CA2848253C - Production of odd chain fatty acid derivatives in recombinant microbial cells - Google Patents

Production of odd chain fatty acid derivatives in recombinant microbial cells Download PDF

Info

Publication number
CA2848253C
CA2848253C CA2848253A CA2848253A CA2848253C CA 2848253 C CA2848253 C CA 2848253C CA 2848253 A CA2848253 A CA 2848253A CA 2848253 A CA2848253 A CA 2848253A CA 2848253 C CA2848253 C CA 2848253C
Authority
CA
Canada
Prior art keywords
activity
microbial cell
polypeptide
fatty acid
coa
Prior art date
Legal status (The legal status 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 status listed.)
Active
Application number
CA2848253A
Other languages
English (en)
French (fr)
Other versions
CA2848253A1 (en
Inventor
Grace J. Lee
John R. Haliburton
Zhihao Hu
Andreas W. Schirmer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Genomatica Inc
Original Assignee
REG Life Sciences LLC
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 REG Life Sciences LLC filed Critical REG Life Sciences LLC
Publication of CA2848253A1 publication Critical patent/CA2848253A1/en
Application granted granted Critical
Publication of CA2848253C publication Critical patent/CA2848253C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/126—Acids containing more than four carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/03—Monocarboxylic acids
    • 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
    • C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/20—Bacteria; Culture media therefor
    • 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
    • C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
    • C12N15/52—Genes encoding for enzymes or proenzymes
    • 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
    • C12N15/70—Vectors or expression systems specially adapted for E. coli
    • 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.)
    • C12N9/0006—Oxidoreductases (1.) acting on CH-OH groups as donors (1.1)
    • 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.)
    • C12N9/0008—Oxidoreductases (1.) acting on the aldehyde or oxo group of donors (1.2)
    • 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
    • C12N9/10—Transferases (2.)
    • C12N9/1003—Transferases (2.) transferring one-carbon groups (2.1)
    • C12N9/1018—Carboxy- and carbamoyl transferases (2.1.3)
    • 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
    • C12N9/10—Transferases (2.)
    • C12N9/1025—Acyltransferases (2.3)
    • C12N9/1029—Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)
    • 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
    • C12N9/10—Transferases (2.)
    • C12N9/12—Transferases (2.) transferring phosphorus containing groups, e.g. kinases (2.7)
    • C12N9/1205—Phosphotransferases with an alcohol group as acceptor (2.7.1), e.g. protein kinases
    • 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
    • C12N9/10—Transferases (2.)
    • C12N9/12—Transferases (2.) transferring phosphorus containing groups, e.g. kinases (2.7)
    • C12N9/1217—Phosphotransferases with a carboxyl group as acceptor (2.7.2)
    • 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
    • C12N9/14—Hydrolases (3)
    • C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
    • 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
    • C12N9/14—Hydrolases (3)
    • C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
    • C12N9/18—Carboxylic ester hydrolases (3.1.1)
    • 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
    • C12N9/88—Lyases (4.)
    • 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
    • C12N9/90—Isomerases (5.)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
    • C12Y101/01—Oxidoreductases acting on the CH-OH group of donors (1.1) with NAD+ or NADP+ as acceptor (1.1.1)
    • C12Y101/01001—Alcohol dehydrogenase (1.1.1.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
