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(12) United States Patent (10) Patent No.: US 8,530,724 B2 Whitelaw Et Al

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(12) United States Patent (10) Patent No.: US 8,530,724 B2 Whitelaw Et Al US008530724B2 (12) United States Patent (10) Patent No.: US 8,530,724 B2 Whitelaw et al. (45) Date of Patent: Sep. 10, 2013 (54) ALTERING THE FATTY ACID COMPOSITION 2011/0054198 A1 3/2011 Singh et al. OF RICE 2011/O190521 A1 8/2011 Damcevski et al. 2011/02O1065 A1 8/2011 Singh et al. 2011/02233.11 A1 9, 2011 Liu et al. (75) Inventors: Ella Whitelaw, Albury (AU); Sadequr 2011/0229623 A1 9, 2011 Liu et al. Rahman, Nicholls (AU); Zhongyi Li, 2012/0041218 A1 2/2012 Singh et al. Kaleen (AU); Qing Liu, Girralang (AU); Surinder Pal Singh, Downer (AU): FOREIGN PATENT DOCUMENTS WO WO99,049050 9, 1999 Robert Charles de Feyter, Monash WO WOO3,080802 10, 2003 (AU) WO WO 2003/080802 A2 10/2003 WO WO 2004/001001 12/2003 (73) Assignee: Commonwealth Scientific and WO WO 2004/001001 A2 12/2003 Industrial Research Organisation, WO WO 2008/O25068 6, 2008 Campbell (AU) WO WO 2009/12958 10/2009 WO WO 2010/009:500 1, 2010 (*) Notice: Subject to any disclaimer, the term of this WO WO 2010/057246 5, 2010 patent is extended or adjusted under 35 OTHER PUBLICATIONS U.S.C. 154(b) by 772 days. Supplementary European Search Report issued Feb. 23, 2010 in connection with corresponding European Patent Application No. (21) Appl. No.: 12/309.276 0776.37759. Taira et al. (1989) “Fatty Acid Composition of Indica-Types and (22) PCT Filed: Jul. 13, 2007 Japonica-Types of Rice Bran and Milled Rice' Journal of the Ameri can Oil Chemists’ Society; vol. 66 No. 9, 1326-1329. (86). PCT No.: PCT/AU2007/OOO977 Taira et al. (1988)“Fatty Acid Composition of Indica Sinica Javanica and Japonica Groups of Nonglutinous Brown Rice' Journal of Agri S371 (c)(1), cultural and Food Chemistry; vol. 36 No. 1, 45-47. (2), (4) Date: Jul. 6, 2009 Taira et al. (1986) “Lipid Content and Fatty-Acid Composition of Indica and Japonica Types of Nonglutinous Brown Rice' Journal of (87) PCT Pub. No.: WO2008/006171 Agriculture and Food Chemistry; vol. 34 No. 3, 542-545. Whitelaw et al. (1986) “A Rice FATB Insertional Mutant Exhibits PCT Pub. Date: Jan. 17, 2008 Improved Growth and Reduced Photoinhibition at High Tempera tures' Proceedings of the 55th Australian Cereal Chemistry Confer (65) Prior Publication Data ence, 55th Australian Cereal Chemistry Conference, Jul. 3-7, 2008, Sydney Australia, Jul. 3, 2005, pates 101-104. US 2009/0308041 A1 Dec. 17, 2009 Stoutesdijk et al. (2002) “hpRNA-mediated targeting of the Arabidopsis FAD2 gene gives highly efficient and stable silencing (30) Foreign Application Priority Data Plant Physiology, American Society of Plant Physiologists, Rockville, MD, US; vol. 129, 1723-31. Cicero et al. (2001) "Rice bran oil and gamma-oryZanol in the Jul. 14, 2006 (AU) ................................ 2OO6903810 treatment of hyperlipoproteinaemias and other conditions' Phytotherapy Research; vol. 15 No. 4, 277-289. (51) Int. Cl. Chapman et al. (2001) "Transgenic Cotton Plants with Increased CI2N 15/82 (2006.01) Seed Oleic Acid Content” Journal of American Chemists' Chemistry; CIIB I/00 (2006.01) vol. 78 No. 9,941-947. A2.3L. I./00 (2006.01) Sivaraman et al. (2004) “Development of high oleic and low linoleic A23D 7700 (2006.01) acid transgenics in a Zero erucic acid Brassica juncea L. (Indian mustard) line by antisense Suppression of the fad2 gene' Molecular (52) U.S. Cl. Breeding, Kluwer Academic Publishers, DO; vol. 13 No. 1,365-375. USPC ................ 