Synthesis and characterization of canola oil-stearic acid-based trans-free structured lipids for possible margarine application

Journal of Agricultural and Food Chemistry

Volumn 55, Issue 26, 2007, Pages 10692-10702

  Lumor, Stephen E ^a   Jones, Kerby C ^b   Ashby, Rick ^b   Strahan, Gary D ^b   Byung, Hee Kim ^a   Lee, Guan Chiun ^c   Shaw, Jei Fu ^d,e   Kays, Sandra E ^f   Chang, Shu Wei ^g   Foglia, Thomas A ^b   Akoh, Casimir C ^a  

^a UNIVERSITY OF GEORGIA   (United States)

^b EASTERN REGIONAL RESEARCH CENTER   (United States)

^c NATIONAL TAIWAN NORMAL UNIVERSITY   (Taiwan)

^d INSTITUTE OF PLANT AND MICROBIAL BIOLOGY   (Taiwan)

^e NATIONAL CHUNG HSING UNIVERSITY   (Taiwan)

^f RUSSELL RESEARCH CENTER   (United States)

^g Department of Mechanical Engineering   (Taiwan)

Author keywords

Candida rugosa lipase isoform 1; Canola oil; Interesterification; Lipozyme RM IM; Response surface methodology; Sodium methoxide; Stearic acid

Indexed keywords

CANOLA OIL; FATTY ACID; LIPOZYME; MARGARINE; MONOUNSATURATED FATTY ACID; STEARIC ACID; STEARIC ACID DERIVATIVE; TRANS FATTY ACID; TRIACYLGLYCEROL; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CANDIDA; ENZYMOLOGY; FOOD HANDLING; METABOLISM; METHODOLOGY; RHIZOMUCOR;

CANDIDA; FATTY ACIDS; FATTY ACIDS, MONOUNSATURATED; FOOD TECHNOLOGY; LIPASE; MARGARINE; RHIZOMUCOR; STEARIC ACIDS; TRANS FATTY ACIDS; TRIGLYCERIDES;

BRASSICA NAPUS; BRASSICA NAPUS VAR. NAPUS; CANDIDA RUGOSA; RHIZOMUCOR; RHIZOMUCOR MIEHEI;

EID: 38049034333     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf0710175     Document Type: Article

References (35)