    • C12Y101/01—Oxidoreductases acting on the CH-OH group of donors (1.1) with NAD+ or NADP+ as acceptor (1.1.1)
    • C12Y101/01003—Homoserine dehydrogenase (1.1.1.3)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
    • C12Y101/01—Oxidoreductases acting on the CH-OH group of donors (1.1) with NAD+ or NADP+ as acceptor (1.1.1)
    • C12Y101/01085—3-Isopropylmalate dehydrogenase (1.1.1.85)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y102/00—Oxidoreductases acting on the aldehyde or oxo group of donors (1.2)
    • C12Y102/01—Oxidoreductases acting on the aldehyde or oxo group of donors (1.2) with NAD+ or NADP+ as acceptor (1.2.1)
    • C12Y102/0105—Long-chain-fatty-acyl-CoA reductase (1.2.1.50)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y102/00—Oxidoreductases acting on the aldehyde or oxo group of donors (1.2)
    • C12Y102/01—Oxidoreductases acting on the aldehyde or oxo group of donors (1.2) with NAD+ or NADP+ as acceptor (1.2.1)
    • C12Y102/0108—Long-chain acyl-[acyl-carrier-protein] reductase (1.2.1.80)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y201/00—Transferases transferring one-carbon groups (2.1)
    • C12Y201/03—Carboxy- and carbamoyltransferases (2.1.3)
    • C12Y201/03001—Methylmalonyl-CoA carboxytransferase (2.1.3.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y203/00—Acyltransferases (2.3)
    • C12Y203/01—Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)
    • C12Y203/01041—Beta-ketoacyl-acyl-carrier-protein synthase I (2.3.1.41)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y203/00—Acyltransferases (2.3)
    • C12Y203/01—Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)
    • C12Y203/01182—(R)-Citramalate synthase (2.3.1.182)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y207/00—Transferases transferring phosphorus-containing groups (2.7)
    • C12Y207/01—Phosphotransferases with an alcohol group as acceptor (2.7.1)
    • C12Y207/01039—Homoserine kinase (2.7.1.39)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y207/00—Transferases transferring phosphorus-containing groups (2.7)
    • C12Y207/02—Phosphotransferases with a carboxy group as acceptor (2.7.2)
    • C12Y207/02004—Aspartate kinase (2.7.2.4)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y301/00—Hydrolases acting on ester bonds (3.1)
    • C12Y301/01—Carboxylic ester hydrolases (3.1.1)
    • C12Y301/01067—Fatty-acyl-ethyl-ester synthase (3.1.1.67)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y301/00—Hydrolases acting on ester bonds (3.1)
    • C12Y301/02—Thioester hydrolases (3.1.2)
    • C12Y301/02001—Acetyl-CoA hydrolase (3.1.2.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y401/00—Carbon-carbon lyases (4.1)
    • C12Y401/01—Carboxy-lyases (4.1.1)
    • C12Y401/01041—Methylmalonyl-CoA decarboxylase (4.1.1.41)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y401/00—Carbon-carbon lyases (4.1)
    • C12Y401/03—Oxo-acid-lyases (4.1.3)
    • C12Y401/03022—Citramalate lyase (4.1.3.22)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y402/00—Carbon-oxygen lyases (4.2)
    • C12Y402/01—Hydro-lyases (4.2.1)
    • C12Y402/01033—3-Isopropylmalate dehydratase (4.2.1.33)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y402/00—Carbon-oxygen lyases (4.2)
    • C12Y402/03—Carbon-oxygen lyases (4.2) acting on phosphates (4.2.3)
    • C12Y402/03001—Threonine synthase (4.2.3.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y403/00—Carbon-nitrogen lyases (4.3)
    • C12Y403/01—Ammonia-lyases (4.3.1)
    • C12Y403/01019—Threonine ammonia-lyase (4.3.1.19)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y504/00—Intramolecular transferases (5.4)
    • C12Y504/99—Intramolecular transferases (5.4) transferring other groups (5.4.99)
    • C12Y504/99002—Methylmalonyl-CoA mutase (5.4.99.2)
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00—Technologies for the production of fuel of non-fossil origin
    • Y02E50/10—Biofuels, e.g. bio-diesel