800/281: 554/9: 426/601; 426/618 Miquel et al. (1992) “Arabidopsis mutants deficient in polyunsatu (58) Field of Classification Search rated fatty acid synthesis: Biochemical and genetic characterization None of a plant oleoyl-phosphatidylcholine desaturase” Journal of Biologi See application file for complete search history. cal Chemistry; vol. 267 No. 3, 1502-1509. (Continued) (56) References Cited Primary Examiner — Elizabeth McElwain U.S. PATENT DOCUMENTS (74) Attorney, Agent, or Firm — John P. White; Gary J. 4.948,811 A * 8/1990 Spinner et al. ................ 514,560 Gershik; Cooper & Dunham LLP 5,500,361 A 3/1996 Kinney et al. 6,432,684 B1 8/2002 Mukerji et al. (57) ABSTRACT 7,589,253 B2 9, 2009 Green et al. 7,807,849 B2 10/2010 Singh et al. The present invention relates to rice oil, rice bran and rice 7,834,248 B2 11/2010 Green et al. seeds which have altered levels of oleic acid, palmitic acid 7,834,250 B2 11/2010 Singh et al. and/or linoleic acid. The present invention also provides 7,932.438 B2 4/2011 Singh et al. methods for genetically modifying rice plants such that rice 2004/0221335 A1 11/2004 Shewmaker 2005, O262.588 A1 11/2005 Dehesh oil, rice bran and rice seeds produced therefrom have altered 2006.0053512 A1 3, 2006 Bao et al. levels of oleic acid, palmitic acid and/or linoleic acid. Spe 2006/0094.088 A1 5/2006 Picataggio et al. cifically this is achieved through modulation of Fad2 and/or 2006/0206963 A1 9, 2006 Voelker et al. FatB expression. 2008/0268539 A1 10/2008 Singh et al. 2011 OO15415 A1 1/2011 Singh et al. 8 Claims, 38 Drawing Sheets US 8,530,724 B2 Page 2 (56) References Cited Moghadasian and Frohlich (1999) Effects of Dietary Phytosterols on Cholesterol Metabolism and Athersclerosis: Clinical and Experi OTHER PUBLICATIONS mental Evidence. Am. J. Med. 107:588-94. Chang et al., Chemical Reactions Involved in the Deep-Fat Frying of Morrison (1988) Lipids in Cereal Starches: A Review. J Cereal Sci. Foods. Journal of American Oil Chemists' Society, 1978, 55:718 8:1-15. 727. Most et al. (2005) Rice bran oil, not fiber, lowers cholesterol in Wang et al., Improved Vectors for Agrobacterium tumefaciens— humans. Am J Clin Nutr 81:64-8. Mediated Transformation of Monocot Plants. Acta Hort, 1998, Nielsen et al. (2004) Formation of Volatile Compounds in Model 461:401-407. Experiments with Crude Leek (Allium ampeloprasum Var. Lancelot) Akagi et al. (1995) Nucleotide Sequence of a Stearoyl-Acel carrier Enzyme Extract and Linoleic Acid or Linolenic Acid. Journal of Protein Desaturase cDNA from Developing Seeds of Rice. Plant Agricultural and Food Chemistry 52:2315-2321. Physiol. 