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Part of the book series: Biotechnology in Agriculture and Forestry ((AGRICULTURE,volume 67))

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Abstract

Omega-3 fatty acids represent essential nutrients for animals and humans. The most common plant-derived precursor for the bioactive long-chain omega-3 fatty acids eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) is alpha-linolenic acid (ALA). ALA is the only omega-3 fatty acid available in vegetable oils that are produced in substantial volumes. However, conversion of ALA to EPA and DHA is inefficient in humans due to a metabolic bottleneck represented by the Δ6-desaturase enzyme that converts ALA to stearidonic acid (SDA), the first intermediate in the metabolic pathway that converts ALA to EPA and DHA. SDA is present in small amounts in the oil of some herbs such as borage oil or hemp oil; however, these oils are not available in large quantities. Compared to the main vegetable oils that contain ALA, a more efficient source for long-chain omega-3 fatty acids is provided by marine cold water fish that contain substantial amounts of EPA and DHA in membrane and storage lipids. These fish do not have the metabolic capacity to synthesize omega-3 fatty acids from central intermediates of their metabolism themselves. Instead they acquire EPA and DHA through their food chain that is founded on marine algae as primary producers. Unfortunately the human consumption of fish is limited by an increasingly finite supply of marine stocks, by encumbrance of some marine fish with environmental toxins, and by dietary preferences in the Western cultures that tend to avoid fish as food source. This chapter reviews the discovery and relevance of omega-3 fatty acids as an essential human nutrient, the limitations of the marine ecosystem in providing the bioactive omega-3 fatty acids EPA and DHA in sufficient quantities for human consumption, and the development of SDA soybeans that are soybeans with substantially improved omega-3 profile. SDA soybeans contain 20 % of their total fatty acids as SDA. As such, they represent a much more efficient source of omega-3 fatty acids than traditional vegetable oils that contain ALA only. SDA soybean oil has been shown to perform similar as conventional soybean when incorporated into human foods. In contrast to specialty oils, production of SDA soybean oil is more economical and can easily be ramped up to produce large quantities. In contrast to marine omega-3 sources SDA soybean oil is free of environmental toxins and not tied to the volume limitations of the marine ecosystem. This positions SDA soybean oil as an environmentally friendly sustainable source of essential omega-3 fatty acids for the increasing demand of a growing human population.

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References

  • Aarsetoey H, Aarsetoey R, Lindner T, Staines H, Harris WS, Nilsen DW (2011) Low levels of the omega-3 index are associated with sudden cardiac arrest and remain stable in survivors in the subacute phase. Lipids 46:151–161

    CAS  PubMed Central  PubMed  Google Scholar 

  • Agren JJ, Hanninen O, Laitinen M, Seppanen K, Bernhardt I, Fogelholm L et al (1988) Boreal freshwater fish diet modifies the plasma lipids and prostanoids and membrane fatty acids in man. Lipids 23:924–929

    CAS  PubMed  Google Scholar 

  • Agren JJ, Pekkarinen H, Litmanen H, Hanninen O (1991) Fish diet and physical fitness in relation to membrane and serum lipids, prostanoid metabolism and platelet aggregation in female students. Eur J Appl Physiol Occup Physiol 63:393–398

    CAS  PubMed  Google Scholar 

  • Aliani M, Ryland D, Pierce GN (2011) Effect of flax addition on the flavor profile of muffins and snack bars. Food Res Int 44:2489–2496

    CAS  Google Scholar 

  • Aliani M, Ryaland D, Pierce GN (2012) Effect of flax addition on the flavor profile and acceptability of bagels. J Food Sci 71:S62–S70

    Google Scholar 

  • Alvarez B, Ruiz C, Chacon P, Alvarez-Sabin J, Matas M (2004) Serum values of metalloproteinase-2 and metalloproteinase-9 as related to unstable plaque and inflammatory cells in patients with greater than 70% carotid artery stenosis. J Vasc 40:469–475

    Google Scholar 

  • American Dietetics Association (2007) Position of the American Dietetic Association and Dietitians of Canada: dietary fatty acids. J Am Diet Assoc 107:1599–1611

    Google Scholar 

  • Arterburn LM, Hall EB, Oken H (2006) Distribution, interconversion, and dose response of n-3 fatty acids in humans. Am J Clin Nutr 83:1467S–1476S

    CAS  PubMed  Google Scholar 

  • Astorg P, Arnault N, Czernichow S, Noisette N, Galan P, Hercberg S (2004) Dietary intakes and food sources of n-6 and n-3 PUFA in French adult men and women. Lipids 39:527–535

    CAS  PubMed  Google Scholar 

  • Balk EM, Lichtenstein AH, Chung M, Kupelnick B, Chew P, Lau J (2006) Effects of omega-3 fatty acids on serum markers of cardiovascular disease risk: a systematic review. Atherosclerosis 189:19–30

    CAS  PubMed  Google Scholar 

  • Beitz J, Mest HJ, Forster W (1981) Influence of linseed oil diet on the pattern of serum phospholipids in man. Acta Biol Med Ger 40:K31–K35

    CAS  PubMed  Google Scholar 

  • Bell JG, McGhee F, Campbell PJ, Sargent JR (2003) Rapeseed oil as an alternative to marine fish oil in diets of post-smolt Atlantic salmon (Salmo salar): changes in flesh fatty acid composition and effectiveness of subsequent fish oil “wash out”. Aquaculture 218:515–528

    CAS  Google Scholar 

  • Bharadwaj AS, Hart SD, Brown BJ, Li Y, Watkins BA, Brown PB (2010) Dietary source of stearidonic acid promotes higher muscle DHA concentrations than linolenic acid in hybrid striped bass. Lipids 45:21–27

    CAS  PubMed  Google Scholar 

  • Bimbo AP (2008) Alaska seafood byproducts: update on potential products, markets and competing products. In: Bechtel PJ, Smiley S (eds) A sustainable future: fish processing byproducts. Alaska Sea Grant University of Alaska, Fairbanks, pp 9–25