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Biomedical Technology (AREA)
  • Microbiology (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Biophysics (AREA)
  • Plant Pathology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Virology (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
CA2848253A 2010-09-15 2012-03-08 Production of odd chain fatty acid derivatives in recombinant microbial cells Active CA2848253C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US38308610P 2010-09-15 2010-09-15
US13/232,927 US8372610B2 (en) 2010-09-15 2011-09-14 Production of odd chain fatty acid derivatives in recombinant microbial cells
US13/232,927 2011-09-14
PCT/US2012/028256 WO2013039563A1 (en) 2010-09-15 2012-03-08 Production of odd chain fatty acid derivatives in recombinant microbial cells

Publications (2)

Publication Number Publication Date
CA2848253A1 CA2848253A1 (en) 2013-03-21
CA2848253C true CA2848253C (en) 2020-11-03

Family

ID=47884064

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2848253A Active CA2848253C (en) 2010-09-15 2012-03-08 Production of odd chain fatty acid derivatives in recombinant microbial cells

Country Status (7)

Country Link
US (3) US8372610B2 (cg-RX-API-DMAC7.html)
EP (2) EP2756090B1 (cg-RX-API-DMAC7.html)
JP (1) JP6141282B2 (cg-RX-API-DMAC7.html)
CN (1) CN103906845B (cg-RX-API-DMAC7.html)
CA (1) CA2848253C (cg-RX-API-DMAC7.html)
MY (1) MY191370A (cg-RX-API-DMAC7.html)
WO (1) WO2013039563A1 (cg-RX-API-DMAC7.html)

