WO2005014834A1 - Biosynthese 3 d'acides gras - Google Patents

Biosynthese 3 d'acides gras Download PDF

Info

Publication number
WO2005014834A1
WO2005014834A1 PCT/GB2003/003353 GB0303353W WO2005014834A1 WO 2005014834 A1 WO2005014834 A1 WO 2005014834A1 GB 0303353 W GB0303353 W GB 0303353W WO 2005014834 A1 WO2005014834 A1 WO 2005014834A1
Authority
WO
WIPO (PCT)
Prior art keywords
nucleic acid
cell
plant
acid molecule
cell according
Prior art date
Application number
PCT/GB2003/003353
Other languages
English (en)
Inventor
Andreas Renz
Original Assignee
The University Of York
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The University Of York filed Critical The University Of York
Priority to AU2003252958A priority Critical patent/AU2003252958A1/en
Priority to PCT/GB2003/003353 priority patent/WO2005014834A1/fr
Publication of WO2005014834A1 publication Critical patent/WO2005014834A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/0004—Oxidoreductases (1.)
    • C12N9/0071—Oxidoreductases (1.) acting on paired donors with incorporation of molecular oxygen (1.14)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
    • C12N15/09—Recombinant DNA-technology
    • C12N15/63—Introduction of foreign genetic material using vectors; Vectors; Use of hosts therefor; Regulation of expression
    • C12N15/79—Vectors or expression systems specially adapted for eukaryotic hosts
    • C12N15/82—Vectors or expression systems specially adapted for eukaryotic hosts for plant cells, e.g. plant artificial chromosomes (PACs)
    • C12N15/8241—Phenotypically and genetically modified plants via recombinant DNA technology
    • C12N15/8242—Phenotypically and genetically modified plants via recombinant DNA technology with non-agronomic quality (output) traits, e.g. for industrial processing; Value added, non-agronomic traits
    • C12N15/8243—Phenotypically and genetically modified plants via recombinant DNA technology with non-agronomic quality (output) traits, e.g. for industrial processing; Value added, non-agronomic traits involving biosynthetic or metabolic pathways, i.e. metabolic engineering, e.g. nicotine, caffeine
    • C12N15/8247—Phenotypically and genetically modified plants via recombinant DNA technology with non-agronomic quality (output) traits, e.g. for industrial processing; Value added, non-agronomic traits involving biosynthetic or metabolic pathways, i.e. metabolic engineering, e.g. nicotine, caffeine involving modified lipid metabolism, e.g. seed oil composition
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6409—Fatty acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6436—Fatty acid esters
    • C12P7/6445—Glycerides
    • C12P7/6463—Glycerides obtained from glyceride producing microorganisms, e.g. single cell oil