    Google Scholar 

  • Blonk MC, Bilo HJ, Nauta JJ, Popp-Snijders C, Mulder C, Donker AJ (1990) Dose-response effects of fish-oil supplementation in healthy volunteers. Am J Clin Nutr 52:120–127

    CAS  PubMed  Google Scholar 

  • Brenna JT (2002) Efficiency of conversion of alpha-linolenic acid to long chain n-3 fatty acids in man. Curr Opin Clin Nutr Metab Care 5:127–132

    CAS  PubMed  Google Scholar 

  • Brenna JT, Salem N Jr, Sinclair AJ, Cunnane SC (2009) alpha-Linolenic acid supplementation and conversion to n-3 long-chain polyunsaturated fatty acids in humans. Prostaglandins Leukot Essent Fatty Acids 80:85–91

    CAS  PubMed  Google Scholar 

  • Breslow JL (2006) n-3 fatty acids and cardiovascular disease. Am J Clin Nutr 83:1477S–1482S

    CAS  PubMed  Google Scholar 

  • Brunner EJ, Jones PJ, Friel S, Bartley M (2009) Fish, human health and marine ecosystem health: policies in collision. Int J Epidemiol 38:93–100

    PubMed  Google Scholar 

  • Buckley R, Shewring B, Turner R, Yaqoob P, Minihane AM (2004) Circulating triacylglycerol and apoE levels in response to EPA and docosahexaenoic acid supplementation in adult human subjects. Br J Nutr 92:477–483

    CAS  PubMed  Google Scholar 

  • Burdge GC, Wootton SA (2002) Conversion of alpha-linolenic acid to eicosapentaenoic, docosapentaenoic and docosahexaenoic acids in young women. Br J Nutr 88:411–420

    CAS  PubMed  Google Scholar 

  • Burdge GC, Jones AE, Wootton SA (2002) Eicosapentaenoic and docosapentaenoic acids are the principal products of alpha-linolenic acid metabolism in young men*. Br J Nutr 88:355–363

    CAS  PubMed  Google Scholar 

  • Burdge GC, Finnegan YE, Minihane AM, Williams CM, Wootton SA (2003) Effect of altered dietary n-3 fatty acid intake upon plasma lipid fatty acid composition, conversion of [13C]alpha-linolenic acid to longer-chain fatty acids and partitioning towards beta-oxidation in older men. Br J Nutr 90:311–321

    CAS  PubMed  Google Scholar 

  • Burr G, Burr M (1929) A new deficiency disease produced by the rigid exclusion of fat from the diet. J Biol Chem 82:345–367

    CAS  Google Scholar 

  • Burr G, Burr M (1930) The nature and role of the fatty acids essential in nutrition. J Biol Chem 86:587–621

    CAS  Google Scholar 

  • Calder PC (2006) n-3 polyunsaturated fatty acids, inflammation, and inflammatory diseases. Am J Clin Nutr 83:1505S–1519S

    CAS  PubMed  Google Scholar 

  • Calder PC (2010) The American Heart Association advisory on n-6 fatty acids: evidence based or biased evidence? Br J Nutr 104:1575–1576

    CAS  PubMed  Google Scholar 

  • Cawood AL, Ding R, Napper FL, Young RH, Williams JA, Ward MJ et al (2010) Eicosapentaenoic acid (EPA) from highly concentrated n-3 fatty acid ethyl esters is incorporated into advanced atherosclerotic plaques and higher plaque EPA is associated with decreased plaque inflammation and increased stability. Atherosclerosis 212:252–259

    CAS  PubMed  Google Scholar 

  • Cerbone AM, Cirillo F, Coppola A, Rise P, Stragliotto E, Galli C et al (1999) Persistent impairment of platelet aggregation following cessation of a short-course dietary supplementation of moderate amounts of N-3 fatty acid ethyl esters. Thromb Haemost 82:128–133

    CAS  PubMed  Google Scholar 

  • Christensen JH (2003) n-3 fatty acids and the risk of sudden cardiac death. Emphasis on heart rate variability. Dan Med Bull 50:347–367

    CAS  PubMed  Google Scholar 

  • Clemente T, Xing A, Ye X, Sato S, Schweiger B, Kinney A (2003) Production of gamma linolenic acid in seeds of transgenic soybean. In: Vasil LK (ed) Plant biotechonology 2002 and Beyond. Kluwer, Dordrecht, pp 421–424

    Google Scholar 

  • Cunnane SC, Ganguli S, Menard C, Liede AC, Hamadeh MJ, Chen ZY et al (1993) High alpha-linolenic acid flaxseed (Linum usitatissimum): some nutritional properties in humans. Br J Nutr 69:443–453

    CAS  PubMed  Google Scholar 

  • Cuthbertson WF (1976) Essential fatty acid requirements in infancy. Am J Clin Nutr 29:559–568

    CAS  PubMed  Google Scholar 

  • De Silva SS, Francis DS, Tacon AGJ (2011) From fish oil replacement and alternative lipid sources in aquaculture feeds. In: Turchini GM, Ng WK, Tocher DR (eds) Fish oils in aquaculture in retrospect. CRC, Boca Raton, FL, pp 1–20

    Google Scholar 

  • Decker EA, Akoh CC, Wilkes RS (2012) Incorporation of (n-3) fatty acids in foods: challenges and opportunities. J Nutr 142:610S–613S

    CAS  PubMed  Google Scholar 

  • Driss F, Vericel E, Lagarde M, Dechavanne M, Darcet P (1984) Inhibition of platelet aggregation and thromboxane synthesis after intake of small amount of icosapentaenoic acid. Thromb Res 36:389–396

    CAS  PubMed  Google Scholar 

  • Duarte CM, Homer M, Olsen Y, Soto D, Marba N, Guiu J, Black K, Karakassis I (2009) Will the oceans feed humanity? Bioscience 59:967–976

    Google Scholar 

  • Eckert H, LaVallee B, Schweiger BJ, Kinney AJ, Cahoon AB, Clemente T (2006) Co-expression of the borage Δ6 desaturase and the Arabidopsis Δ15 desaturase results in high accumulation of stearidonic acid in the seeds of transgenic soybean. Planta 224(5):1050–1057