1. Hunter, J. E. Dietary levels of irons-fatty acids: basis for health concerns and industry efforts to limit use. Nutr. Res. (N.Y.) 2005, 25, 499-513.
2. Allison, D. B.; Egan, S. K.; Barraj, L. M.; Caughman, C.; Infante, M.; Heimbach, J. T. Estimated intakes of trans fatty acids and other fatty acids in the US population. J. Am. Diet Assoc. 1999, 99, 166-174.
3. Wahle, K. W. J.; James, W. P. T. Isomeric fatty acids and human health. Eur. J. Clin. Nutr. 1993, 47, 828-839.
4. Willet, W. C.; Stampher, M. J.; Mansen, J. E. Intake of trans fatty acids and risks of coronary heart disease among women. Lancet 1993, 342, 581-583.
5. Federal Register, Food Labeling: Trans fatty acids in nutrition labeling, nutrient content claims, and health. 21 CFR part 101. Food and Drug Administration, July 2, 2003.
6. Young, F. V. K. Interchangeability of oils. J. Am. Oil Chem. Soc. 1985, 62, 373-375.
7. Keys, A.; Anderson, J. T.; Grande, F. Serum cholesterol response to changes in the diet. IV. Particular saturated fatty acids in the diet. Metabolism 1965, 14, 776-787.
8. Hegsted, D. M.; McGrandy, R. B.; Myers, M. L.; Stare, F. J. Quantitative effects of dietary fat on serum cholesterol in man. Am. J. Clin. Nutr. 1965, 17, 281-295.
9. Grande, F.; Anderson, J. T.; Keys, A. Comparison of effects of palmitic and stearic acids in the diet on serum cholesterol in men. Am. J. Clin. Nutr. 1970, 23, 1184-1193.
10. Bonanome, A.; Grundy, G. M. Effect of dietary stearic acid on plasma cholesterol and lipoprotein levels. N. Engl. J. Med. 1988, 319, 1244-1248.
11. Gebauer, S.; Harris, W. S.; Kris-Etherton, P. M.; Etherton, T. D. Dietary n-6:n-3 fatty acid ratio and health. In Healthful Lipids; Akoh, C. C., Lai, O.-M., Eds.; AOCS Press: Champaign, IL, 2005; pp 221-248.
12. Kapoor, R. γ-linolenic acid: the health effects. In Healthful Lipids; Akoh, C. C., Lai O.-M., Eds.; AOCS Press: Champaign, IL, 2005; pp 221-248.
13. Official Methods and Recommended Practices of the American Oil Chemists' Society, 4th ed.; American Oil Chemists' Society: Champaign, IL, 1989; Ca 5a-40.
14. Official methods of analysis of AOAC International, 17th ed.; AOAC International: Gaithersburg, MD, 1998; Official Method 996.01.
15. Official Methods and Recommended Practices of the American Oil Chemists' Society, 4th ed.; American Oil Chemists' Society: Champaign, IL. 1989; Cj 1-94.
16. Official Methods and Recommended Practices of the American Oil Chemists' Society. 5th ed.; American Oil Chemists' Society: Champaign, IL, 1998; Cd 16-81.
17. Lumor, S. E.; Akoh, C. C. Enzymatic incorporation of stearic acid into a blend of palm olein and palm kernel oil: optimization by response surface methodology. J. Am. Oil Chem. Soc. 2005, 82, 421-426.
18. Dordick, J. S. Enzymatic catalysis in monophasic organic solvents. Enzyme Microb. Technol. 1989, 11, 194-211.
19. Torres, C. F.; Munir, F.; Lessard, L. P.; Hill, C. G. Lipase-mediated acidolysis of tristearin with CLA in a packed-bed reactor: a kinetic study. J. Am. Oil Chem. Soc. 2002, 79, 655-661.
20. Mu, H.; Xu, X.; Adler-Nissen, J.; Høy, C.-E. Production of structured lipids by lipase-catalyzed interesterification in a packed bed reactor: effect of reaction parameters on the level of diacylglycerols in the products. Lipid-Fett 1999, 101, 158-164.
21. Willis, W. M.; Marangoni, A. G. Enzymatic interesterification. In Food Lipids, 2nd ed.; Akoh, C. C., Min, D. B., Eds.; Marcel Dekker: New York, 2002; pp 839-875.
22. Xu, X.; Fomuso, L. B.; Akoh, C. C. Modification of menhaden oil by enzymatic acidolysis to produce structured lipids: optimization by response surface design in a packed bed reactor. J. Am. Oil Chem. Soc. 2000, 77, 171-176.
23. Lumor, S. E.; Akoh, C. C. Incorporation of γ-linolenic and linoleic acids into a palm kernel oil/palm olein blend. Eur. J. Lipid Sci. Technol. 2005, 107, 447-454.
24. Ramirez Fajardo, A.; Akoh, C. C.; Lai, O. M. Lipase-catalyzed incorporation of n-3 PUFA into palm oil. J. Am. Oil Chem. Soc. 2003, 80, 1197-1200.
25. Huang, K.-H.; Akoh, C. C. Lipase-catalyzed incorporation of n-3 polyunsaturated fatty acids into vegetable oils. J. Am. Oil Chem. Soc. 1994, 71, 1277-1280.
26. Haraldsson, G. G.; Almarsson,Ö. Studies on the positional specificity of lipase from Mucor miehei during interesterification reactions of cod liver oil with n-3 polyunsaturated fatty acids and ethyl ester concentrates. Acta Chem. Scand. 1991, 45, 723-730.
27. Akoh, C. C.; Lee, G.-C.; Shaw, J.-F. Protein engineering and applications of Candida rugosa lipase isoforms. Lipids 2004, 39, 513-526.
28. Anonymous. Report of the National Cholesterol Education expert panel on detection, evaluation, and treatment of high blood cholesterol in adults. Arch. Intern. Med. 1988, 148, 36-69.
29. Keys, A. Coronary heart disease in seven countries. Circulation 1970, 41, 1162-1175.
30. 13C NMR spectroscopy. Lipids 1985, 20, 778-792.
31. 13C nuclear magnetic resonance spectroscopy. J. Am. Oil Chem. Soc. 1995, 72, 293-297.
32. 13C-NMR spectra of some synthetic glycerol esters alone and as mixtures. Chem. Phys. Lipids 1990, 56, 195-199.
33. 13C NMR of virgin olive oil. an overview. Magn. Reson. Chem. 1997, 35, S133-S145.
34. 13C NMR study. Chem. Phys. Lipids 1999, 103, 47-55.
35. Nor, A. I.; deMan, L.; Tang, T. S.; Chong, C. L. Chemical composition and physical properties of soft (tub) margarines sold in Malaysia. J. Am. Oil Chem. Soc. 1996, 73, 995-1001.