCE; RHIZOMUCOR MIEHEI LIPASE; TRIACYLGLYCEROLS;

GLYCEROL; LIPASES; OXIDATION RESISTANCE; UNSATURATED FATTY ACIDS;

OXIDATION;

CONJUGATED LINOLEIC ACID; IMMOBILIZED ENZYME; LIPOZYME; TRIACYLGLYCEROL; TRIACYLGLYCEROL LIPASE;

ARTICLE; CATALYSIS; CHEMISTRY; OXIDATION REDUCTION REACTION; TEMPERATURE;

CATALYSIS; ENZYMES, IMMOBILIZED; LINOLEIC ACIDS, CONJUGATED; LIPASE; OXIDATION-REDUCTION; TEMPERATURE; TRIGLYCERIDES;

EID: 84892469234     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.ess13129     Document Type: Article

References (18)

1. Tsuzuki, T.; Kawakami, Y. Tumor angiogenesis suppression by α-eleostearic acid, a linolenic acid isomer with a conjugated triene system, via peroxisome proliferator-activated receptor γ. Carcinogenesis 29, 797-806(2008).
2. Kohno, H.; Suzuki, R.; Noguchi. R.; Hosokawa, M.; Miyashita, K.; Tanaka, T. Dietary conjugated linolenic acid inhibits azozymethane-induced colonic aberrant crypt foci in rats. Jpn. J. Cancer Res. 93, 133-142 (2002).
3. Koba, K.; Akahoshi, A.; Yamasaki, M.; Tanaka, K.; Yamada, K.; Iwata, T.; Kamegai, T.; Tsutsumi, K.; Sugano, M. Dietary conjugated linolenic acid in relation to CLA differently modifies body fat mass and serum and liver lipid levels in rats. Lipids 37, 343-350(2002).
4. Suzuki, R.; Noguchi, R.; Ota, T.; Abe, M.; Miyashita, K.; Kawada, T. Cytotoxic effect conjugated trienoic fatty acids on mouse tumor and human monocytic leukemia cells. Lipids 36, 477-482(2001).
5. Wada, S.; Koizumi, C. Influence of the position of unsaturated fatty acid esterified glycerol on the oxidation rate of triglyceride. J. Am. Oil Chem. Soc. 60, 1105-1109(1983).
6. Chakra, W.; Claudio, C.; Peter, W.; Peter, F.; Benjamin, F.; Neeranat, T.; Patrick, P. Docosahexaenoic acid is more stable to oxidation when located at the sn-2 position of triacylglycerol compared to sn-1(3). J. Am. Oil Chem. Soc. 85, 543-548(2008).
7. Tsuzuki, T.; Igarashi, M.; Iwata, T.; Yamauchi-Sato, Y.; Yamamoto, T.; Ogita, K.; Suzuki, T.; Miyazawa, T. Oxidation rate of conjugated linoleic acid and conjugated linolenic acid is slowed by triacylglycerol esterification and α-tocopherol. Lipids 39, 475-480(2004).
8. Kuge, Y.; Kanda, A.; Hara, S. Pursuit of oxidation behavior for conjugated polyenoyl glycerols and establishment of their novel oxidation prevention method. J. Oleo Sci. 58, 295-301(2009).
9. Taniyasu, R.; Yamamoto, Y.; Hara, S. Oxidation and anti-oxidation of conjugated trienoic fatty acid methyl ester. J. Fac. Sci. Tech., Seikei Univ. 49, 7-14(2012).
10. Kanda, A.; Imori, Y.; Hara, S. Effects of molecular species composition on the oxidative stability of triacylglycerols containing conjugated linolenic acid. J. Jpn. Soc. Nutr. Food Sci. 64, 3-10(2011).
11. Kim, IH.; Yoon, CS.; Cho, SH.; Lee, KW.; Chung, SH.; Tae, BS. Lipase-catalyzed incorporation of conjugated linoleic acid into tricaprylin. J. Am. Oil Chem. Soc. 78, 547-551(2001).
12. Irimescu, R.; Furihata, K.; Hata, Kazuhiko, Iwasaki, Y.; Yamane, T. Two-step enzymatic synthesis of Docosahexaenoic acid-rich symmetrically structured triacylglycerols via 2-monoacylglycerols. J. Am. Oil Chem. Soc. 78, 743-748(2001).
13. Igarashi, M.; Tsuzuki, T.; Kambe, T.; Miyazawa, T. Recommended methods of fatty acid methylester preparation for conjugated dienes and trienes in food and biological samples. J. Nutr. Sci. Vitaminol. 50, 121-128 (2004).
14. Jham, G. N.; Teles, F. F. F.; Campos, L. G. Use of aqueous HCl/MeOH as esterification reagent for analysis of fatty acids derived from soybean lipids. J. Am. Oil Chem. Soc. 59, 132-133(1982).
15. Plattner, R. D.; Spencer, G. F.; Kleiman, R. Triglyceride separation by reverse phase high performance liquid chromatography. J. Am. Oil Chem. Soc. 54, 511-515 (1977).
16. El-Hamdy, A. H.; Perkins, E. G. High performance reversed phase chromatography of natural triglyceride mixtures: critical pair separation. J. Am. Oil Chem. Soc. 58, 867-872(1981).
17. Standard Method for the Analysis of Fats, Oils and Related Materials(Japan Oil Chem. Soc., ed), Tentative Method(2003), 4-2000, Peroxide Value(Potentiometric Method), 2. 3. 1-1996, Anisidine Value, 2. 5. 6-1996, GPC Method for Lipids Polymer, 2. 2. 10. 1-1996.
18. Hara, S.; Ogawa, E.; Totani, Y. Evaluation of heat-deteriorated oils(I)-TLC-FID method for determining polar compounds content. J. Oleo Sci. 55, 167-172(2006).