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Production of trans-10, cis-12 Conjugated Linoleic Acid in Rice

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Abstract

Conjugated linoleic acid (CLA) has anti-carcinogenic and anti-atherosclerosis activity, and modulatory effects on the immune system and lipid metabolism. To produce a transgenic rice plant that can accumulate CLA, a linoleate isomerase gene that can convert linoleic acid to trans-10, cis-12 CLA was introduced and expressed under the control of seed-specific promoters from the oleosin and globulin genes. The fatty acid composition of the transgenic rice grain was analyzed by gas chromatography. Although there was no clear difference in the fatty acid composition between seeds from transformed versus untransformed plants, a peak of trans-10, cis-12 CLA methyl ester, which was not present in seeds from untransformed plants, was found in transformed plants. The trans-10, cis-12 CLA comprised an average of 1.3% (w/w) of the total fatty acids in seeds carrying the oleosin promoter in comparison to 0.01% (w/w) in seeds carrying the globulin promoter. In addition, approximately 70 and 28% of the total amount of the CLA isomer were present in the triacylglycerol and free fatty acid fractions, respectively. These results demonstrate the ability to produce fatty acid components of vegetable oils with novel physiological activities in crops.

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References

  • S Banni SD Hey KWJ Wahle (2003) Conjugated linoleic acids as anticancer nutrients: studies in vivo and cellular mechanisms JL Sebedio WW Christie R Adlof (Eds) Advances in Conjugated Linoleic Acid Research AOCS PRESS Illinois 267–282

    Google Scholar 

  • NH Choudhury BO Juliano (1980) ArticleTitleLipids in develoing and mature rice grain Phytochemistry 19 1063–1069 Occurrence Handle1:CAS:528:DyaL3cXmtVWju7g%3D

    CAS  Google Scholar 

  • L Clement H Poirier I Niot V Bocher M Guerre-Millo S Krief B Staels P Besnard (2002) ArticleTitleDietary trans-10, cis-12 conjugated linoleic acid induces hyperinsulinemia and fatty liver in the mouse J Lipid Res 43 1400–1409 Occurrence Handle1:CAS:528:DC%2BD38XnsFKht7c%3D Occurrence Handle12235171

    CAS  PubMed  Google Scholar 

  • ME Cook D DeVoney B Drake MW Pariza L Whigham M Yang (1999) Dietary control of immune-induced Cachexia: conjugated linoleic acid and immunity MP Yurawecz MM Mossoba JKG Kramer MW Pariza GJ Nelson (Eds) Advances in Conjugated Linoleic Acid Research AOCS PRESS Illinois 226–237

    Google Scholar 

  • K Ichihara N Kobayashi K Saito (2003) ArticleTitleLipid synthesis and acyl-CoA synthetase in developing rice seeds Lipids 38 IssueID8 881–884 Occurrence Handle1:CAS:528:DC%2BD3sXnvVyjtrk%3D Occurrence Handle14577668

    CAS  PubMed  Google Scholar 

  • N Inoue K Nagao J Hirata YM Wng T Yanagita (2004) ArticleTitleConjugated linoleic acid prevents the development of essential hypertension in spontaneously hypertensive rats BBRC 323 679–684 Occurrence Handle1:CAS:528:DC%2BD2cXnsVyqtbs%3D Occurrence Handle15369804

    CAS  PubMed  Google Scholar 

  • M Iwabuchi J Kohno-Murase J Imamura (2003) ArticleTitleDelta 12-oleate desaturase-related enzymes associated with formation of conjugated trans-delta 11, cis-delta13 double bonds J Biol Chem 278 4603–4610 Occurrence Handle1:CAS:528:DC%2BD3sXhtVKmu7o%3D Occurrence Handle12464604

    CAS  PubMed  Google Scholar 

  • J Jaworski EB Cahoon (2003) ArticleTitleIndustrial oils from transgenic plants Curr Opinion Plant Biol 6 178–184 Occurrence Handle10.1016/S1369-5266(03)00013-X Occurrence Handle1:CAS:528:DC%2BD3sXit12msr0%3D

    Article  CAS  Google Scholar 

  • S Jia-Lin H Nakagawa S Karita K Ohmiya T Hattori (1996) ArticleTitleRice embryo globulins: amino-terminal amino acid sequences, cDNA cloning and expression Plant Cell Rep 37 612–620

    Google Scholar 

  • NL Keim (2003) Cojugated linoleic acid and body composition JL Sebedio WW Christie R Adlof (Eds) Advances in Conjugated Linoleic Acid Research AOCS PRESS Illinois 316–324