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102027108A (zh) 2008-05-16 2011-04-20 Ls9公司 产生碳氢化合物的方法和组合物
EP2796559B1 (en) 2008-10-28 2018-09-12 REG Life Sciences, LLC Microbial cell for producing fatty alcohols
WO2013148348A1 (en) * 2012-03-28 2013-10-03 Kiverdi, Inc. Engineered co2-fixing chemotrophic microorganisms producing carbon-based products and methods of using the same
US9957534B2 (en) 2008-11-06 2018-05-01 Kiverdi, Inc. Engineered CO2-fixing chemotrophic microorganisms producing carbon-based products and methods of using the same
CA2775390C (en) 2009-09-27 2021-06-29 Opx Biotechnologies, Inc. Method for producing 3-hydroxypropionic acid and other products
MX379251B (es) * 2012-04-02 2025-03-11 Genomatica Inc Producción mejorada de derivados de ácidos grasos.
WO2014026162A1 (en) 2012-08-10 2014-02-13 Opx Biotechnologies, Inc. Microorganisms and methods for the production of fatty acids and fatty acid derived products
KR20150094741A (ko) 2012-12-12 2015-08-19 알이지 라이프 사이언시스, 엘엘씨 지방산 유도체의 ａｃｐ­매개 생성
US20140193867A1 (en) * 2012-12-21 2014-07-10 William Marsh Rice University Microbial odd chain fatty acids
CN105051189B (zh) 2013-01-16 2019-08-06 Reg生命科学有限责任公司 具有改善特性的酰基-acp还原酶
EP2964740B1 (en) 2013-03-05 2017-10-04 The Procter and Gamble Company Mixed sugar-based amide surfactant compositions
US10047383B2 (en) 2013-03-15 2018-08-14 Cargill, Incorporated Bioproduction of chemicals
MY207701A (en) 2013-06-14 2025-03-13 Genomatica Inc Methods of producing omega-hydroxylated fatty acid derivatives
CN106795483A (zh) * 2013-07-19 2017-05-31 嘉吉公司 用于生产脂肪酸和脂肪酸衍生产物的微生物及方法
US11408013B2 (en) 2013-07-19 2022-08-09 Cargill, Incorporated Microorganisms and methods for the production of fatty acids and fatty acid derived products
US9469586B2 (en) 2013-08-19 2016-10-18 REG Life Sciences, LLC Production of partially refined waste glycerol
CN105579426A (zh) 2013-08-19 2016-05-11 Reg生命科学有限责任公司 部分精炼的废甘油的生产
AU2014318531B2 (en) 2013-09-13 2020-10-08 Genomatica, Inc. Improved acetyl-CoA carboxylase variants
EP3074504B1 (en) 2013-11-25 2024-12-25 Genomatica, Inc. Methods for enhancing microbial production of specific length fatty alcohols in the presence of methanol
MY180645A (en) 2013-12-05 2020-12-04 Genomatica Inc Microbial production of fatty amines
US9951356B2 (en) * 2013-12-12 2018-04-24 Dow Global Technologies Llc Processes to prepare elongated 2-ketoacids and C6-C10 compounds therefrom via genetic modifications to microbial metabolic pathways
AU2015243186C1 (en) 2014-04-10 2020-04-02 Genomatica, Inc. Semisynthetic routes to organic compounds
MX372803B (es) 2014-06-16 2020-07-03 Genomatica Inc Polipeptidos de fusion relacionados con omega-hidroxilasa con propiedades mejoradas.
BR112016029471A2 (pt) * 2014-06-16 2017-10-24 Invista Tech Sarl método para biosintetizar éster de metil glutarato em um hospedeiro recombinante, método para preparar glutarato, célula hospedeira recombinante, hospedeiro recombinante, produto bioderivado, produto de base biológica ou produto derivado de fermentação e método para aumentar a atividade de um polipeptídeo tendo atividade carboxilato reductase sobre um ácido dicarboxílico c4-c8 substituído ou não-substituído
BR112017001105A2 (pt) 2014-07-18 2018-07-24 REG Life Sciences, LLC produção microbiana de dióis graxos
EP2993228B1 (en) 2014-09-02 2019-10-09 Cargill, Incorporated Production of fatty acid esters
CA2969842C (en) 2014-12-10 2023-08-22 Dow Global Technologies Llc Genetically modified phenylpyruvate decarboxylase, processes to prepare, and uses thereof
US10851393B2 (en) * 2015-02-24 2020-12-01 William Marsh Rice University KAS-III free FA synthesis
WO2016204198A1 (ja) * 2015-06-16 2016-12-22 国立大学法人名古屋大学 タンパク質の発現方法
WO2017101987A1 (en) 2015-12-15 2017-06-22 REG Life Sciences, LLC Omega-hydroxylase-related fusion polypeptide variants with improved properties
CN106916856B (zh) * 2015-12-28 2021-08-24 丰益(上海)生物技术研发中心有限公司 提高产脂微生物生产奇数碳脂肪酸产量的培养基及方法
CN109890783B (zh) 2016-09-14 2022-06-14 基因组股份公司 1,3-脂肪二醇化合物和其衍生物
US11236310B2 (en) 2016-09-30 2022-02-01 Dow Global Technologies Llc Process to prepare elongated 2-ketoacids and C-5-C10 compounds therefrom via genetic modifications to microbial metabolic pathways
JP2020506702A (ja) 2017-02-02 2020-03-05 カーギル インコーポレイテッド Ｃ６−ｃ１０脂肪酸誘導体を生成する遺伝子組み換え細胞
KR102677413B1 (ko) 2017-04-03 2024-06-24 게노마티카 인코포레이티드 중쇄 지방산 유도체의 생산을 위해 개선된 활성을 갖는 티오에스테라제 변이체
WO2019056071A1 (en) * 2017-09-21 2019-03-28 The University Of Queensland RECOMBINANT MICROORGANISMS
WO2019067412A1 (en) 2017-09-29 2019-04-04 Dow Global Technologies Llc GENETICALLY MODIFIED ISOPROPYLMALATE ISOMERASE ENZYME COMPLEXES AND METHODS FOR PREPARING ELONGATE 2-CÉTOACIDES AND C5-C10 COMPOUNDS THEREWITH
EP3844179A4 (en) 2018-08-31 2022-08-31 Genomatica, Inc. XYLR MUTANT FOR IMPROVED XYLOSE UTILIZATION OR IMPROVED CO-UTILIZATION OF GLUCOSE AND XYLOSE
JP7601774B2 (ja) * 2018-10-04 2024-12-17 アンナ・ユニバーシティ シトラマル酸、シトラコン酸又は２－オキソ酪酸からのｌ－２－アミノ酪酸の生成
CN109517811B (zh) * 2018-11-29 2022-11-11 滨州医学院 一种β-酮脂酰-ACP合成酶突变体
CN110129400B (zh) * 2019-05-25 2023-09-01 华南理工大学 一种提高微生物油脂奇数碳链脂肪酸含量的方法
CN112941096B (zh) * 2019-12-10 2023-05-26 北京化工大学 重组质粒组合、基因改造酵母菌及生产奇数链脂肪酸方法
WO2023178197A1 (en) 2022-03-16 2023-09-21 Genomatica, Inc. Recombinant microbes for production of trans-2 unsaturated fatty acids and derivatives thereof

