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(12) United States Patent (10) Patent No.: US 8,039,030 B2 Abrill Et Al

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(12) United States Patent (10) Patent No.: US 8,039,030 B2 Abrill Et Al US008O3903OB2 (12) United States Patent (10) Patent No.: US 8,039,030 B2 Abrill et al. (45) Date of Patent: Oct. 18, 2011 (54) MCROWAVEABLE POPCORN AND 2004/O151823 A1 8, 2004 Daniels et al. METHODS OF MAKING 2005/0O27004 A1 2/2005 Kyle et al. 2006, O110521 A1 5, 2006 Heise et al. 2007,0003.686 A1 1/2007 Fichtali et al. (75) Inventors: Jesus Ruben Abril, Westminster, CO 2008, 0026103 A1 1/2008 Fichtali et al. (US); Thayne Fort, Denver, CO (US) 2008/O107791 A1 5/2008 Fichtali et al. 2009.0099260 A1 4/2009 Namal Senanayake (73) Assignee: Martek Biosciences Corporation, Columbia, MD (US) FOREIGN PATENT DOCUMENTS EP O427312 5, 1991 EP O651611 5, 1995 (*) Notice: Subject to any disclaimer, the term of this EP O664300 7, 1995 patent is extended or adjusted under 35 EP O948.907 10, 1999 U.S.C. 154(b) by 1131 days. EP 1215 274 A1 6, 2002 EP 1482814 12, 2004 (21) Appl. No.: 11/428,296 EP 1562448 8, 2005 GB 2194876 3, 1988 JP O2-203741 8, 1990 (22) Filed: Jun. 30, 2006 JP O2-243622 9, 1990 JP O7-313055 12/1995 (65) Prior Publication Data WO WO93/22933 11, 1993 WO WO97,36996 A2 10, 1997 US 2007/OOO3687 A1 Jan. 4, 2007 WO WO97/.43362 A1 11, 1997 WO WOOO,33668 6, 2000 Related U.S. Application Data WO WOOOf 69273 11, 2000 WO WOO3,O77675 9, 2003 (60) Provisional application No. 60/695,996, filed on Jul. 1, WO WOO3,105606 12/2003 2005, provisional application No. 60/738,304, filed on WO WO 2004/045308 6, 2004 Nov. 18, 2005, provisional application No. WO WO 2004f108874 12, 2004 60/805,721, filed on Jun. 23, 2006. WO WO 2004/1101.68 12, 2004 WO WO 2006.004906 1, 2006 (51) Int. C. OTHER PUBLICATIONS A2.3L I/36 (2006.01) (52) U.S. Cl. ........................... 426/93; 426/601; 426/808 Hui.Y. H. 1996. Bailey's Industrial Oil and Fat Products, 5th edition, Field of Classification Search .................. 426/601, vol. 1. John Wiley & Sons, Inc., New York, p. 484-485.* (58) Hui, Y. H. 1996. Bailey’s Industrial Oil and Fat Products, vol. 1, 5* 426/93, 808 edition. John Wiley & Sons, Inc. New York. p. 444-447.* See application file for complete search history. Fischer, “Sorting Fat from Fiction.” Prepared Foods Dec. 10, 2003, available at http://www.prepared foods.com/CDA/Archives/ (56) References Cited 938d322e3378801OVgnVCM100000ft).32a8cO, pp. 1-5. Kuntz. “Designer Fats for Bakery.” Food Product Design 2002, U.S. PATENT DOCUMENTS November, pp. 1-7. 4,469,710 A 9/1984 Rielley et al. International Preliminary Report on Patentability for International 4,764,392 A 8, 1988 Yasufuku et al. (PCT) Patent Application No. PCT/US06/25799, mailed Jul. 10, 5,130,242 A 7/1992 Barclay 2008. 5,151,291 A 9, 1992 Tokairin et al. 5,268, 186 A 12/1993 Moskowitz (Continued) 5,340,594 A 8/1994 Barclay 5,374.445 A 12/1994 Havenstein et al. 5,374,657 A 12/1994 Kyle Primary Examiner — Carolyn Paden 5,407,957 A 4/1995 Kyle et al. (74) Attorney, Agent, or Firm — Sterne, Kessler, Goldstein 5,514.407 A 5, 1996 Perlman et al. & Fox PL.L.C. 5,747,080 A 5, 1998 Lemke et al. 5,949,017 A 9, 1999 Oommen et al. 5,993,869 A 1 1/1999 Freeport (57) ABSTRACT 6,117,476 A 9/2000 Eger et al. 6,159,525 A 12/2000 Lievense et al. Microwaveable popcorn compositions, products and meth 6,335,370 B1 1/2002 De Mesanstourne et al. ods of making the same are disclosed. The composition 6,348,229 B1* 2/2002 Eini et al. ...................... 426,611 includes unpopped popcorn kernels, an oil comprising at least 6,623,782 B2 9, 2003 Hori et al. 7,157,110 B2 1/2007 Loh et al. one omega-3 LCPUFA, and an oil that is solid at about 20°C. 7,435,436 B2 10/2008 Schilmoeller et al. The an oil comprising at least one omega-3 LCPUFA can 2002/O1273.06 A1 9, 2002 Schmidt et al. include a microbial oil prepared by extraction with isopro 2003.0099.747 A1* 5, 2003 Eini et al. ...................... 426,401 panol and water in the absence of winterization. 