Metabolically engineered oilseed crops with enhanced seed tocopherol

Metabolic Engineering

Volumn 7, Issue 5-6, 2005, Pages 384-400

  Karunanandaa, Balasulojini ^a   Qi, Qungang ^a   Hao, Ming ^a   Baszis, Susan R ^a   Jensen, Pamela K ^a   Wong, Yun Hua H ^a,c   Jiang, Jian ^a,d   Venkatramesh, Mylavarapu ^b,e   Gruys, Kenneth J ^a   Moshiri, Farhad ^a   Post Beittenmiller, Dusty ^a   Weiss, James D ^a   Valentin, Henry E ^a  

^a MONSANTO COMPANY   (United States)

^b Renessen LLC   (United States)

^c Chemir Analytical Services   (United States)

^d BIOGEN   (United States)

^e EXELIXIS INC   (United States)

Author keywords

Nutrition; Oilseed crop; Tocochromanol; Tocopherol; Tocotrienol; Vitamin E

Indexed keywords

BIOSYNTHESIS; CROPS; LIPIDS; METABOLISM; OILS AND FATS; PLANTS (BOTANY); SEED; TISSUE;

OILSEED CROPS; TOCOCHROMANOLS; TOCOPHEROL;

ANTIOXIDANTS;

ALPHA TOCOPHEROL; ALPHA TOCOTRIENOL; ENZYME; TOCOPHEROL;

ARTICLE; BIOACCUMULATION; BIOSYNTHESIS; CONTROLLED STUDY; GENE EXPRESSION; GENETICALLY MODIFIED CROP; METABOLIC ENGINEERING; NONHUMAN; NUCLEOTIDE SEQUENCE; PERFORMANCE; PLANT SEED; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; SOYBEAN; TRANSGENIC PLANT; WILD TYPE;

GENE EXPRESSION REGULATION, PLANT; GENETIC ENHANCEMENT; SEEDS; SOYBEAN OIL; SOYBEANS; TOCOPHEROLS;

ANTIOXIDANTS; LIPIDS;

GLYCINE MAX; MAMMALIA; SPERMATOPHYTA;

EID: 27644557260     PISSN: 10967176     EISSN: 10967184     Source Type: Journal    
DOI: 10.1016/j.ymben.2005.05.005     Document Type: Article

References (57)

