Abstract
The seed oil from a genetically transformed canola (Brassica napus) containing 43% (w/w) of γ-linolenic acid (G, 18∶3n−6), 22% linoleic acid (L, 18∶2n−6), and 16% oleic acid (O, 18∶1n−9) was evaluated. In this high γ-linolenic acid canola oil (HGCO), the predominant 18∶3n−6-containing triacylglycerol (TG) molecular species were GGL (23%), GLO (20%), and GGG (11%). In the total TG, approximately 75% of the 18∶3n−6 was located at the sn-1,3 positions, while only 34% of linoleic acid was at the sn-1,3 positions. The GGL molecular species of HGCO contained approximately equal amounts of GLG and GGL positional isomers, while the GLO molecular species had 95% GOL and 5% GLO isomers. The general characteristics and the tocopherol and phytosterol contents were mostly similar between HGCO and nontransformed canola oil. No detectable amounts of amino acids and nucleotides were observed in the HGCO.
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References
Karlstad, M.D., J.D. Palombo, M.J. Murray, and S.J. DeMichele, The Anti-inflammatory Role of γ-Linolenic and Eicosapentaenoic Acids in Acute Lung Injury, in γ-Linolenic Acid, Metabolism and Its Roles in Nutrition and Medicine. edited by Y.-S. Huang and D.E. Mills, AOCS Press, Champaign, 1996, pp. 137–167.
Palombo, J.D., S.J. DeMichele, P.J. Boyce, E.E. Lydon, J.-W. Liu, Y.-S. Huang, R.A. Forse, J.P. Mizgerd, and B.R. Bistrian, Short-Term Enteral Feeding with Diets Containing Eicosapentaenoic and γ-Linolenic Acids Modulates Alveolar Macrophage Fatty Acid Composition and Eicosanoid Synthesis Without Compromising Bactericidal Function in Rats, Crit. Care Med. 27:1908–1915 (1999).
Poisson, J.-P., M. Narce, Y.-S. Huang, and D. Mills, γ-Linolenic Acid Biosynthesis and Chain Elongation in Fasting and Diabetes Mellitus, in γ-Linolenic Acid: Metabolism and Its Roles in Nutrition and Medicine, edited by Y.-S. Huang and D.E. Mills, AOCS Press, Champaign, 1996, pp. 252–272.
Das, U.N., Gamma-Linolenic Acid, Arachidonic Acid, and Eicosapentaenoic Acid as Potential Anticancer Drugs, Nutrition 6:429–434 (1990).
Knutzon, D., P. Mukerji, Y.-S. Huang, J. Thurmond, S. Chaudhary, and A. Leonard, Methods and Compositions for Synthesis of Long Chain Polyunsaturated Fatty Acids in Plants, U.S. Patent 6,075,183 (2000).
Kridle, J.C., D.W. McCarter, R.E. Rose, D.E. Scherer, D.S. Knutzon, S.E. Radke, and V.C. Knauf, Isolation and Characterization of an Expressed Napin Gene from Brassica rapa, Seed Sci. Res. 1:209–219 (1991).
McBride, K.E., and K.R. Summerfelt, Improved Binary Vector for Agrobacterium-Mediated Plant Transformation, Plant Mol. Biol. 14:269–276 (1990).
Radke, S.E., B.M. Andrews, M.M. Moloney, M.L. Crouch, J.C. Kridl, and V.C. Knauf, Transformation of Brassica napus L. Using Agrobacterium tumefaciens: Developmentally Regulated Expression of a Reintroduced Napin Gene, Theor. Appl. Genet. 75:685–694 (1988).
Huang, Y.-S., X. Lin, P.R. Redden, and D.F. Horrobin, In Vitro Hydrolysis of Natural and Synthetic γ-Linolenic Acid-Containing Triacylglycerols by Pancreatic Lipase, J. Am. Oil Chem. Soc. 72:625–631 (1995).
Liu, J.-W., E.G. Bobik, Jr., and Y.-S. Huang, In Vitro Hydrolysis of Fungal Oils: Distribution of Arachidonic Acid-Containing Triacylglycerol Molecular Species, ——Ibid. 75:507–510 (1998).
Koba, K., J.-W. Liu, E. Bobik, M. Sugano, and Y.-S. Huang, Cholesterol Supplementation Attenuates the Hypocholesterolemic Effect of Rice Bran Oil in Rats, J. Nutr. Sci. Vitaminol. 46:58–64 (2000).
Bergana, M., and T.W. Lee, Structure Determination of Long-Chain Polyunsaturated Triacylglycerols by High-Resolution 13C Nuclear Magnetic Resonance, J. Am. Oil Chem. Soc. 73:551–556 (1996).
Adlof, R.O., Analysis of Triacylglycerol Positional Isomers by Silver-Ion High Performance Liquid Chromatography, J. High Resolut. Chromatogr. 18:105–107 (1995).
Anonymous, Analyze Sterols Using a Special-Purpose Capillary GC Column, Supelco Application Note 37, Bellefonte (1991).
Balz, V.M., E. Schulte, and H.-P. Thier, Trennung von Tocopherolen und Tocotrienolen durch HPLC, Fat Sci. Technol. 94:209–213 (1992).
United States Pharmacopeia, volume XXIII, 8th Supplement, pp. 4308–4310, The United States Pharmacopeial Convention, Inc., Rockville, Maryland (1998).
Official Methods and Recommended Practices of the American Oil Chemists' Society, 4th edn., American Oil Chemists' Society, Champaign, 1983.
Anonymous, Official Methods of Analysis of the AOAC, 15th edn., Arlington, Virginia, 1990, 982.30.
Paubert-Braquet, M., N. Hedef, S. Picquot, and Ch. Dupont, Quantification of Nucleotides in Human Milk and Their Effects on Cytokine Production by Murine Fibroblasts, J774A1 Macrophages and Human Monocytes, in Foods, Nutrition and Immunity: Effect of Dairy and Fermented Milk Products, edited by M. Paubert-Braquet, Ch. Dupont, and R. Paoletti, in Dynamic Nutrition Research, edited by M. Paubert-Braquet, Karger, Basel, 1992, Vol. 1, pp. 22–34.
Prevot, A., J.L. Perrin, G. Laclaverie, Ph. Auge, and J.L. Coustille, A New Variety of Low-Linolenic Rapeseed Oil: Characteristics and Room-Odor Tests, J. Am. Oil. Chem. Soc. 67: 161–164 (1990).
Perrin, J.-L., A. Prevot, H. Traitler, and U. Bracco, Analysis of Triglyceride Species of Blackcurrant Seed Oil by HPLC via a Laser Light Scattering Detector, Rev. Fr. Corps Gras 34:221–223 (1987).
Lawson, L.D., and B.G. Hughes, Triacylglycerol Structure of Plant and Fungal Oils Containing γ-Linolenic Acid, Lipids 23:313–317 (1988).
Abidi, S.L., G.R. List, and K.A. Rennick, Effect of Genetic Modification on the Distribution of Minor Constituents in Canola Oil, J. Am. Oil Chem. Soc. 76:463–467 (1999).
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Liu, JW., DeMichele, S., Bergana, M. et al. Characterization of oil exhibiting high γ-linolenic acid from a genetically transformed canola strain. J Amer Oil Chem Soc 78, 489–493 (2001). https://doi.org/10.1007/s11746-001-0291-2
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DOI: https://doi.org/10.1007/s11746-001-0291-2