USOO894.646OB2 (12) United States Patent (10) Patent No.: US 8,946.460 B2 Petrie et al. (45) Date of Patent: Feb. 3, 2015 (54) PROCESS FOR PRODUCING (52) U.S. Cl. POLYUNSATURATED FATTY ACDS IN AN CPC. CIIB I/00 (2013.01); CIIC3/06 (2013.01); ESTERFED FORM CIIC3/003 (2013.01) USPC ............................ 554/124;554/224: 554/170 (71) Applicants: James Robertson Petrie, Goulburn (AU); Surinder Pal Singh, Downer (58) Field of Classification Search (AU); Robert Charles de Feyter, None Monash (AU) See application file for complete search history. (72) Inventors: James Robertson Petrie, Goulburn (56) References Cited (AU); Surinder Pal Singh, Downer U.S. PATENT DOCUMENTS (AU); Robert Charles de Feyter, Monash (AU) 4,399.216 A 8, 1983 Axel et al. 5,004,863. A 4, 1991 Umbeck 5,104,310 A 4, 1992 Saltin (73) Assignees: Commonwealth Scientific and 5,159,135 A 10, 1992 Umbeck et al. Industrial Research Organisation, 5,177,010 A 1/1993 Goldman et al. 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No.: 13/918,392 AU 776417 9, 2004 (Continued) (22) Filed: Jun. 14, 2013 OTHER PUBLICATIONS Prior Publication Data (65) Gul M.K., et al., Sterols and the phytosterol conent of oil seed rape US 2013/0338387 A1 Dec. 19, 2013 (Brassica napus L.), 2006, Journal of Cell and Molecular Biology, Related U.S. Application Data vol. 5, pp. 71-79.* (Continued) (60) Provisional application No. 61/782,680, filed on Mar. 14, 2013, provisional application No. 61/697,676, filed on Sep. 6, 2012, provisional application No. Primary Examiner – Yate K Cutliff 61/663,344, filed on Jun. 22, 2012, provisional (74) Attorney, Agent, or Firm — John P. White; Gary J. application No. 61/660,392, filed on Jun. 15, 2012. Gershik; Cooper & Dunham LLP (51) Int. C. (57) ABSTRACT C07C 67/00 (2006.01) The present invention relates to a process for producing ethyl A23D 9/00 (2006.01) esters of polyunsaturated fatty acids, comprising transesteri CIIB I/00 (2006.01) fying triacylglycerols in extracted plant lipid. 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