    CAS  PubMed  Google Scholar 

  • Engler MM, Engler MB (2006) Omega-3 fatty acids: role in cardiovascular health and disease. J Cardiovasc Nurs 21:17–24, quiz

    PubMed  Google Scholar 

  • Engstrom K, Luostarinen R, Saldeen T (1996) Whole blood production of thromboxane, prostacyclin and leukotriene B4 after dietary fish oil supplementation in man: effect of vitamin E. Prostaglandins Leukot Essent Fatty Acids 54:419–425

    CAS  PubMed  Google Scholar 

  • Engstrom K, Wallin R, Saldeen T (2003) Effects of Scandinavian caviar paste enriched with a stable fish oil on plasma phospholipid fatty acids and lipid peroxidation. Eur J Clin Nutr 57:1052–1059

    CAS  PubMed  Google Scholar 

  • Environmental Protection Agency/Food and Drug Adminsitration (2004) What you need to know about mercury in fish and shellfish: 2004 EPA and FDA advice For: women who might become pregnant; women who are pregnant; nursing mothers; young children. http://www.fda.gov/food/foodsafety/product-specificinfomation/seafood/foodbornepathogenscontaminants/methylmercury/ucm115662.htm. Accessed 12 November 2012

  • Ezaki O, Takahashi M, Shigematsu T, Shimamura K, Kimura J, Ezaki H et al (1999) Long-term effects of dietary alpha-linolenic acid from perilla oil on serum fatty acids composition and on the risk factors of coronary heart disease in Japanese elderly subjects. J Nutr Sci Vitaminol (Tokyo) 45:759–772

    CAS  Google Scholar 

  • Farzaneh-Far R, Harris WS, Garg S, Na B, Whooley MA (2009) Inverse association of erythrocyte n-3 fatty acid levels with inflammatory biomarkers in patients with stable coronary artery disease: the heart and soul study. Atherosclerosis 205:538–543

    CAS  PubMed Central  PubMed  Google Scholar 

  • Ferrucci L, Cherubini A, Bandinelli S, Bartali B, Corsi A, Lauretani F et al (2006) Relationship of plasma polyunsaturated fatty acids to circulating inflammatory markers. J Clin Endocrinol Metab 91:439–446

    CAS  PubMed  Google Scholar 

  • Finnegan YE, Minihane AM, Leigh-Firbank EC, Kew S, Meijer GW, Muggli R et al (2003) Plant- and marine-derived n-3 polyunsaturated fatty acids have differential effects on fasting and postprandial blood lipid concentrations and on the susceptibility of LDL to oxidative modification in moderately hyperlipidemic subjects. Am J Clin Nutr 77:783–795

    CAS  PubMed  Google Scholar 

  • Food and Agriculture Organization (FAO) (2010) The state of world fisheries and aquaculture. Food and Agriculture Organization of the United Nations, Rome, pp 1–197

    Google Scholar 

  • Food and Nutrition Board IoM (2005) Dietary reference intakes: energy, carbohydrate, fiber, fat, fatty acids, cholesterol, protein, and amino acids, Parts 1 and 2. National Academies Press, Washington, DC. Available at The National Academic Press http://www.nap.edu/openbook.php?record_id=10490&page=R1

  • Fountoulaki D, Vasilaki A, Hurtado R, Grigorakis K, Karacostas I, Nengas I, Rigos G, Kotzamanis Y, Venou B, Alexis MN (2009) Fish oil substitution by vegetable oils in commercial diets for gilthead sea bream (Sparus aurata L); effects on growth performance, flesh quality and fillet fatty acid profile. Aquaculture 288:317–326

    Google Scholar 

  • Fraeye I, Bruneel C, Lemahiu C, Buyse J, Miulaert K, Foubert I (2012) Dietary enrichment of eggs with omega-3 fatty acids: a review. Food Res Int 48:961–969

    CAS  Google Scholar 

  • Frankel EN (2005) Chapter 8: Control of oxidation. In: Frankel EN (ed) Lipid oxidation, 2nd edn. The Oily Press, Bridgewater, pp 187–208

    Google Scholar 

  • Froman B, Duong C, Listello J (2009) Soybean plant and seed corresponding to transgenic event MON87769 and methods for detection thereof. PCT Int Appl WO 2009/102873 A1

    Google Scholar 

  • Gebauer SK, Psota TL, Harris WS, Kris-Etherton PM (2006) n-3 fatty acid dietary recommendations and food sources to achieve essentiality and cardiovascular benefits. Am J Clin Nutr 83:1526S–1535S

    CAS  PubMed  Google Scholar 

  • George C, Rogan GJ (2010) Petition for determination of nonregulated status for soybean MON 87769. USDA/APHIS Petition #09-183-01p. http://www.aphis.usda.gov/brs/aphisdocs/09_18301p.pdf

  • Ghafoorunissa, Vani A, Laxmi R, Sesikeran B (2002) Effects of dietary alpha-linolenic acid from blended oils on biochemical indices of coronary heart disease in Indians. Lipids 37:1077–1086

    Google Scholar 

  • Gibney MJ, Hunter B (1993) The effects of short- and long-term supplementation with fish oil on the incorporation of n-3 polyunsaturated fatty acids into cells of the immune system in healthy volunteers. Eur J Clin Nutr 47:255–259

    CAS  PubMed  Google Scholar 

  • Gomes T, Delcuratolo D, Pardiso VM, Summo C, Caponio F (2011) Pro-oxidant activity of oxidized triglycerols in olive oil and comparison with pro-oxidant action of polar triacylglycerol oligopolymers. LWT Food Sci Technol 112:741–749

    Google Scholar 

  • Gray DA, Payne G, McClements DJ, Decker EA, Lad M (2010) Oxidative stability of Echium plantagineum seed oil bodies. Eur J Lipid Sci Technol 112:741–749

    CAS  Google Scholar 

  • Grimsgaard S, Bonaa KH, Hansen JB, Nordoy A (1997) Highly purified eicosapentaenoic acid and docosahexaenoic acid in humans have similar triacylglycerol-lowering effects but divergent effects on serum fatty acids. Am J Clin Nutr 66:649–659