108,845-846. Noakes and Clifton (1998) Oil blends containing partially hydroge Anai et al. (2003) Improvement of rice (Oryza sativa L.) seed oil nated or interesterified fats: differential effects on plasma lipids. Am. quality through introduction of a soybean microsomal omega-3 fatty J. Clin. Nutr. 98: 242-247. acid desaturase gene. Plant Cell Rep. 21.988-992. Ohlrogge and Jaworski (1997) Regulation of Fatty Acid Synthesis. Ascherio and Willett (1997) Health effects of trans fatty acids. Am. J. Annu Rev Plant Physiol Plant Mol Biol. 48:109-136. Clin. Nutr. 66: 1006S-1010S. Radcliffe et al. (1997) Serum Lipids in Rats Fed Diets Containing Boggs etal. (1964) Relation of Hexanal in Vapor Above Stored Potato Rice Bran Oil or High-Linolenic Acid Safflower Oil. Biochemical Granules to Subjective Flavor Extimates. J. Food Sci. 29:487-489. Archives 13:87-95. Bonanome and Grundy (1988) Effect of Dietary Stearic Acid on Resurreccion etal (1979) Nutrient Content and Distribution in Mill Plasma Cholesterol and Lipoprotein Levels. N. Engl. Med. 318: ing Fractions of Rice Grain. Journal of the Science of Food and 1244-1248. Agriculture, 30: 475-481. Buhr et al. (2002) Ribozyme termination of RNA transcripts down Roche and Gibney (2000) Effect of long-chain n-3 polyunsaturated regulate seed fatty acid genes in transgenic soybean. Plant J. 30: fatty acids on fasting and postprandial triacylglycerol metabolism. 155-163. Am. J. Clin. Nutr. 71: 232S-237S. Champagne etal. (1995) Stabilization of Brown Rice Products. Using Rukmini and Raghuram (1991) Nutritional and Biochemical Aspects Ethanol Vapors as an Antioxidant Delivery System. Cereal Chem of the Hypolipidemic Action of Rice Bran Oil: A Review. Journal of 72:255-258. the American College of Nutrition 10(6):593-601. Chapman et al., (2001). Transgenic Cotton Plants with Increased Shin et al. (1986) Correlation Between Oxidative Deterioration of Seed Oleic Acid Content. J. Am. Oil Chem. Soc. 78:941-947. Unsaturated Lipid and n-Hexanal during Storage of Brown Rice. J. Choudhury et al. (1980) Lipids in Developing and Mature Rice Food Sci. 51:460-463. Grain. Phytochemistry 19: 1063-1069. St Angelo et al. (1980) Identification of Lipoxygenase-Linoleate Dougherty et al. (1995). Effects of diets containing high or low Decomposition Products by Direct Gas Chromatography-Mass amounts of stearic acid on plasma lipoprotein fractions and fecal fatty Spectrometry. J Lipids 1:45-49. acid excretion of men. Am. J. Clin. Nutr. 61:1120-1128. Stoutesdijket al., (2000). High-oleic acid Australian Brassica napus Ha (2005) Bioactive components in rice bran oil improve lipid pro and B. iuncea varieties produced by co-suppression of endogenous files in rats fed on high-cholesterol diet. Nutrition research 25, 597 A12-desaturases. Biochem. Soc. Trans. 28:938-940. 606. Stoutesdijk et al. (2002) hpRNA-Mediated Targeting of the Hu et al. (1997). Dietary Fat Intake and the Rist of Coronary Heart Arabidopsis FAD2 Gene gives Highly Efficient and Stable Silencing. Disease in Women. N. Engl. J. Med, 337: 1491-1499. Plant Physiology 129: 1723-1731. Jennings and Akoh (2000) Lipase-Catalyzed Modification of Rice Suzuki et al. (1999) Volatile Components in Stored Rice Oryza Bran Oil to Incorporate Capric Acid. Journal of Agricultural and sativa (L.) of Varieties with and without Lipoxygenase-3 in Seeds. J. Food Chemistry, 48:4439-4443. Agric. Food Chem. 47: 1119-1124. Jones et al. (1995) Palmitoyl-Acyl Carrier Protein (ACP) Taira and Chang (1986) Lipid content and fatty acid composition of Thioesterase and the Evolutionary Origin of Plant Acyl-ACP Indica and Japonica types of nonglutinous brown rice.
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