    Google Scholar 

  • J Kohno-Murase M Murase H Ichikawa J Imamura (1994) ArticleTitleEffects of an antisense napin gene on seed storage compounds in transgenic Brassica napus seeds Plant Mol Biol 26 1115–1124 Occurrence Handle10.1007/BF00040693 Occurrence Handle1:CAS:528:DyaK2MXjtVWrtrw%3D Occurrence Handle7811970

    Article  CAS  PubMed  Google Scholar 

  • D Kritchevsky (2000) ArticleTitleAntimutagenic and some other effects of conjugated linoleic acid Br J Nutr 83 459–465 Occurrence Handle1:CAS:528:DC%2BD3cXjs1Onsr0%3D Occurrence Handle10953669

    CAS  PubMed  Google Scholar 

  • H Kurihara H Fukami S Asami H Shibata Y Kiso T Tanaka X-S Yao (2003) ArticleTitleInfluence of histamine in a liver injury model induced by Propionibacterium acnes and lipopolysaccharide Biol Pharm Bull 26 IssueID10 1393–1397 Occurrence Handle10.1248/bpb.26.1393 Occurrence Handle1:CAS:528:DC%2BD3sXotlGrsrY%3D Occurrence Handle14519942

    Article  CAS  PubMed  Google Scholar 

  • TR Larson T Edgell J Byrne K Dehesh IA Graham (2002) ArticleTitleAcyl CoA profiles of transgenic plants that accumulate medium-chain fatty acids indicate inefficient storage lipid synthesis in developing oilseeds Plant J 32 519–527 Occurrence Handle10.1046/j.1365-313X.2002.01440.x Occurrence Handle1:CAS:528:DC%2BD38Xps1Kru74%3D Occurrence Handle12445123

    Article  CAS  PubMed  Google Scholar 

  • SHW Lawrence W Lian-Du C Peng-Wen C Liang-Jwu TCT Jason (1998) ArticleTitleGenomic cloning of 18 kDa oleosin and detection of triacylglycerols and oleosin isoforms in maturing rice and postgerminative seedlings J Biochem 123 386–391

    Google Scholar 

  • L Moire E Rezzonico S Goepfert Y Poirier (2004) ArticleTitleImpact of unusual fatty acid synthesis on futile cycling through β-oxidation and on gene expression in transgenic plants Plant Physiol 134 432–442 Occurrence Handle10.1104/pp.103.032938 Occurrence Handle1:CAS:528:DC%2BD2cXhtVansrc%3D Occurrence Handle14671017

    Article  CAS  PubMed  Google Scholar 

  • K Nagao N Inoue Y-M Wang J Hirata Y Shimada T Nagao T Matsui T Yamada (2003) ArticleTitleThe 10-trans, 12-cis isomer of conjugated linoleic acid suppresses the development of hypertension in Otsuka Long-Evans Tokushima fatty rats BBRC 306 134–138 Occurrence Handle1:CAS:528:DC%2BD3sXkt1Ghtr8%3D Occurrence Handle12788078

    CAS  PubMed  Google Scholar 

  • K Ohnuki S Haramizu K Ishihara T Fushiki (2001) ArticleTitleIncreased energy metabolism and suppressed body fat accumulation in mice by low concentration of conjugated linoleic acid Biosci Biotechnol Biochem 65 IssueID10 2200–2204 Occurrence Handle10.1271/bbb.65.2200 Occurrence Handle1:CAS:528:DC%2BD3MXotFanurg%3D Occurrence Handle11758910

    Article  CAS  PubMed  Google Scholar 

  • MW Pariza Y Park ME Cook (2001) ArticleTitleThe biologically active isomers of conjugated linoleic acid Prog Lipid Res 40 283–298 Occurrence Handle1:CAS:528:DC%2BD3MXltFWhurs%3D Occurrence Handle11412893

    CAS  PubMed  Google Scholar 

  • Y Park JM Storkson KJ Albright (1999) ArticleTitleEvidence that the trans-10, cis-12 isomer of conjugated linoleic acid induces body composition changes in mice Lipids 34 235–241 Occurrence Handle1:CAS:528:DyaK1MXisVeltrg%3D Occurrence Handle10230716

    CAS  PubMed  Google Scholar 

  • LQ Qu F Takaiwa (2004) ArticleTitleEvaluation of tissue specificity and expression strength of rice seed component gene promoters in transgenic rice Plant Biotech J 2 113–125 Occurrence Handle10.1111/j.1467-7652.2004.00055.x Occurrence Handle1:CAS:528:DC%2BD2cXjsFOkur0%3D