    CAS  PubMed  Google Scholar 

  • Gronn M, Gorbitz C, Christensen E, Levorsen A, Ose L, Hagve TA et al (1991) Dietary n-6 fatty acids inhibit the incorporation of dietary n-3 fatty acids in thrombocyte and serum phospholipids in humans: a controlled dietetic study. Scand J Clin Lab Invest 51:255–263

    CAS  PubMed  Google Scholar 

  • Groot C, Margolis L (1991) Pacific Salmon life histories. UBC Press, Vancouver, BC, pp 1–564

    Google Scholar 

  • Gunstone FD (2006) Minor specialty oils. In: Shahidi F (ed) Nutraceutical and specialty lipids and their co-products. CRC, Boca Raton, FL, pp 91–126

    Google Scholar 

  • Hagve TA, Lie O, Gronn M (1993) The effect of dietary N-3 fatty acids on osmotic fragility and membrane fluidity of human erythrocytes. Scand J Clin Lab Invest Suppl 215:75–84

    CAS  PubMed  Google Scholar 

  • Harchaoui KE, Visser ME, Kastelein JJ, Stroes ES, Dallinga-Thie GM (2009) Triglycerides and cardiovascular risk. Curr Cardiol Rev 5:216–222

    CAS  PubMed Central  PubMed  Google Scholar 

  • Hardy RW, Barrows FT (2002) Diet formulation and manufacturing. In: Halver JE, Hardy RW (eds) Fish nutrition, 3rd edn. Academic, New York, pp 505–600

    Google Scholar 

  • Hardy RW, King IB (1989) Variation in n-3 fatty acid content of fresh and frozen Salmon. Omega-3 News: 1–4

    Google Scholar 

  • Hardy RW, Shephard J (2009) Sustainable marine resources for organic feeds. World Aquacult 40:59–64

    Google Scholar 

  • Harris WS (2008) The omega-3 index as a risk factor for coronary heart disease. Am J Clin Nutr 87:1997S–2002S

    CAS  PubMed  Google Scholar 

  • Harris WS (2010) The omega-3 index: clinical utility for therapeutic intervention. Curr Cardiol Rep 12:503–508

    PubMed  Google Scholar 

  • Harris WS, Von SC (2004) The omega-3 index: a new risk factor for death from coronary heart disease? Prev Med 39:212–220

    CAS  PubMed  Google Scholar 

  • Harris WS, Dirienzo MA, Sands SA, George C, Jones PG, Eapen AK (2007) Stearidonic acid increases the red blood cell and heart eicosapentaenoic acid content in dogs. Lipids 42:325–333

    CAS  PubMed  Google Scholar 

  • Harris WS, Kris-Etherton PM, Harris KA (2008a) Intakes of long-chain omega-3 fatty acid associated with reduced risk for death from coronary heart disease in healthy adults. Curr Atheroscler Rep 10:503–509

    CAS  PubMed  Google Scholar 

  • Harris WS, Lemke SL, Hansen SN, Goldstein DA, Dirienzo MA, Su H, Nemeth MA, Taylor ML, Ahmed G, George C (2008b) Stearidonic acid-enriched soybean oil increased the omega-3 index, an emerging cardiovascular risk marker. Lipids 43(9):805–811

    CAS  PubMed  Google Scholar 

  • Higgs DA, Macdonald JS, Levings CD, Dosanjh BS (1995) Nutrition and feeding habits in relation to life history. In: Groot C, Margolis L, Clark WC (eds) Physiological ecology of pacific salmon. UBC Press, Vancouver, BC, pp 159–315

    Google Scholar 

  • Hodge J, Sanders K, Sinclair AJ (1993) Differential utilization of eicosapentaenoic acid and docosahexaenoic acid in human plasma. Lipids 28:525–531

    CAS  PubMed  Google Scholar 

  • Holman RT, Johnson SB, Hatch TF (1982) A case of human linolenic acid deficiency involving neurological abnormalities. Am J Clin Nutr 35:617–623

    CAS  PubMed  Google Scholar 

  • Howe P, Meyer B, Record S, Baghurst K (2006) Dietary intake of long-chain omega-3 polyunsaturated fatty acids: contribution of meat sources. Nutrition 22:47–53

    CAS  PubMed  Google Scholar 

  • Hunter JE (1990) n-3 fatty acids from vegetable oils. Am J Clin Nutr 51:809–814

    CAS  PubMed  Google Scholar 

  • Izquierdo MS, Montero D, Robiana L, Cabellero MJ, Rosenlund G, Gines R (2005) Alterations in fillet fatty acid profile and flesh quality in gilthead seabream (Sparus aurata) fed vegetable oils for a long term period. Recovery of fatty acid profiles by fish oil feeding. Aqauculture 250:431–444

    CAS  Google Scholar 

  • James MJ, Gibson RA, D’Angelo M, Neumann MA, Cleland LG (1993) Simple relationships exist between dietary linoleate and the n-6 fatty acids of human neutrophils and plasma. Am J Clin Nutr 58:497–500

    CAS  PubMed  Google Scholar 

  • James MJ, Ursin VM, Cleland LG (2003) Metabolism of stearidonic acid in human subjects: comparison with the metabolism of other n-3 fatty acids. Am J Clin Nutr 77:1140–1145

    CAS  PubMed  Google Scholar 

  • Jensen CL, Maude M, Anderson RE, Heird WC (2000) Effect of docosahexaenoic acid supplementation of lactating women on the fatty acid composition of breast milk lipids and maternal and infant plasma phospholipids. Am J Clin Nutr 71:292S–299S

    CAS  PubMed  Google Scholar 

  • Jobling M (2003) Do changes in Atlantic salmon, Salmo salar L, fillet fatty acids following a dietary switch represent wash-out or dilution? Test of a dilution model and its application. Aquac Res 34:1215–1221

    CAS  Google Scholar 

  • Kang JX, Leaf A (2000) Prevention of fatal cardiac arrhythmias by polyunsaturated fatty acids. Am J Clin Nutr 71:202S–207S