Definitions

  • the invention relates to transgenic plant cells expressing nucleic acid molecules which encode polypeptides with expoxygenase activity wherein said cells naturally contain high levels of linoleic acid; plants comprising said cells and methods to produce plant oils with rare fatty acids, for example epoxygenated fatty acids.
  • Oils comprising fatty acids are used in a vast array of industrial processes. For example oils are used in the manufacture of surface coatings, glues and resins, plastics, surfactants and lubricants. It is often the case that these oils are extracted from petrochemical sources and some of the fatty acids are not a major component. This presents a problem of both extraction and purification. Moreover, many crop species produce oil seeds in which the fatty acid content is not ideal. This has been addressed by genetic crossing of desirable traits into oil producing plant species or mutagenesis to produce new lines which manufacture desirable fatty acids in amounts which allow the extraction of commercial quantities of oils. The provision of a reusable source of rare or unusual fatty acids would be desirable and the engineering of plants by genetic means to produce these fatty acids is an alternative and attractive solution to this problem.
  • Membranes of plant cells are composed primarily of five "common” fatty acids, namely stearic, palmitic, cis-7,10,13-hexadecatrienoic acid (16:3), oleic, linoleic, and linolenic acids.
  • TAG triacylglycerides
  • fatty acids vary in a number of features, including the length of the acyl chains, the number, position, and nature of unsaturated bonds, as well as the presence of functional groups, such as hydroxy, epoxy, and acetylenic groups.
  • These fatty acids are often referred as "unusual" fatty acids since their structure is different from the common fatty acids found in membranes. Synthesis of unusual fatty acids has attracted considerable interest, both in fundamental and applied areas of plant biology.
  • Linolenic acid is an 18 carbon fatty acid (18:3) which is found in plant cell membranes and also in storage organs such as seeds. Linolenic acid is used in paint and varnish since it is quickly oxidized. It is also found in cooking oils which is undesirable since it is unstable and causes rancidity in cooking oil. Linolenic acid is thought to be synthesized by a desaturation reaction of linoleic acid (18:2). The enzymes involved in desaturation of linoleic acid are located in the endoplasmic reticulum and chloroplast. Destaurase activity has also been located in microsomes of developing linseed. Linoleic acid desaturase genes are disclosed in WO9418337 wherein their regulation is shown to alter the relative amounts of linolenic and linoleic acids by altering their expression patterns in transgenic plants.
  • Epoxy-fatty acids consist of an acyl chain in which two adjacent carbon atoms are linked by an epoxy bond. These rare fatty acids are highly reactive and are produced chemically by epoxidation of plant oils.
  • Plant fatty acid delta 12 epoxygenase genes encode enzymes which are responsible for producing a number of rare fatty acids, for example and not by way of limitation, 12, 13-epoxy-9-octadecenoic acid (vernolic acid) or 12, 13, -epoxy-9, 15-octadecadienoic acid. 12 epoxygenase polypeptides use linoleic acid as a substrate for these rare fatty acids.
  • Epoxygenase genes are known and are disclosed in US2002166144, which is incorporated by reference in its entirety.
  • a number of plant species naturally contain elevated levels of linoleic acid.
  • tomato pericarp is known to be rich in oleic acid, linoleic acid and linolenic acid (although the latter two are reduced as the fruit ripens).
  • Evening primrose oil contains up to 50% of its total fatty acid content as linoleic acid.
  • Safflower contains up to 76%
  • Linola a low linolenic acid variety of linseed
  • unrefined sunflower oil contains up to 71%
  • maize contains up to 57%
  • soybean up to 55% linoleic acid A further example of a plant with elevated levels of linoleic acid (76%) is Nicotiana which has well established transformation techniques and is amenable to genetic engineering.
  • transgenic plant cell wherein at least about 40% of the total fatty acid content of said cell is the fatty acid linoleic acid and further wherein the genome of said cell is modified which modification is the transfection of a nucleic acid molecule which encodes a polypeptide with epoxygenase activity.
  • said polypeptide is encoded by a nucleic acid molecule consisting of a nucleic acid sequence selected from the group consisting of: i) a polypeptide encoded by a nucleic acid molecule consisting of a nucleic acid sequence as represented in Figure la; ii) a polypeptide encoded by a nucleic acid molecule which hybridises to a nucleic acid molecule as represented by Figure la and which has epoxygenase activity; iii) a polypeptide encoded by a nucleic acid molecule consisting of a nucleic acid sequence that is degenerate as a result of the genetic code to the nucleic acid sequence defined in (i) or (ii).
  • said nucleic acid molecule comprises a nucleic acid sequence which hybridizes under stringent hybridisation conditions to a nucleic acid molecule as represented by the nucleic acid sequence in Figure la.