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0528881A4 (en) 1990-04-24 1993-05-26 Stratagene Methods for phenotype creation from multiple gene populations
US6428767B1 (en) 1995-05-12 2002-08-06 E. I. Du Pont De Nemours And Company Method for identifying the source of carbon in 1,3-propanediol
US8110670B2 (en) * 2006-05-19 2012-02-07 Ls9, Inc. Enhanced production of fatty acid derivatives
CN101490241A (zh) * 2006-05-19 2009-07-22 Ls9公司 脂肪酸及其衍生物的制备
EP2194119A3 (en) 2006-05-19 2010-09-22 LS9, Inc. Production of fatty acids and derivatives thereof
MY147186A (en) * 2007-02-09 2012-11-14 Univ California Biofuel production by recombinant microorganisms
US9695426B2 (en) 2007-02-09 2017-07-04 The Regents Of The University Of California Biofuel production by recombinant microorganisms
CA2678915C (en) 2007-03-28 2019-04-09 Ls9, Inc. Enhanced production of fatty acid derivatives
CA2679085C (en) 2007-05-22 2018-04-10 Ls9, Inc. Hydrocarbon-producing genes and methods of their use
AU2008323673B8 (en) * 2007-11-10 2012-08-09 Joule Unlimited Technologies, Inc. Hyperphotosynthetic organisms
WO2009085278A1 (en) 2007-12-21 2009-07-09 Ls9, Inc. Methods and compositions for producing olefins
CN102027108A (zh) 2008-05-16 2011-04-20 Ls9公司 产生碳氢化合物的方法和组合物
CA3038491A1 (en) 2008-10-07 2010-04-15 REG Life Sciences, LLC Bacterial host cells engineered to express a carboxylic acid reductase and a thioesterase
EP2796559B1 (en) 2008-10-28 2018-09-12 REG Life Sciences, LLC Microbial cell for producing fatty alcohols
US9175234B2 (en) 2008-12-23 2015-11-03 REG Life Sciences, LLC Methods and compositions related to thioesterase enzymes
EP2432890B1 (en) * 2009-05-22 2015-09-02 Codexis, Inc. Engineered biosynthesis of fatty alcohols
CA2773694A1 (en) 2009-09-09 2011-03-17 Genomatica, Inc. Microorganisms and methods for the co-production of isopropanol with primary alcohols, diols and acids
US20110166370A1 (en) 2010-01-12 2011-07-07 Charles Winston Saunders Scattered Branched-Chain Fatty Acids And Biological Production Thereof

Also Published As

Publication number Publication date
US8372610B2 (en) 2013-02-12
US20210324431A1 (en) 2021-10-21
EP3957736C0 (en) 2025-08-06
MY191370A (en) 2022-06-20
JP6141282B2 (ja) 2017-06-07
EP2756090B1 (en) 2021-08-04
CA2848253A1 (en) 2013-03-21
CN103906845A (zh) 2014-07-02
EP3957736A1 (en) 2022-02-23
EP2756090A1 (en) 2014-07-23
US20120070868A1 (en) 2012-03-22
WO2013039563A1 (en) 2013-03-21
CN103906845B (zh) 2017-09-29
JP2014526262A (ja) 2014-10-06
US20150167033A1 (en) 2015-06-18
EP3957736B1 (en) 2025-08-06

Similar Documents

Publication Publication Date Title
CA2848253C (en) Production of odd chain fatty acid derivatives in recombinant microbial cells
US20240150774A1 (en) Production of fatty acid derivatives
US8530221B2 (en) Production of branched chain fatty acids and derivatives thereof in recombinant microbial cells
US20210309979A1 (en) Enzyme Variants With Improved Ester Synthase Properties
EP2663636B1 (en) Production of branched chain fatty acids and derivatives thereof in recombinant microbial cells
US20140215904A1 (en) Compositions comprising and methods for producing beta-hydroxy fatty acid esters
JP2022043100A (ja) 組換え微生物細胞における奇数鎖脂肪酸誘導体の生成

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20170307