1. Nomenclature rules for vitamin E (972.31), 1990. Official methods of analysis. Assoc. Off Anal Chem, 15th ed., 109, 8-15.
2. IUPAC-IUP Joint Commission on Biochemical Nomenclature Nomenclature of tocopherols and related compounds Recommendation Eur. J. Biochem. 123 1982 473 475
3. Barry, G.F., Kishore, G.M., 1998. Glyphosate tolerant plants. US patent US5776760.
4. M.M. Bradford A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding Anal. Biochem. 72 1976 248 254
5. P.M. Bramley, I. Elmadfa, A. Kafatos, F.J. Kelly, Y. Manios, H.E. Roxborough, W. Schuch, P.J.A. Sheehy, and K.-H. Wagner Vitamin E J. Sci. Food Agric. 80 2000 913 938
6. J.E. Buring, and C.H. Hennekens Antioxidant vitamins and cardiovascular disease Nutr. Rev. 55 1997 53 60
7. E.B. Cahoon, S.H. Hall, K.G. Ripp, T.S. Ganzke, W.D. Hitz, and S.J. Coughlan Metabolic redesign of vitamin E biosynthesis in plants for tocotrienol production and increased antioxidant content Nature Biotech 21 2003 1082 1087
8. Z.L. Chen, M.A. Schuler, and R.N. Beachy Functional analysis of regulatory elements in a plant embryo-specific gene Proc. Natl. Acad. Sci. USA 83 1986 8560 8564
9. Z. Cheng, S. Sattler, H. Maeda, Y. Sakuragi, D.A. Bryant, and D. DellaPenna Highly divergent methyltransferases catalyze a conserved reaction in tocopherol and plastoquinone synthesis in cyanobacteria and photosynthetic eukaryotes Plant Cell 15 2003 2343 2356
10. C.K. Chow Vitamin E R.B. Rucker J.W. Suttie D.B. McCormick L.J. Machlin Handbook of Vitamins third ed 2001 Marcel Dekker Inc New York 165 197
11. E. Collakova, and D. DellaPenna Isolation and functional analysis of homogentisate phytyltransferase from Synechocystis sp. PCC 6803 and Arabidopsis Plant Physiol 127 2001 1113 1124
12. E. Collakova, and D. DellaPenna Homogentisate phytyltransferase activity is limiting for tocopherol biosynthesis in Arabidopsis Plant Physiol 131 2003 632 642
13. E. Collakova, and D. DellaPenna The role of homogentisate phytyltransferase and other tocopherol pathway enzymes in regulation of tocopherol biosynthesis during abiotic stress Plant Physiol 133 2003 930 940
14. S.L. Coon, S. Kotob, B.B. Jarvis, S. Wang, W.C. Fuqua, and R.M. Weiner Homogentisic acid is the product of MelA, which mediates melanogenesis in the marine bacterium Shewanella colwelliana D Appl. Environ. Microbiol. 60 1994 3006 3010
15. G. Coruzzi, R. Broglie, C. Edwards, and N.H. Chua Tissue-specific and light-regulated expression of a pea nuclear gene encoding the small subunit of ribulose-1,5-bisphosphate carboxylase EMBO J 3 1984 1671 1679
16. R.G.H. Cotton, and F. Gibson Tyrosine and phenylalanine biosynthesis. T and P proteins (Aerobacter aerogenes); chorismate mutase (Pisum sativum) Methods Enzymol 17 Part A 1970 564 574
17. R.C. Dickson, J. Abelson, W.M. Barnes, and W.S. Reznikoff Genetic regulation: the Lac control region Science 187 1975 27 35
18. H. Edwards Vitamin E: an important anti-oxidant in the skin? Retin lipid-soluble Vitamin. Clin. Pract. 17 2 2001 43 47
19. T. Furuya, T. Yoshikawa, T. Kimura, and H. Kaneko Production of tocopherols by cell culture of safflower Phytochemistry 26 1987 2741-2727
20. E. Harlow, and D. Lane Antibodies: A Laboratory Manual 1988 Cold Spring Harbor Laboratory Press Cold Spring Harbor NY p. 349
21. D.J. Henner, L. Band, G. Flaggs, and E. Chen The organization and nucleotide sequence of the Bacillus subtilis hisH, tyrA and aroE genes Gene 49 1 1984 147 152
22. A. Henry, R. Powls, and J.F. Pennock Intermediates of tocopherol biosynthesis in the unicellular alga Scenedesmus obliquus. The presence of three isomeric methylphytylbenzoquinones Biochem. J. 242 1987 367 373
23. J.J. Katz, H.H. Strain, A.L. Harkness, M.H. Studier, W.A. Svec, T.R. Janson, and B.T. Cope Esterifying alcohols in the chlorophylls of purple photosynthetic bacteria A new chlorophyll, bacteriochlorophyll(gg), all-trans-geranylgeranyl bacteriochlorophyllide a. J. Am. Chem. Soc. 94 1972 7938 7939
24. Y. Keller, F. Bouvier, A. d'Harlingue, and B. Camara Metabolic compartmentation of plastid prenyllipid biosynthesis. Evidence for the involvement of a multifunctional geranylgeranyl reductase Eur. J. Biochem. 251 1998 413 417
25. H.J. Klee, Y.M. Muskopf, and C.S. Gasser Cloning of an Arabidopsis thaliana gene encoding 5-enolpyruvylshikimate-3-phosphate synthase: sequence analysis and manipulation to obtain glyphosate-tolerant plants MGG 210 1987 437 442
26. J.C. Kridl, D.W. McCarter, R.E. Rose, D.E. Scherer, D.S. Knutzon, S.E. Radke, and V.C. Knauf Isolation and characterization of an expressed napin gene from Brassica rapa Seed Sci. Res. 1 1991 209 219
27. R. Kumar, M. Raclaru, T. Schüâeler, J. Gruber, R. Sadre, W. Lühs, K.M. Zarhloul, W. Friedt, D. Enders, M. Frentzen, and D. Weier Characterization of plant tocopherol cyclases and their overexpression in transgenic Brassica napus seeds FEBS Lett 579 2005 1357 1364
28. Lassner, M.W., Savidge, B., Mitsky, T., Weiss, J., Post-Beittenmiller, M.A., 2003. Nucleic acid sequences to proteins involved in isoprenoid biosynthesis. US Patent No. 6,541,259 B1.
29. Martinell, B.J., Julson, L.S., Emler, C.A., Huang, Y., McCabe, D.E., Williams, E.J., 2002. Soybean Agrobacterium transformation method. In US Patent 6,384,301.