  • Stringent hybridisation/washing conditions are well known in the art. For example, nucleic acid hybrids that are stable after washing in O.lx SSC,0.1% SDS at 60°C. It is well known in the art that optimal hybridisation conditions can be calculated if the sequence of the nucleic acid is known. For example, hybridisation conditions can be determined by the GC content of the nucleic acid subject to hybridisation. A common formula for calculating the stringency conditions required to achieve hybridisation between nucleic acid molecules of a specified homology is:
  • T m 81.5° C + 16.6 Log [Na + ] + 0.41 [ % G + C] -0.63 (%formamide).
  • hybridisation conditions uses 4 - 6 x SSPE (20x SSPE contains 175.3g
  • Hybridisation temperature will vary depending on the GC content of the nucleic acid target sequence but will typically be between 42°- 65° C.
  • said nucleic acid molecule is a cDNA.
  • said nucleic acid molecule is genomic DNA.
  • said nucleic acid molecule comprises a nucleic acid sequence as represented in Figure la.
  • said nucleic acid molecule consists of a nucleic acid sequence as represented in Figure la.
  • nucleic acid encodes a polypeptide as represented in Figure lb, or a variant polypeptide wherein said variant is modified by addition, deletion or substitution of at least one amino acid residue wherein said polypeptide has epoxygenase activity or enhanced epoxygenase activity.
  • a variant polypeptide may differ in amino acid sequence by one or more substitutions, additions, deletions, truncations which may be present in any combination.
  • substitutions are those that vary from a reference polypeptide by conservative amino acid substitutions. Such substitutions are those that substitute a given amino acid by another amino acid of like characteristics.
  • amino acids are considered conservative replacements (similar): a) alanine, serine, and threonine; b) glutamic acid and aspartic acid; c) asparagine and glutamine d) arginine and lysine; e) isoleucine, leucine, methionine and valine and f) phenylalanine, tyrosine and tryptophan. Most highly preferred are variants which retain or enhance the same biological function and activity as the reference polypeptide from which it varies.
  • a functionally equivalent polypeptide is a variant wherein one in which one or more amino acid residues are substituted with conserved or non-conserved amino acid residues, or one in which one or more amino acid residues includes a substituent group.
  • Conservative substitutions are the replacements, one for another, among the aliphatic amino acids Ala, Nal, Leu and lie; interchange of the hydroxyl residues Ser and Thr; exchange of the acidic residues Asp and Glu; substitution between amide residues Asn and Gin; exchange of the basic residues Lys and Arg; and replacements among aromatic residues Phe and Tyr.
  • polypeptide sequences having at least 75% identity with the polypeptide sequences as herein disclosed, or fragments and functionally equivalent polypeptides thereof.
  • polypeptides have at least
  • said linoleic acid content of said cell is between 40% and 80% of the total fatty acid content.
  • said linoleic acid content of said cell is at least 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75% or at least 80% of the total fatty acid content of said cell.
  • nucleic acid molecule is provided as an expression vector wherein said nucleic acid is operably linked to an heterologous promoter.
  • said promoter a homologous expoxygenase promoter.
  • said promoter is a constitutive promoter.
  • said promoter is a regulatable promoter, preferably a developmentally regulated promoter or a cell/tissue specific promoter.
  • the nucleic acid in the vector is operably linked to an appropriate promoter or other regulatory elements for transcription in a host plant cell.
  • the vector may be a bi-functional expression vector which functions in multiple hosts.
  • promoter is meant a nucleotide sequence upstream from the transcriptional initiation site and which contains all the regulatory regions required for transcription in a plant.
  • promoters include viral, fungal, bacterial, animal and plant-derived promoters capable of functioning in plant cells.
  • Constitutive promoters include, for example CaMN 35S promoter (Odell et al (1985) Nature 313, 9810-812); rice actin (McElroy et al (1990) Plant Cell 2: 163-171); ubiquitin (Christian et al . (1989) Plant Mol. Biol. 18 (675-689); pEMU (Last et al (1991) Theor Appl. Genet.
  • tissue-specific promoters can be utilised.
  • Tissue-specific promoters include those described by Yamamoto et al. (1997) Plant J. 12(2): 255-265; Kawamata et al (1997) Plant Cell Physiol. 38(7): 792-803; Hansen et al (1997) Mol. Gen. Genet. 254(3): 337-343; Russell et al. (1997) Transgenic Res. 6(2): 157-168; Rinehart et al (1996) Plant Physiol. 112(3): 1331-1341; Van Camp et al (1996) Plant Physiol. 112(2): 525-535; Canevascni et al (1996) Plant Physiol.
  • said developmentally regulated promoter is a promoter active in the tissues accumulating reserve oils in developing seeds. Promoters of this type are known in the art, for example, the napin promoter is a strong promoter which has the requisite expression pattern (US Patent No. 5,608152 and Stalberg et al., 1996).
  • vectors are nucleic acid constructs which operate as plant vectors. Specific procedures and vectors previously used with wide success upon plants are described by Guerineau and Mullineaux (1993) (Plant transformation and expression vectors. hi: Plant Molecular Biology Labfax (Croy RRD ed) Oxford, BIOS Scientific Publishers, pp 121-148). Suitable vectors may include plant viral-derived vectors (see e.g. EP-A-194809).