    CAS  PubMed  Google Scholar 

  • Kannel WB, Wilson P, Blair SN (1985) Epidemiological assessment of the role of physical activity and fitness in development of cardiovascular disease. Am Heart J 109:876–885

    CAS  PubMed  Google Scholar 

  • Katan MB, Deslypere JP, Van Birgelen AP, Penders M, Zegwaard M (1997) Kinetics of the incorporation of dietary fatty acids into serum cholesteryl esters, erythrocyte membranes, and adipose tissue: an 18-month controlled study. J Lipid Res 38:2012–2022

    CAS  PubMed  Google Scholar 

  • Kelley DS, Nelson GJ, Love JE, Branch LB, Taylor PC, Schmidt PC et al (1993) Dietary alpha-linolenic acid alters tissue fatty acid composition, but not blood lipids, lipoproteins or coagulation status in humans. Lipids 28:533–537

    CAS  PubMed  Google Scholar 

  • Kelly ML, Berry JR, Dwyer DA, Griinari JM, Chouinard PY, Van Amburgh ME et al (1998) Dietary fatty acid sources affect conjugated linoleic acid concentrations in milk from lactating dairy cows. J Nutr 128:881–885

    CAS  PubMed  Google Scholar 

  • Kew S, Mesa MD, Tricon S, Buckley R, Minihane AM, Yaqoob P (2004) Effects of oils rich in eicosapentaenoic and docosahexaenoic acids on immune cell composition and function in healthy humans. Am J Clin Nutr 79:674–681

    CAS  PubMed  Google Scholar 

  • Kris-Etherton PM, Harris WS, Appel LJ (2002) Fish consumption, fish oil, omega-3 fatty acids, and cardiovascular disease. Circulation 106:2747–2757

    PubMed  Google Scholar 

  • Krkosek M, Ford JS, Morton A, Lele S, Myers RA, Lewis MA (2007) Declining wild salmon populations in relation to parasites from farm salmon. Science 318:1772–1775

    CAS  PubMed  Google Scholar 

  • Krul ES, Lemke SL, Mukherjea R, Taylor ML, Goldstein DA, Su H, Liu P, Lawless A, Harris WS, Maki KC (2012) Effects of duration of treatment and dosage of eicosapentaenoic acid and stearidonic acid on red blood cell eicosapentaenoic acid content. Prostaglandins Leukot Essent Fatty Acids 86:51–59

    CAS  PubMed  Google Scholar 

  • Laidlaw M, Holub BJ (2003) Effects of supplementation with fish oil-derived n-3 fatty acids and gamma-linolenic acid on circulating plasma lipids and fatty acid profiles in women. Am J Clin Nutr 77:37–42

    CAS  PubMed  Google Scholar 

  • Landete JM (2012) Plant and mammalian lignans; a review of source, intake, metabolism, intestinal bacteria and health. Food Res Int 46:410–424

    CAS  Google Scholar 

  • Layne KS, Goh YK, Jumpsen JA, Ryan EA, Chow P, Clandinin MT (1996) Normal subjects consuming physiological levels of 18:3(n-3) and 20:5(n-3) from flaxseed or fish oils have characteristic differences in plasma lipid and lipoprotein fatty acid levels. J Nutr 126:2130–2140

    CAS  PubMed  Google Scholar 

  • Leaf A, Kang JX, Xiao YF, Billman GE (2003a) Clinical prevention of sudden cardiac death by n-3 polyunsaturated fatty acids and mechanism of prevention of arrhythmias by n-3 fish oils. Circulation 107:2646–2652

    PubMed  Google Scholar 

  • Leaf A, Xiao YF, Kang JX, Billman GE (2003b) Prevention of sudden cardiac death by n-3 polyunsaturated fatty acids. Pharmacol Ther 98:355–77

    CAS  PubMed  Google Scholar 

  • Lemke SL, Vicini JL, Su H, Goldstein DA, Nemeth MA, Krul ES et al (2010) Dietary intake of stearidonic acid-enriched soybean oil increases the omega-3 index: randomized, double-blind clinical study of efficacy and safety. Am J Clin Nutr 92:766–775

    CAS  PubMed  Google Scholar 

  • Leonard AE, Pereira SL, Sprecher H, Huang YS (2004) Elongation of long-chain fatty acids. Prog Lipid Res 43:36–54

    CAS  PubMed  Google Scholar 

  • Li D, Sinclair A, Wilson A, Nakkote S, Kelly F, Abedin L et al (1999) Effect of dietary alpha-linolenic acid on thrombotic risk factors in vegetarian men. Am J Clin Nutr 69:872–882

    CAS  PubMed  Google Scholar 

  • Libby P (2008a) Role of inflammation in atherosclerosis associated with rheumatoid arthritis. Am J Med 121:S21–S31

    CAS  PubMed  Google Scholar 

  • Libby P (2008b) The molecular mechanisms of the thrombotic complications of atherosclerosis. J Intern Med 263:517–527

    CAS  PubMed Central  PubMed  Google Scholar 

  • Libby P, Theroux P (2005) Pathophysiology of coronary artery disease. Circulation 111:3481–3488

    PubMed  Google Scholar 

  • Lichtenstein AH, Appel LJ, Brands M, Carnethon M, Daniels S, Franch HA et al (2006) Diet and lifestyle recommendations revision 2006: a scientific statement from the American Heart Association Nutrition Committee. Circulation 114:82–96

    PubMed  Google Scholar 

  • Linseisen J, Schulze MB, Saadatian-Elahi M, Kroke A, Miller AB, Boeing H (2003) Quantity and quality of dietary fat, carbohydrate, and fiber intake in the German EPIC cohorts. Ann Nutr Metab 47:37–46

    CAS  PubMed  Google Scholar 

  • Mantzioris E, James MJ, Gibson RA, Cleland LG (1994) Dietary substitution with an alpha-linolenic acid-rich vegetable oil increases eicosapentaenoic acid concentrations in tissues. Am J Clin Nutr 59:1304–1309