30. McPherson, J.C., and Kay, R., 1994. DNA sequence for enhancing the efficiency of transcription. US Patent 5,322,938.
31. R. Motohashi, T. Ito, M. Kobayashi, T. Taji, N. Nagata, T. Asami, S. Yoshida, K. Yamaguchi-Shinozaki, and K. Shinozaki Functional analysis of the 37 kDa inner envelope membrane polypeptide in chloroplast biogenesis using a Ds-tagged Arabidopsis pale-green mutant Plant J 34 2003 719 731
32. W.-O. Ng, R. Zentella, Y. Wang, J.S.A. Taylor, and H.B. Pakrasi phrA, the major photoreactivating factor in the cyanobacterium Synechocystis sp. strain PCC 6803 codes for a cyclobutane-pyrimidine-dimer-specific DNA photolyase Arch. Microbiol. 173 2000 412 417
33. S. Porfirova, E. Bergmüller, S. Tropf, R. Lemke, and P. Dörmann Isolation of an Arabidopsis mutant lacking vitamin E and identification of a cyclase essential for all tocopherol biosynthesis PNAS USA 99 2002 12495 12500
34. R.D. Poster DNA transformation L. Packer A.N. Glazer Methods in Enzymology vol 167 1988 Academic Press Inc San Diego 703 712
35. S.E. Radke, J.T. Turner, and D. Facciotti Transformation and regeneration of Brassica rapa using Agrobacterium tumefaciens Plant Cell Rep 11 1992 499 505
36. P. Rippert, C. Scimemi, M. Dubald, and M. Matringe Engineering plant shikimate pathway for production of tocotrienol and improving herbicide resistance Plant Physiol. 134 2004 92 100
37. M. Rohmer Mevalonate-independent methylerythritol phosphate pathway for isoprenoid biosynthesis. Elucidation and distribution Pure Appl. Chem. 75 2-3 2003 375 388
38. S.K. Sanders, J.B. Morgan, D.M. Wulf, J.D. Tatum, S.N. Williams, and G.C. Smith Vitamin E supplementation of cattle and shelf-life of beef for the Japanese market J. Anim. Sci. 75 1997 2634 2640
39. B. Savidge, J.D. Weiss, Y.-H.H. Wong, M.W. Lassner, T.A. Mitsky, C.K. Shewmaker, D. Post-Beittenmiller, and H.E. Valentin Isolation and characterization of tocopherol phytyltransferase genes from Synechocystis sp. PCC 6803 and Arabidopsis Plant Physiol 129 2002 321 333
40. M. Schledz, A. Seidler, P. Beyer, and G. Neuhaus A novel phytyltransferase from Synechocystis sp. PCC 6803 involved in tocopherol biosynthesis FEBS Let 499 2001 15 20
41. J. Secor Inhibition of barnyardgrass 4-hydroxyphenylpyruvate dioxygenase by sulcotrione Plant Physiol 106 1994 1429 1433
42. A.J. Sheppard, J.A. Pennington, and J.L. Weihrauch Analysis and distribution of Vitamin E in vegetable oils and foods L. Packer J. Fuchs Vitamin E in health and disease 1993 Marcel Dekker New York 9 31
43. D. Shintani, and D. DellaPenna Elevating the vitamin E content of plants through metabolic engineering Science 282 1998 2098 2100
44. D.L. Siehl The biosynthesis of tryptophan, tyrosine, and phenylalanine from chorismate B.K. Singh Plant amino acids: biochemistry and biotechnology 1999 Marcel Dekker Inc New York 171 204
45. J. Soll, and G. Schultz 2-Methyl-6-phytylquinol and 2,3-dimethyl-5- phytylquinol as precursors of tocopherol synthesis in spinach chloroplasts Phytochemistry 19 1980 215 218
46. J. Soll, M. Kemmerling, and G. Schultz Tocopherol and plastoquinone synthesis in spinach chloroplasts subfractions Arch. Biochem. Biophys. 204 1980 544 550
47. J. Soll, G. Schultz, W. Rüdiger, and J. Benz Hydrogenation of geranylgeraniol Plant Physiol 71 1983 849 854
48. J. Soll, G. Schultz, J. Joyard, R. Douce, and M.A. Block Localization and synthesis of prenylquinones in isolated outer and inner envelope membranes from spinach chloroplasts Arch. Biochem. Biophys. 238 1985 290 299
49. R. Tanaka, U. Oster, E. Kruse, W. Rüdiger, and B. Grimm Reduced activity of geranylgeranyl reductase leads to loss of chlorophyll and tocopherol and to partially geranylgeranylated chlorophyll in transgenic tobacco plants expressing antisense RNA for geranylgeranyl reductase Plant Physiol 120 1999 695 704
50. C.C. Tangney Vitamin E and cardiovascular disease Nutr. Today 32 1997 13 22
51. M.G. Traber, and H. Sies Vitamin E in humans: demand and delivery Ann. Rev. Nutr. 16 1996 321 347
52. Y. Tsegaye, D.K. Shintani, and D. DellaPenna Overexpression of the enzyme p-hydroxyphenylpyruvate dioxygenase in Arabidopsis and its relation to tocopherol biosynthesis Plant Physiol. Biochem. 40 2002 913 920
53. Valentin, H.E., Venkatesh, T.V., Karunanandaa, B., 2003. cDNAs encoding homogentisate prenyltransferase sequence homologs and their use in improving tocopherol synthesis in transgenic plants. International patent application WO 2003080647.
54. Valentin, H.E., Mitsky, T.A., 2002. TYRA genes and uses thereof. International patent application WO 02/089561 A1.
55. A.L. Van Eenennaam, K. Lincoln, T.P. Durrett, H.E. Valentin, C.K. Shewmaker, G.M. Thorne, J. Jiang, S.R. Baszis, C.K. Levering, E.D. Aasen, M. Hao, J.C. Stein, S.R. Norris, and R.L. Last Engineering vitamin E content: from Arabidopsis mutant to soy oil Plant Cell 15 2003 3007 3019
56. Wang, Q., Dubois, P., 2003. Seed specific 7Sα promoter for expressing genes in plants. International patent application WO 03/020016.
57. Wang, Q., Dubois, P., Liang, J., Oulmassov, T., 2002. Sequence of Phaseolus vulgaris arcelin gene promoter T-Arc5 and the uses of the promoter for enhancement of gene expression in transgenic plants. International patent application WO 0250295 A2.