  • Vectors may also include selectable genetic marker such as those that confer selectable phenotypes such as resistance to herbicides (e.g. phosphinotricin, chlorsulfuron, methotrexate imidazolinones and glyphosate) and antibiotics (kanamycin, hygromycin, gentamycin, spectinomycin).
  • selectable genetic marker such as those that confer selectable phenotypes such as resistance to herbicides (e.g. phosphinotricin, chlorsulfuron, methotrexate imidazolinones and glyphosate) and antibiotics (kanamycin, hygromycin, gentamycin, spectinomycin).
  • said cell over-expresses said nucleic acid molecule encoding said epoxgenase polypeptide.
  • said cell over-expresses said nucleic acid molecule at least 2-fold above basal level expression when compared to a non- transgenic reference cell of the same species.
  • said over-expression is: at least 3-fold, 4-fold, 5-fold, 6-fold, 7-fold, 8- fold, 9-fold, or at least 10-fold when compared to a non-transformed reference cell of the same species.
  • a plant selected from the group consisting of: corn (Zea mays), canola (Brassica napus, ssp.), flax (Linum usitatissimum), alfalfa (Medicago sativa), rye (Secale cerale), sunflower (Helianthus annus), wheat (Triticum aestivum), soybean (Glycine max), tobacco (Nicotiana tabacum), peanuts (Arachis hypogaea), cotton (Gossypium hirsutum), evening primrose (Oenothera paradoxa)oats, barley, vegetables.
  • plants of the present invention are crop plants (for example, cereals and pulses, maize, wheat, potatoes, tapioca, rice, sorghum, millet, cassava, barley, pea), and other root, tuber or seed crops.
  • Important seed crops are oil-seed rape, sugar beet, maize, sunflower, soybean, sorghum, and flax (linseed).
  • Horticultural plants to which the present invention may be applied may include lettuce, endive, and vegetable brassicas including cabbage, broccoli, and cauliflower.
  • the present invention may be applied in tobacco, cucurbits, carrot, strawberry, sunflower, tomato, pepper.
  • a seed comprising a cell according to the invention.
  • said seed is a seed of an oil bearing plant.
  • a method to modulate the fatty acid content of a plant cell comprising the steps: i) providing a cell according to the invention; ii) cultivating said cell into a plant; and optionally iii) analysing the fatty acid content of said plant.
  • said plant is an oil-seed plant.
  • said fatty acid is an epoxygenated fatty acid, for example vernolic acid or 12-epoxy-9, 15-octadecadienoic acid.
  • said plant is selected from the group consisting of : evening primrose; linola; sunflower; hemp; maize; flax; and tobacco.
  • said plant is tobacco.
  • Figure la is the nucleic acid sequence of Crepis palaestina delta 12 fatty acid epoxygenase DNA;
  • Figure lb is the amino acid sequence of Crepis palaestina delta 12 fatty acid epoxygenase protein;
  • Figure 2 is a diagrammatic representation of vector construct pART27-napin- epoxygenase
  • Tobacco transformation was performed as described by Rosahl et al. (1989). Double transgenic plants were produced by co-transformation of two binary plasmids with the same selectable marker (De Buck et al, 1998).
  • Transgenic plants were analyzed for the expression levels of epoxygenase and PHA synthase genes by Northern blot analysis.
  • RNA RNA from tobacco seeds was extracted using an RNeasy kit from Qiagen (Hilden, Germany). The seeds were harvest at different stages of development (15 d, 30 d and 45 d after pollination). About 20 ⁇ g of total RNA was run in each lane of an agarose gel containing formaldehyd (Amasino, 1986) and then transferred to nylon membrane (Hybond N+, Amersham) according to the manufacturer's protocol. Northern hybridization wsa performed using 32P-labeled DNA probes, as described by van de Loo et al. (1995). A PCR fragment amplified with primers El and E2 (for C. palaestina epoxygenase), and with primers PI and P2 (for Ps. aeruginosa phaC) was used as a probe for the message.
  • Seed fatty acid methyl-esters were prepared by acid-catalysed (IN HCL in methanol, 2h, 80°C) or base-catalysed (0.1M NaOH in methanol, lh, 60°C) transesterification. After reaction, the fatty acid methyl-esters were extracted with hexane and water and the organic phase was transferred to vials. Analysis was performed using a gas chromatograph equipped with a glass capillary column (model SP230, Supelco, Bellefonte, PA) and a flame ionization detector.
  • Tobacco was identified as an ideal target for heterologous expression of epoxygenase genes since it contains about 76% of linoleic acid in the seed oil (Frega et al., 1991).
  • the low levels of unusual fatty acids in Arabidopsis wild type plants is mainly caused by limited substrate availability, the use of tobacco as a plant expression system for the above-mentioned genes will lead to further increased levels of unusual fatty acids.
  • Epoxygenase (from Crepis palaestina) genes were expressed under the control of the rape napin promoter. Ezcurra et al. (2000) showed that this promoter is seed-specific in tobacco.
  • the binary vectors CpepoxpART27-nap-rev was kindly provided by A. Carlsson, Swedish University of Agricultural Sciences, Alnaip, Sweden. Tobacco cv. SNN was transformed with these constructs according to Rosahl et al. (1989).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Cell Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Nutrition Science (AREA)
  • Physics & Mathematics (AREA)
  • Biophysics (AREA)
  • Plant Pathology (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Breeding Of Plants And Reproduction By Means Of Culturing (AREA)

