WO1999053073A3 - Interconversion of plant fatty acid desaturases and hydroxylases - Google Patents

Interconversion of plant fatty acid desaturases and hydroxylases Download PDF

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Publication number
WO1999053073A3
WO1999053073A3 PCT/US1999/008400 US9908400W WO9953073A3 WO 1999053073 A3 WO1999053073 A3 WO 1999053073A3 US 9908400 W US9908400 W US 9908400W WO 9953073 A3 WO9953073 A3 WO 9953073A3
Authority
WO
WIPO (PCT)
Prior art keywords
fatty acyl
desaturase
amino acid
hydroxylase
changing
Prior art date
Application number
PCT/US1999/008400
Other languages
French (fr)
Other versions
WO1999053073A2 (en
WO1999053073A9 (en
Inventor
Pierre Broun
John Shanklin
Edward J Whittle
Chris Somerville
Original Assignee
Pierre Broun
John Shanklin
Edward J Whittle
Chris Somerville
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 Pierre Broun, John Shanklin, Edward J Whittle, Chris Somerville filed Critical Pierre Broun
Priority to EP99921394A priority Critical patent/EP1071785A2/en
Priority to IL13906299A priority patent/IL139062A0/en
Priority to BR9910125-4A priority patent/BR9910125A/en
Priority to AU38620/99A priority patent/AU3862099A/en
Priority to CA002326687A priority patent/CA2326687A1/en
Publication of WO1999053073A2 publication Critical patent/WO1999053073A2/en
Publication of WO1999053073A3 publication Critical patent/WO1999053073A3/en
Publication of WO1999053073A9 publication Critical patent/WO1999053073A9/en

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    • 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
    • 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)
    • C12N9/0083—Miscellaneous (1.14.99)

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

Abstract

A method is provided for modifying a fatty acyl desaturase to a fatty acyl hydroxylase consisting of identifying and changing as few as four amino acid residues that are conserved in functionally equivalent desaturase enzymes from various plant species but that are not identical in fatty acyl hydroxylases that exhibit significant overall sequence similarity to the fatty acyl desaturases, and which catalyze hydroxylation at one of the carbon residues on the fatty acyl substrate that is desaturated by the corresponding desaturase; the modifications being made by changing the amino acid residue so that it is identical or functionally equivalent to the amino acid residue found in the naturally occurring hydroxylase. Also provided is a similar method of modifying a fatty acyl hydroxylase to a fatty acyl desaturase by changing seven or fewer amino acid residues. Transgenic plants and products of such transgenic plants wherein the plants have been modified to produce a modified hydroxylase or desaturase are also provided.
PCT/US1999/008400 1998-04-16 1999-04-16 Interconversion of plant fatty acid desaturases and hydroxylases WO1999053073A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP99921394A EP1071785A2 (en) 1998-04-16 1999-04-16 Interconversion of plant fatty acid desaturases and hydroxylases
IL13906299A IL139062A0 (en) 1998-04-16 1999-04-16 Interconversion of plant fatty acid desaturases and hydroxylases
BR9910125-4A BR9910125A (en) 1998-04-16 1999-04-16 Interconversion of plant fatty acid desaturases and hydroxylases
AU38620/99A AU3862099A (en) 1998-04-16 1999-04-16 Interconversion of plant fatty acid desaturases and hydroxylases
CA002326687A CA2326687A1 (en) 1998-04-16 1999-04-16 Interconversion of plant fatty acid desaturases and hydroxylases

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US8193698P 1998-04-16 1998-04-16
US60/081,936 1998-04-16
US12316899P 1999-03-05 1999-03-05
US60/123,168 1999-03-05

Publications (3)

Publication Number Publication Date
WO1999053073A2 WO1999053073A2 (en) 1999-10-21
WO1999053073A3 true WO1999053073A3 (en) 2000-02-10
WO1999053073A9 WO1999053073A9 (en) 2000-07-20

Family

ID=26766148

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1999/008400 WO1999053073A2 (en) 1998-04-16 1999-04-16 Interconversion of plant fatty acid desaturases and hydroxylases

Country Status (6)

Country Link
EP (1) EP1071785A2 (en)
AU (1) AU3862099A (en)
BR (1) BR9910125A (en)
CA (1) CA2326687A1 (en)
IL (1) IL139062A0 (en)
WO (1) WO1999053073A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6310194B1 (en) 1994-09-26 2001-10-30 Carnegie Institution Of Washington Plant fatty acid hydroxylases
WO2004013304A2 (en) * 2002-08-02 2004-02-12 Basf Plant Science Gmbh Sugar and lipid metabolism regulators in plants iv
CA2862477A1 (en) * 2012-01-23 2013-08-01 Linnaeus Plant Sciences Inc. Modifying the fatty acid profile of camelina sativa oil
EP4087402A4 (en) * 2020-02-07 2024-03-13 Board of Regents of the University of Nebraska Methods of producing insect pheromones