    CAS  PubMed  Google Scholar 

  • Marty GD, Saksida SM, Quinn TJ (2010) Relationship of farm salmon, sea lice, and wild salmon populations. Proc Natl Acad Sci USA 107:22599–22604

    CAS  PubMed Central  PubMed  Google Scholar 

  • Massaro M, Scoditti E, Carluccio MA, Campana MC, De CR (2010) Omega-3 fatty acids, inflammation and angiogenesis: basic mechanisms behind the cardioprotective effects of fish and fish oils. Cell Mol Biol (Noisy-le-grand) 56:59–82

    CAS  Google Scholar 

  • McIntyre PB, Jones LE, Flecker AS, Vanni MJ (2007) Fish extinctions alter nutrient recycling in tropical freshwaters. Proc Natl Acad Sci USA 104:4461–4466

    CAS  PubMed Central  PubMed  Google Scholar 

  • Mest HJ, Beitz J, Heinroth I, Block HU, Forster W (1983) The influence of linseed oil diet on fatty acid pattern in phospholipids and thromboxane formation in platelets in man. Klin Wochenschr 61:187–191

    CAS  PubMed  Google Scholar 

  • Metz JG, Roessler P, Facciotti D, Levering C, Dittrich F, Lassner M, Valentine R, Lardizabal K, Domergue F, Yamada A, Yazawa K, Knauf V, Browse J (2001) Production of polyunsaturated fatty acids by polyketide synthases in both prokaryotes and eukaryotes. Science 293:290–293

    CAS  PubMed  Google Scholar 

  • Metz JG, Flatt JH, Kuner J (2006) The genes for the enzymes of the polyunsaturated fatty acid polyketide synthase of Schizochytrium and their use in the manufacture of polyunsaturated fatty acids. PCT Int Appl WO 2006135866

    Google Scholar 

  • Miles EA, Banerjee T, Calder PC (2004) The influence of different combinations of gamma-linolenic, stearidonic and eicosapentaenoic acids on the fatty acid composition of blood lipids and mononuclear cells in human volunteers. Prostaglandins Leukot Essent Fatty Acids 70:529–538

    CAS  PubMed  Google Scholar 

  • Miller MR, Bridle AR, Nichols PDCCG (2008) Increased elongase and desaturase gene expression with stearidonic acid-enriched diet does not enhance long-chain (n-3) content of seawater Atlantic salmon (Salmo salar L). J Nutr 138:2179–2185

    CAS  PubMed  Google Scholar 

  • Mori TA, Bao DQ, Burke V, Puddey IB, Beilin LJ (1999) Docosahexaenoic acid but not eicosapentaenoic acid lowers ambulatory blood pressure and heart rate in humans. Hypertension 34:253–260

    CAS  PubMed  Google Scholar 

  • Mori TA, Burke V, Puddey IB, Watts GF, O’Neal DN, Best JD et al (2000) Purified eicosapentaenoic and docosahexaenoic acids have differential effects on serum lipids and lipoproteins, LDL particle size, glucose, and insulin in mildly hyperlipidemic men. Am J Clin Nutr 71:1085–1094

    CAS  PubMed  Google Scholar 

  • Mozaffarian D, Psaty BM, Rimm EB, Lemaitre RN, Burke GL, Lyles MF et al (2004) Fish intake and risk of incident atrial fibrillation. Circulation 110:368–373

    PubMed Central  PubMed  Google Scholar 

  • Naylor RL, Goldberg RJ, Primavera JH, Kautsky N, Beveridge MCM, Clay J, Folke C, Lubchenco J, Mooney H, Troell M (2000) Effect of aquaculture on world fish supplies. Nature 405:1017–1024

    CAS  PubMed  Google Scholar 

  • Naylor RL, Hardy RW, Bureau D, Chiu A, Elliott M, Farrell A, Forster I, Gatlin D, Goldberg R, Hua K, Nichols P (2009) Feeding aquaculture in an era of finite resources. Proc Natl Acad Sci USA 106:15103–15110

    CAS  PubMed Central  PubMed  Google Scholar 

  • NRC (2011) Nutrient requirements of fish and shrimp. National Academy Press, Washington, DC

    Google Scholar 

  • Oliveira ACM, Stone DAJ, Plante S, Smiley S, Bechtel PJ, Hardy RW (2008) Fish oils from Alaska seafood processing by-product: an un-exploited sustainable resource for aquaculture. World Aquacult 51:50–69

    Google Scholar 

  • Oozeki Y (2000) Mechanisms causing the variability of the Japanese sardine population: achievements of the Bio-Cosmos Project in Japan. Institute of Ocean Sciences, Sidney, BC, Canada. p 81

    Google Scholar 

  • Otten JJ, Pitzi Hellwig J, Meyers LD (2006) Dietary DRI reference intakes: the essential guide to nutrient requirements. The National Academies Press: Washington, DC. Available at The National Academic Press http://www.nap.edu/openbook.php?record_id=11537&page=R3

  • Ozola S, Straumite E, Kruma Z, Galoburda R (2010) Sensory evaluation of flax oil flavoured by cinnamon or caraway oils. In: Fito P, Toldra F (eds) Proceedings of international conference on food innovation “FoodInnova 2010”, Universitat Politecnica de Valencia, Valencia, Spain, 25–29 Oct 2010, 4 p. [Electronic resource]. – 1 CD

    Google Scholar 

  • Palozza P, Sgarlata E, Luberto C, Piccioni E, Anti M, Marra G et al (1996) n-3 fatty acids induce oxidative modifications in human erythrocytes depending on dose and duration of dietary supplementation. Am J Clin Nutr 64:297–304

    CAS  PubMed  Google Scholar 

  • Paulsrud JR, Pensler L, Whitten CF, Stewart S, Holman RT (1972) Essential fatty acid deficiency in infants induced by fat-free intravenous feeding. Am J Clin Nutr 25:897–904

    CAS  PubMed  Google Scholar 

  • Plourde M, Chouinard-Watkins R, Vandal M, Zhang Y, Lawrence P, Brenna JT et al (2011) Plasma incorporation, apparent retroconversion and beta-oxidation of 13C-docosahexaenoic acid in the elderly. Nutr Metab (Lond) 8:5