Abstract

L'invention concerne des cellules végétales transgéniques exprimant des molécules d'acides nucléiques qui codent des polypeptides avec une activité d'expoxygénase, lesdites cellules contenant naturellement des taux élevés d'acide linoléique; des végétaux comprenant ces cellules et des procédés pour fabriquer des huiles végétales avec des acides gras rares, par exemple, des acides gras époxydes.
PCT/GB2003/003353 2003-07-31 2003-07-31 Biosynthese 3 d'acides gras WO2005014834A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2003252958A AU2003252958A1 (en) 2003-07-31 2003-07-31 Fatty acid biosynthesis 3
PCT/GB2003/003353 WO2005014834A1 (fr) 2003-07-31 2003-07-31 Biosynthese 3 d'acides gras

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/GB2003/003353 WO2005014834A1 (fr) 2003-07-31 2003-07-31 Biosynthese 3 d'acides gras

Publications (1)

Publication Number Publication Date
WO2005014834A1 true WO2005014834A1 (fr) 2005-02-17

Family

ID=34130887

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2003/003353 WO2005014834A1 (fr) 2003-07-31 2003-07-31 Biosynthese 3 d'acides gras

Country Status (2)

Country Link
AU (1) AU2003252958A1 (fr)
WO (1) WO2005014834A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996021022A2 (fr) * 1994-12-30 1996-07-11 Rhone-Poulenc Agrochimie Production d'acide linoleique gamma au moyen d'une δ6-desaturase
US6329518B1 (en) * 1997-04-15 2001-12-11 Basf Plant Science Gmbh Plant fatty acid epoxygenase genes and uses therefor
US20020166144A1 (en) * 1997-04-15 2002-11-07 Allan Green Fatty acid epoxygenase genes from plants and uses therefor in modifying fatty acid metabolism

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996021022A2 (fr) * 1994-12-30 1996-07-11 Rhone-Poulenc Agrochimie Production d'acide linoleique gamma au moyen d'une δ6-desaturase
US6329518B1 (en) * 1997-04-15 2001-12-11 Basf Plant Science Gmbh Plant fatty acid epoxygenase genes and uses therefor
US20020166144A1 (en) * 1997-04-15 2002-11-07 Allan Green Fatty acid epoxygenase genes from plants and uses therefor in modifying fatty acid metabolism