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994011516A1 (en) * 1992-11-17 1994-05-26 E.I. Du Pont De Nemours And Company Genes for microsomal delta-12 fatty acid desaturases and related enzymes from plants
WO1994018337A1 (en) * 1993-02-05 1994-08-18 Monsanto Company Altered linolenic and linoleic acid content in plants
WO1996010075A1 (en) * 1994-09-26 1996-04-04 Carnegie Institution Of Washington Production of hydroxylated fatty acids in genetically modified plants
WO1997021340A1 (en) * 1995-12-14 1997-06-19 Cargill, Incorporated Plants having mutant sequences that confer altered fatty acid profiles
WO1997022711A1 (en) * 1995-12-19 1997-06-26 Regents Of The University Of Minnesota Metabolic engineering of polyhydroxyalkanoate monomer synthases
WO1997030582A1 (en) * 1996-02-06 1997-08-28 Carnegie Institution Of Washington Production of hydroxylated fatty acids in genetically modified plants
WO1998006735A1 (en) * 1996-08-14 1998-02-19 Brookhaven Science Associates, Llc Modified acyl-acp desaturase
WO1998046762A1 (en) * 1997-04-15 1998-10-22 Commonwealth Scientific And Industrial Research Organisation Plant fatty acid epoxygenase genes and uses therefor

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994011516A1 (en) * 1992-11-17 1994-05-26 E.I. Du Pont De Nemours And Company Genes for microsomal delta-12 fatty acid desaturases and related enzymes from plants
WO1994018337A1 (en) * 1993-02-05 1994-08-18 Monsanto Company Altered linolenic and linoleic acid content in plants
WO1996010075A1 (en) * 1994-09-26 1996-04-04 Carnegie Institution Of Washington Production of hydroxylated fatty acids in genetically modified plants
WO1997021340A1 (en) * 1995-12-14 1997-06-19 Cargill, Incorporated Plants having mutant sequences that confer altered fatty acid profiles
WO1997022711A1 (en) * 1995-12-19 1997-06-26 Regents Of The University Of Minnesota Metabolic engineering of polyhydroxyalkanoate monomer synthases
WO1997030582A1 (en) * 1996-02-06 1997-08-28 Carnegie Institution Of Washington Production of hydroxylated fatty acids in genetically modified plants
WO1998006735A1 (en) * 1996-08-14 1998-02-19 Brookhaven Science Associates, Llc Modified acyl-acp desaturase
WO1998046762A1 (en) * 1997-04-15 1998-10-22 Commonwealth Scientific And Industrial Research Organisation Plant fatty acid epoxygenase genes and uses therefor

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, vol. 349, no. 1, 1 January 1998 (1998-01-01), pages 53 - 64 *
BROUN ET AL: "A bifunctional oleate 12-hydroxylase: desaturase from Lesquerella fendleri", PLANT JOURNAL,GB,BLACKWELL SCIENTIFIC PUBLICATIONS, OXFORD, vol. 13, no. 2, - January 1998 (1998-01-01), pages 201-210, XP002075533, ISSN: 0960-7412 *
BROUN, P., ET AL.: "Accumulation of ricinoleic, lesquerolic, and densipolic acids in seeds of transgenic Arabidopsis plants that express a fatty acyl hydroxylase cDNA from castor bean", PLANT PHYSIOLOGY, vol. 113, 1997, pages 933 - 942, XP002124104 *
BROUN, P., ET AL.: "Catalytic plasticity of fatty acid modification enzymes underlying chemical diversity of plant lipids", SCIENCE, vol. 282, 13 November 1998 (1998-11-13), pages 1315 - 1317, XP002124106 *
BROUN, P., ET AL.: "Expression of castor and L. fendleri oleate 12-hydroxylases in transgenic plants", PHYSIOL., BIOCHEM. MOL. BIOL. PLANT LIPIDS, PROC. INT. SYMP. PLANT LIPIDS, 12TH (1997), 342-344, 1997, pages 342 - 344, XP000856683 *
CAHOON, E.B., ET AL.: "Redesign of soluble fatty acid desaturases from plants for altered substrate specificity and double bond position", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF USA, vol. 94, 1997, WASHINGTON US, pages 4872 - 4877, XP002124103 *
DATABASE SCISEARCH TRUAN, G., ET AL.: "Thr268 in substrate binding and catalysis in P450BM-3", XP002124109 *
DIERKS, E.A., ET AL.: "Glu-320 and Asp-323 are determinants of the CYP4A1 hydroxylation regiospecificity and resistance to inactivation by 1-aminobenzotriazole", BIOCHEMISTRY, vol. 37, 17 February 1998 (1998-02-17), pages 1839 - 1847, XP002124105 *
LOO VAN DE F J ET AL: "AN OLEATE 12-HYDROXYLASE FROM RICINUS COMMUNIS L. IS A FATTY ACYL DESATURASE HOMOLOG", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF USA,US,NATIONAL ACADEMY OF SCIENCE. WASHINGTON, vol. 92, July 1995 (1995-07-01), pages 6743-6747, XP002912771, ISSN: 0027-8424 *

Also Published As

Publication number Publication date
WO1999053073A2 (en) 1999-10-21
IL139062A0 (en) 2001-11-25
EP1071785A2 (en) 2001-01-31
CA2326687A1 (en) 1999-10-21
AU3862099A (en) 1999-11-01
BR9910125A (en) 2003-02-25
WO1999053073A9 (en) 2000-07-20

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