    Article  CAS  Google Scholar 

  • E Rezzonico L Moire S Delessert Y Poirier (2004) ArticleTitleLevel of accumulation of epoxy fatty acid in Arabidopsis thaliana expressing a linoleic acid delta 12-epoxygenase is influenced by the availability of the substrate linoleic acid Theor Appl Genet 109 IssueID5 1077–1082 Occurrence Handle10.1007/s00122-004-1721-x Occurrence Handle1:CAS:528:DC%2BD2cXotlKqtLw%3D Occurrence Handle15221145

    Article  CAS  PubMed  Google Scholar 

  • Rosson RA, Deng MD, Grund AD and Peng SS (2001) Linoleate isomerase. Patent WO 01/00846 1-118

  • JA Scimeca (1999) Cancer inhibition in animals MP Yurawecz MM Mossoba JKG Kramer MW Pariza GJ Nelson (Eds) Advances in Conjugated Linoleic Acid Research AOCS PRESS Illinois 420–443

    Google Scholar 

  • A Soebo (2003) Commercial synthesis of conjugated linoleate JL Sebedio WW Christie R Adlof (Eds) Advances in Conjugated Linoleic Acid Research AOCS PRESS Illinois 71–81

    Google Scholar 

  • M Sugano A Tsujita M Yamasaki M Noguchi K Yamada (1998) ArticleTitleConjugated linoleic acid modulates tissue levels of chemical mediators and immunoglobulins in rats Lipids 33 IssueID5 521–527 Occurrence Handle1:CAS:528:DyaK1cXjsV2nsbY%3D Occurrence Handle9625600

    CAS  PubMed  Google Scholar 

  • Sugita K, Kasahara S, Ebinuma H, Takaiwa H, Jomori T, Hayashi Y, Tashita A and Kobara Y (2004) Process for producing plant storage organ with high production of recombinant protein and novel recombinant protein. Patent WO 04/087910

  • K Sugita S Endo-Kasahara Y Tada Y Lijun H Yasuda Y Hayashi T Jomori H Ebinuma F Takaiwa (2005) ArticleTitleGenetically modified rice seeds accumulating GLP-1 analogue stimulate insulin secretion from a mouse pancreatic beta-cell line FEBS Lett 579 1085–1088 Occurrence Handle10.1016/j.febslet.2004.12.082 Occurrence Handle1:CAS:528:DC%2BD2MXhtlOnsr0%3D Occurrence Handle15710395

    Article  CAS  PubMed  Google Scholar 

  • T Voelker AJ Kinney (2001) ArticleTitleVariations in the biosynthesis of seed-storage lipids Annu Rev Plant Physiol Plant Mol Biol 52 335–361 Occurrence Handle10.1146/annurev.arplant.52.1.335 Occurrence Handle1:CAS:528:DC%2BD3MXkslWgsb4%3D Occurrence Handle11337402

    Article  CAS  PubMed  Google Scholar 

  • M Wada M Sugano (1972) ArticleTitleThe practical methods for utilization of thin-layer chromatography to the analysis of glycerolipids from animal tissues Sci Bull Fac Agr Kyushu Univ 26 505–516 Occurrence Handle1:CAS:528:DyaE38XktFKjsbc%3D

    CAS  Google Scholar 

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Author notes

  1. Mari Iwabuchi

    Present address: Graduate school of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, 226-8501, Yokohama, Japan

  2. Jun Imamura

    Present address: Faculty of Agriculture, Tamagawa University, 6-1-1, Tamagawa-gakuen, Machida, 194-8610, Tokyo, Japan

Authors and Affiliations

  1. Plantech Research Institute, 1000 kamoshida-cho, Aoba-ku, 227-0033, Yokohama, Japan

    Junko Kohno-Murase, Mari Iwabuchi & Jun Imamura

  2. Forestry Science Laboratory, Nippon Paper Industries CO., LTD., 5-21-1, Oji, Kita-ku, 114-0002, Tokyo, Japan

    Saori Endo-Kasahara, Koichi Sugita & Hiroyasu Ebinuma

Authors
  1. Junko Kohno-Murase
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  2. Mari Iwabuchi
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  3. Saori Endo-Kasahara
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  4. Koichi Sugita
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  5. Hiroyasu Ebinuma
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  6. Jun Imamura
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Correspondence to Jun Imamura.

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Kohno-Murase, J., Iwabuchi, M., Endo-Kasahara, S. et al. Production of trans-10, cis-12 Conjugated Linoleic Acid in Rice. Transgenic Res 15, 95–100 (2006). https://doi.org/10.1007/s11248-005-3736-8

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  • DOI: https://doi.org/10.1007/s11248-005-3736-8

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