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
DATABASE EMBL 15 May 1998 (1998-05-15), XP002264751 *
LEE M ET AL: "IDENTIFICATION OF NON-HEME DIIRON PROTEINS THAT CATALYZE TRIPLE BOND AND EPOXY GROUP FORMATION", SCIENCE, AMERICAN ASSOCIATION FOR THE ADVANCEMENT OF SCIENCE,, US, vol. 280, 8 May 1998 (1998-05-08), pages 915 - 918, XP001084133, ISSN: 0036-8075, Retrieved from the Internet <URL:EBI> *
SINGH S ET AL: "Inhibition of polyunsaturated fatty acid accumulation in plants expressing a fatty acid epoxygenase", BIOCHEMICAL SOCIETY TRANSACTIONS, vol. 28, no. 6, December 2000 (2000-12-01), pages 940 - 942, XP002264735, ISSN: 0300-5127 *
THELEN JAY J ET AL: "Metabolic engineering of fatty acid biosynthesis in plants", METABOLIC ENGINEERING, ACADEMIC PRESS,, US, vol. 4, no. 1, January 2002 (2002-01-01), pages 12 - 21, XP002257832, ISSN: 1096-7176 *

Also Published As

Publication number Publication date
AU2003252958A1 (en) 2005-02-25

Similar Documents

Publication Publication Date Title
Brough et al. Towards the genetic engineering of triacylglycerols of defined fatty acid composition: major changes in erucic acid content at the sn-2 position affected by the introduction of a 1-acyl-sn-glycerol-3-phosphate acyltransferase from Limnanthes douglasii into oil seed rape
US20090205079A1 (en) ACETYL CoA CARBOXYLASE (ACCase) GENE FROM JATROPHA CURAS
EP0731840A1 (fr) Sequences d&#39;acide nucleique codant une proteine cytoplasmique de plante impliquee dans le metabolisme d&#39;acyle gras-coa
JP2003501065A (ja) 脂肪酸のβ酸化に関わる蛋白質をコードする核酸配列とその使用法
AU2003245878A1 (en) Methods for increasing oil content in plants
AU763296B2 (en) Limanthes oil genes
EP2585600A2 (fr) Diminution de la teneur en acide gras saturé de graines de plante
US7446188B2 (en) Plant cyclopropane fatty acid synthase genes, proteins, and uses thereof
JP2009291204A (ja) 植物における脂肪酸代謝の改変
CA2284246A1 (fr) Desaturases d&#39;acides gras vegetaux et leurs alleles
EP0808368A1 (fr) Sequence d&#39;adn codant pour de la 2-acyltransferase vegetale
CA2419524A1 (fr) Genes codant pour une p-coumarate 3-hydroxylase (c3h) et procedes d&#39;utilisation
US7405344B2 (en) Elevation of oil levels in Brassica plants
US6586658B1 (en) Modification of fatty acid metabolism in plants
US7273966B2 (en) Elevation of fatty acid synthase levels in plants
JP6068336B2 (ja) 植物種子へのオメガ−７脂肪酸の蓄積
WO2005014832A1 (fr) Biosynthese d&#39;acides gras 4
US7932433B2 (en) Plant cyclopropane fatty acid synthase genes, proteins, and uses thereof
WO2005014834A1 (fr) Biosynthese 3 d&#39;acides gras
US20090049572A1 (en) Elevation of oil levels in plants
KR20090028284A (ko) 들깨 유래 마이크로좀 리놀레산 불포화효소 유전자로형질전환된 형질전환 식물체, 및 이 유전자를 이용하여형질전환 식물체의 종자 오일에서 지방산 조성을 조절하는방법
AU2015201328A1 (en) Lowering saturated fatty acid content of plant seeds
WO2004101755A2 (fr) Plantes et graines modifiees par le ref1
WO2023055291A2 (fr) Régulateur modifié pour rendement en huile végétale amélioré
WO2005014831A1 (fr) Biosynthese 2 d&#39;acides gras

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: JP