2003/O138477 A1 7/2003 Barclay 2004.0049062 A1 3/2004 Bijl et al. 2004/0096550 A1 5, 2004 Schilmoeller et al. 30 Claims, 1 Drawing Sheet US 8,039,030 B2 Page 2 OTHER PUBLICATIONS arachidonic and docosahexaenoic acids in healthy adults.” Am. J. Clin. Nutr. 64(2): 159-67. American Society of Clinical Nutrition, Christie “Chapter 1 The Structure, Chemistry and Occurrence of United States (1996). Lipids', from Lipid Analysis. Isolation, Separation, Identification Jadhav, S.J., et al., “Lipid Oxidation in Biological and Food Sys and Structural Analysis of Lipids, 2nd Edition, 1982, p. 1-16. tems.” in Food Antioxidants, Madhaviet al., eds, Marcel Dekker, New International Search Report and Written Opinion for PCT Applica York, pp. 5-63, (1996). Labuza, T.P. et al., “Kinetics of Lipid Oxidation.” CRC Critical tion PCT/US06/25799, mailed Jun. 3, 2008, 8 pages. Reviews in Food Technology 2(3):355-405, (1971). “Chapter 1 The Stucture, Chemistry and Occurrence of Lipids”. Vali, S.R., et al., “An efficient method for the purification of Lipid Analysis, date unknown, p. 1-16. arachidonic acid from fungal single-cell oil (ARASCO).” JAOCS “Sensory Evaluation of Microwavable Popcorn', Martek 80(7):725-730, AOCS Press, United States (2003). Biosciences Corporation, date unknown, 1 page. Ward, O.P. and Singh, A., “Omega-3/6 fatty acids: Alternative Barclay et al., “Microalgae-based ingredients are useful vegetarian sources of production.” Process Biochemistry 40(12):3627-3652, sources of DHAn-3 for functional foods'. May 16, 2001, 6 pages. Elsevier Applied Science, England (2005). Stagnitti "Functional confectionery—Sweetening the omega-3 Warner, K., “7. Chemistry of Frying Oils,” in Food Lipids. Chemistry, pill', date unknown, p. 60. Nutrition, and Biotechnology, 3rd Edition, Akoh, et al., eds. CRC Stagnitti et al., “Fermented fortification', Dairy Industries Interna Press, USA, pp. 205-222, (1998). tional, Jun. 2001, p. 26-27. "Know Your Fats.” American Heart Association Learn and Live, Certik. M. and Shimizu, S., "Biosynthesis and regulation of micro content last updated Jan. 29, 2010, accessed at <http://www. bial polyunsaturated fatty acid production.” J. Biosci. Bioeng. americanheart.org/presenter.jhtml?identifier=532>, on Mar. 24. 87(1):1-14, Society for Bioscience and Bioengineering, Japan 2010. (1999). International Search Report for International (PCT) Patent Applica Frankel, Edwin N. “Chapter 10: Food.” in Lipid Oxidation, The Oily tion No. PCT/US06/25797, ISA/US, Commissioner for Patents, Press Ltd., UK, pp. 187-225, (1998). United States, mailed Oct. 11, 2007. Huang, J., et al., “Profile of polyunsaturated fatty acids produced by International Search Report for International (PCT) Patent Applica Thraustochytrium sp. KK17-3.”JAOCS 78(6):605-610, AOCS Press, tion No. PCT/US08/74790, ISA/US, Commissioner for Patents, United States (2001). United States, mailed Nov. 28, 2008. Innis, S.M. and Hansen, J.W., “Plasma fatty acid responses, meta bolic effects, and safety of microalgal and fungal oils rich in * cited by examiner U.S. Patent Oct. 18, 2011 US 8,039,030 B2 Microwavable Popcorn Process Flow mix Martick DHA-HM with all other added ingredicints Stability and Sensory Analysis Sensory Evaluation of Microwavable Popcorn. Using Difference fron Control Test : C E. O 2 time (months) Popcorn was fortifica with 100ing DHA/35g serving. Conclusion: Statistically, the results show that panelists wctic unable to differentiate bctween thc control, blind control and DHA-fortified sample. 0 - no difference from gontrol 10 extreme difference from control Analytical Recovery of Martelk DHA-HM in Microwavable Popcorn OO 7 5 50 2S target recovered Conclusion: based on 100ng DHA/ 35g Serving, 100% of the DHA was recovered. US 8,039,030 B2 1. 2 MCROWAVEABLE POPCORN AND De novo or “new” synthesis of the omega-3 fatty acid DHA METHODS OF MAKING does not occur in the human body; however, the body can convert shorter chain fatty acids to LCPUFAs such as DHA. CROSS-REFERENCE TO RELATED although at very low efficiency. Omega-3 fatty acids must be APPLICATIONS part of the nutritional intake since the human body cannot insert double bonds closer to the omega end than the seventh This application claims priority from U.S. Provisional carbonatom counting from that end of the molecule. Thus, all Patent Application Ser. No. 60/695,996, filed Jul. 1, 2005; metabolic conversions occur without altering the omega end from U.S. Provisional Patent Application Ser. No. 60/738, of the molecule that contains the omega-3 double bond. 304, filed Nov. 18, 2005; and from U.S. Provisional Patent 10 Over the past few decades, health experts have recom Application Ser. No. 60/805,721, filed Jun. 23, 2006. The mended diets lower in Saturated fats and higher in polyun entire disclosure of each of U.S. Provisional Patent Applica saturated fats. While this advice has been followed by a tion Ser. No. 60/695,996, U.S. Provisional Patent Application Ser. No. 60/738,304, and U.S. Provisional Patent Application number of consumers, the incidence of heart disease, cancer, Ser. No.60/805,721 is incorporated herein by reference in its 15 diabetes and many other debilitating diseases has continued entirety. to increase steadily. Scientists agree that the type and Source of polyunsaturated fats is as critical as the total quantity of FIELD OF THE INVENTION fats.
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