    CAS  Google Scholar 

  • Polar Foods 2012. http://www.polarfoods.com/

  • Racine RA, Deckelbaum RJ (2007) Sources of the very-long-chain unsaturated omega-3 fatty acids: eicosapentaenoic acid and docosahexaenoic acid. Curr Opin Clin Nutr Metab Care 10:123–128

    CAS  PubMed  Google Scholar 

  • Rambjor GS, Walen AI, Windsor SL, Harris WS (1996) Eicosapentaenoic acid is primarily responsible for hypotriglyceridemic effect of fish oil in humans. Lipids 31(Suppl):S45–S49

    PubMed  Google Scholar 

  • Rosenlund G, Corraze G, Izquierdo MS, Torstensen B (2010) The effects of fish oil replacement on nutritional and organoleptic qualities of farmed fish. In: Turchini GM, Ng WK, Tocher DR (eds) Fish oil replacement and alternative lipid sources in aquaculture feeds. CRC, Boca Raton, FL, pp 487–522

    Google Scholar 

  • Ruiz-Lopez N, Sayanova O, Napier JA, Haslam RP (2012) Metabolic engineering of the omega-3 long chain polyunsatureated fatty acid biosynthetic pathway into transgenic plants. J Exp Bot 63(7):2397–2410

    CAS  PubMed  Google Scholar 

  • Sanders TA, Hinds A (1992) The influence of a fish oil high in docosahexaenoic acid on plasma lipoprotein and vitamin E concentrations and haemostatic function in healthy male volunteers. Br J Nutr 68:163–173

    CAS  PubMed  Google Scholar 

  • Sands SA, Reid KJ, Windsor SL, Harris WS (2005) The impact of age, body mass index, and fish intake on the EPA and DHA content of human erythrocytes. Lipids 40:343–347

    CAS  PubMed  Google Scholar 

  • Seppanen-Laakso T, Vanhanen H, Laakso I, Kohtamaki H, Viikari J (1992) Replacement of butter on bread by rapeseed oil and rapeseed oil-containing margarine: effects on plasma fatty acid composition and serum cholesterol. Br J Nutr 68:639–654

    CAS  PubMed  Google Scholar 

  • Seppanen-Laakso T, Vanhanen H, Laakso I, Kohtamaki H, Viikari J (1993) Replacement of margarine on bread by rapeseed and olive oils: effects on plasma fatty acid composition and serum cholesterol. Ann Nutr Metab 37:161–174

    CAS  PubMed  Google Scholar 

  • Sidwell VD, Foncannon PR, Moore NS, Bonnett JC (1974) Composition of the edible portions of raw (fresh or frozen) crustaceans, finfish and mollusks. I Protein, fat, moisture, ash, carbohydrate, energy value and cholesterol. Mar Fish Rev 36(3):21–35

    Google Scholar 

  • Sinclair AJ, Mann NJ (1996) Short-term diets rich in arachidonic acid influence plasma phospholipid polyunsaturated fatty acid levels and prostacyclin and thromboxane production in humans. J Nutr 126(Suppl):1110S–1114S

    CAS  PubMed  Google Scholar 

  • Sinclair AJ, O’Dea K, Dunstan G, Ireland PD, Niall M (1987) Effects on plasma lipids and fatty acid composition of very low fat diets enriched with fish or kangaroo meat. Lipids 22:523–529

    CAS  PubMed  Google Scholar 

  • Singer P, Berger I, Wirth M, Godicke W, Jaeger W, Voigt S (1986) Slow desaturation and elongation of linoleic and alpha-linolenic acids as a rationale of eicosapentaenoic acid-rich diet to lower blood pressure and serum lipids in normal, hypertensive and hyperlipemic subjects. Prostaglandins Leukot Med 24:173–193

    CAS  PubMed  Google Scholar 

  • Singh KK, Mridula D, Rehal J, Barnwal P (2011) Flaxseed: a potential source of food, feed and fiber. Crit Rev Food Sci Nutr 51:210–222

    CAS  PubMed  Google Scholar 

  • Sprecher H (1999) An update on the pathways of polyunsaturated fatty acid metabolism. Curr Opin Clin Nutr Metab Care 2:135–138

    CAS  PubMed  Google Scholar 

  • Stark KD, Park EJ, Maines VA, Holub BJ (2000) Effect of a fish-oil concentrate on serum lipids in postmenopausal women receiving and not receiving hormone replacement therapy in a placebo-controlled, double-blind trial. Am J Clin Nutr 72:389–394

    CAS  PubMed  Google Scholar 

  • Steinberg D, Witztum JL (2010) Oxidized low-density lipoprotein and atherosclerosis. Arterioscler Thromb Vasc Biol 30:2311–2316

    CAS  PubMed  Google Scholar 

  • Stone DAJ, Oliveira ACM, Ross CF, Plante S, Smiley S, Bechtel PJ, Hardy RW (2011) The effects of phase-feeding rainbow trout (Oncorhynchus mykiss) with canola oil and Alaskan pollock oil on fillet fatty acid composition and sensory attributes. Aquacult Nutr 17:e521–e529

    Google Scholar 

  • Surette ME, Edens M, Chilton FH, Tramposch KM (2004) Dietary echium oil increases plasma and neutrophil long-chain (n-3) fatty acids and lowers serum triacylglycerols in hypertriglyceridemic humans. J Nutr 134:1406–1411

    CAS  PubMed  Google Scholar 

  • Tacon AGJ, Metian M (2008) Global overview on the use of fish meal and fish oil in industrially compounded aquafeeds: trends and future prospects. Aquaculture 285:146–158

    CAS  Google Scholar 

  • Taylor BW, Flecker AS, Hall RO Jr (2006) Loss of a harvested fish species disrupts carbon flow in a diverse tropical river. Science 313:833–836

    CAS  PubMed  Google Scholar 

  • Thies F, Nebe-von-Caron G, Powell JR, Yaqoob P, Newsholme EA, Calder PC (2001) Dietary supplementation with eicosapentaenoic acid, but not with other long-chain n-3 or n-6 polyunsaturated fatty acids, decreases natural killer cell activity in healthy subjects aged >55 y. Am J Clin Nutr 73:539–548

    CAS  PubMed  Google Scholar 

  • Tocher DR (2003) Lipid metabolism in teleost fishes. Rev Fish Sci 12:107–184

    Google Scholar 

  • Tocher DR, Francis DS, Coupland K (2010) n-3 polyunsaturated fatty acid fich vegetable oils and blends. In: Turchini GM, Ng WK, Tocher DR (eds) Fish oil replacement and alternative lipid sources in aquaculture feeds. CRC, Boca Raton, FL, pp 209–244

    Google Scholar 

  • United States Department of Agriculture and Department of Health and Human Services. (2010) Report of the Dietary Guidelines Advisory Committee on the Deitary Guidelines for Americans. Available from http://www.cnpp.usda.gov/DGAs2010-DGACReport.htm

  • Ursin VM (2003) Modification of plant lipids for human health: development of functional land-based omega-3 fatty acids. J Nutr 133:4271–4274

    CAS  PubMed  Google Scholar 

  • Ursin V, Froman B, Gonzales J, Screen SE, Dong F, La Roasa TJ (2005) Fatty acid desaturases from Primula. PCT Int Appl WO 2005/021761 A1

    Google Scholar 

  • Ursin VM, Voelker T, Froman B (2006) Fatty acid desaturases from fungi. PCT Int Appl WO 2006/0156435 A1

    Google Scholar 

  • Valsta LM, Salminen I, Aro A, Mutanen M (1996) Alpha-linolenic acid in rapeseed oil partly compensates for the effect of fish restriction on plasma long chain n-3 fatty acids. Eur J Clin Nutr 50:229–235

    CAS  PubMed  Google Scholar 

  • Vazquez L, Kleiner L, Akoh CC (2012) Concentration of stearidonic acid in free fatty acids form from modified soybean oil by selective esterification with dodecanol. J Am Oil Chem Soc 89:1655–1662

    CAS  Google Scholar 

  • Vidgren HM, Agren JJ, Schwab U, Rissanen T, Hanninen O, Uusitupa MI (1997) Incorporation of n-3 fatty acids into plasma lipid fractions, and erythrocyte membranes and platelets during dietary supplementation with fish, fish oil, and docosahexaenoic acid-rich oil among healthy young men. Lipids 32:697–705

    CAS  PubMed  Google Scholar 

  • Voelker T, Wilkes RS (2011) Vistive Gold and Soymega: a one-two punch for trait-enhanced oils. Inform 22(10):638–664

    Google Scholar 

  • Vognild E, Elvevoll EO, Brox J, Olsen RL, Barstad H, Aursand M et al (1998) Effects of dietary marine oils and olive oil on fatty acid composition, platelet membrane fluidity, platelet responses, and serum lipids in healthy humans. Lipids 33:427–436

    CAS  PubMed  Google Scholar 

  • Von SC, Fischer S, Weber PC (1985) Long-term effects of dietary marine omega-3 fatty acids upon plasma and cellular lipids, platelet function, and eicosanoid formation in humans. J Clin Invest 76:1626–1631

    Google Scholar 

  • Voss A, Reinhart M, Sankarappa S, Sprecher H (1991) The metabolism of 7,10,13,16,19-docosapentaenoic acid to 4,7,10,13,16,19-docosahexaenoic acid in rat liver is independent of a 4-desaturase. J Biol Chem 266:19995–20000

    CAS  PubMed  Google Scholar 

  • Wallace FA, Miles EA, Calder PC (2003) Comparison of the effects of linseed oil and different doses of fish oil on mononuclear cell function in healthy human subjects. Br J Nutr 89:679–689

    CAS  PubMed  Google Scholar 

  • Wensing AG, Mensink RP, Hornstra G (1999) Effects of dietary n-3 polyunsaturated fatty acids from plant and marine origin on platelet aggregation in healthy elderly subjects. Br J Nutr 82:183–191

    CAS  PubMed  Google Scholar 

  • Whelan J (2009) Dietary stearidonic acid is a long chain (n-3) polyunsaturated fatty acid with potential health benefits. J Nutr 139:5–10

    CAS  PubMed  Google Scholar 

  • Whelan J, McEntee MF (2004) Dietary (n-6) PUFA and intestinal tumorigenesis. J Nutr 134:3421S–3426S

    CAS  PubMed  Google Scholar 

  • Whelan J, Rust C (2006) Innovative dietary sources of n-3 fatty acids. Annu Rev Nutr 26:75–103

    CAS  PubMed  Google Scholar 

  • Whelan J, Jahns L, Kavanagh K (2009) Docosahexaenoic acid: measurements in food and dietary exposure. Prostaglandins Leukot Essent Fatty Acids 81:133–136

    CAS  PubMed  Google Scholar 

  • Whittinghill J, Welsby D (2010) Use of SDA soybean oil in bakery applications. Lipid Technol 22:203–205

    CAS  Google Scholar 

  • Wirth M, Steffens W, Meiske JC, Steinberg C (1997) Signficance of docosahexaenoic acid for rainbow trout (Oncorhynchus mykiss) larvae. Eur J Lipid Sci Technol 99:251–253

    CAS  Google Scholar 

  • Yokoyama M, Origasa H, Matsuzaki M, Matsuzawa Y, Saito Y, Ishikawa Y et al (2007) Effects of eicosapentaenoic acid on major coronary events in hypercholesterolaemic patients (JELIS): a randomised open-label, blinded endpoint analysis. Lancet 369:1090–1098

    CAS  PubMed  Google Scholar 

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Whelan, J., Hardy, R., Wilkes, R.S., Valentin, H.E. (2014). Sustainable Production of Omega-3 Fatty Acids. In: Songstad, D., Hatfield, J., Tomes, D. (eds) Convergence of Food Security, Energy Security and Sustainable Agriculture. Biotechnology in Agriculture and Forestry, vol 67. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-55262-5_7

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