CA3177968A1 - Production a grande echelle d'olivetol, d'acide olivetolique et d'autres alkylresorcinols par fermentation - Google Patents

Production a grande echelle d'olivetol, d'acide olivetolique et d'autres alkylresorcinols par fermentation Download PDF

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CA3177968A1
CA3177968A1 CA3177968A CA3177968A CA3177968A1 CA 3177968 A1 CA3177968 A1 CA 3177968A1 CA 3177968 A CA3177968 A CA 3177968A CA 3177968 A CA3177968 A CA 3177968A CA 3177968 A1 CA3177968 A1 CA 3177968A1
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Prior art keywords
substituted
acid
lsc3
olivetol
alkyl
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Pending
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CA3177968A
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Inventor
Nick OHLER
Andrew Conley
Anthony Farina
Mario Ouellet
Rebecca Lennen
Azadeh ALIKHANI
David MELIS
Mark Held
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Lygos Inc
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Lygos Inc
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Publication of CA3177968A1 publication Critical patent/CA3177968A1/fr
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    • 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
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/22—Preparation of oxygen-containing organic compounds containing a hydroxy group aromatic
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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    • 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
    • C12N1/14—Fungi; Culture media therefor
    • C12N1/16—Yeasts; Culture media therefor
    • C12N1/18—Baker's yeast; Brewer's yeast
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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    • 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
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    • 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
    • C12N15/80—Vectors or expression systems specially adapted for eukaryotic hosts for fungi
    • C12N15/81—Vectors or expression systems specially adapted for eukaryotic hosts for fungi for yeasts
    • 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
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    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/88—Lyases (4.)
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    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/93—Ligases (6)
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    • 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
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • C12P7/42—Hydroxy-carboxylic acids
    • 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)
    • C12Y203/01206—3,5,7-Trioxododecanoyl-CoA synthase (2.3.1.206)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y302/00—Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
    • C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y404/00—Carbon-sulfur lyases (4.4)
    • C12Y404/01—Carbon-sulfur lyases (4.4.1)
    • C12Y404/01026—Olivetolic acid cyclase (4.4.1.26)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/645—Fungi ; Processes using fungi
    • C12R2001/85—Saccharomyces
    • C12R2001/865—Saccharomyces cerevisiae

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Biomedical Technology (AREA)
  • Microbiology (AREA)
  • Molecular Biology (AREA)
  • Mycology (AREA)
  • Medicinal Chemistry (AREA)
  • Biophysics (AREA)
  • Plant Pathology (AREA)
  • Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Botany (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Virology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La présente invention concerne des procédés, tels que des procédés commercialement viables, de production d'alkylrésorcinols, tels que l'olivétol et l'acide olivétolique, et d'analogues de chacun de ceux-ci. Certains de ces procédés utilisent un micro-organisme hôte hétérologue recombinant. Certains des micro-organismes hétérologues comprennent une olivétol synthase de Cannabis sativa (qui est une tétracétide synthase, csOLS). Certains des micro-organismes hétérologues comprennent une acide olivétolique cyclase de Cannabis sativa (csOAC). Certains des micro-organismes hétérologues comprennent une enzyme activant l'acyle de Cannabis sativa (csAAE), telle que, sans y être limité, csAAE1. Dans certains de ces procédés, du glucose est fermenté. Dans certains de ces procédés, la fermentation comprend en outre un acide carboxylique, le RCO2H où R est défini comme dans la description, ou un sel de celui-ci. Certains de ces procédés fournissent de l'olivétol et de l'acide olivétolique en une quantité combinée d'au moins 3 g/litre.
CA3177968A 2020-05-08 2021-05-03 Production a grande echelle d'olivetol, d'acide olivetolique et d'autres alkylresorcinols par fermentation Pending CA3177968A1 (fr)

Applications Claiming Priority (11)

Application Number Priority Date Filing Date Title
US202063022038P 2020-05-08 2020-05-08
US63/022,038 2020-05-08
US202063070513P 2020-08-26 2020-08-26
US63/070,513 2020-08-26
US202063079390P 2020-09-16 2020-09-16
US63/079,390 2020-09-16
US202063089736P 2020-10-09 2020-10-09
US63/089,736 2020-10-09
US202063122369P 2020-12-07 2020-12-07
US63/122,369 2020-12-07
PCT/US2021/030452 WO2021225952A1 (fr) 2020-05-08 2021-05-03 Production à grande échelle d'olivétol, d'acide olivétolique et d'autres alkylrésorcinols par fermentation

Publications (1)

Publication Number Publication Date
CA3177968A1 true CA3177968A1 (fr) 2021-11-11

Family

ID=78468758

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3177968A Pending CA3177968A1 (fr) 2020-05-08 2021-05-03 Production a grande echelle d'olivetol, d'acide olivetolique et d'autres alkylresorcinols par fermentation

Country Status (3)

Country Link
EP (1) EP4146809A1 (fr)
CA (1) CA3177968A1 (fr)
WO (1) WO2021225952A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114657078B (zh) * 2022-01-27 2024-04-02 森瑞斯生物科技(深圳)有限公司 一种高产大麻二酚酸的酿酒酵母菌株构建方法和应用
WO2023244843A1 (fr) * 2022-06-16 2023-12-21 Amyris, Inc. Procédés et compositions à ph élevé pour la culture de cellules hôtes génétiquement modifiées
WO2024068434A2 (fr) * 2022-09-26 2024-04-04 Octarine Bio Aps Cellules hôtes génétiquement modifiées produisant de la violacéine, des analogues et des dérivés associés

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105838632B (zh) * 2016-05-19 2019-05-10 江南大学 一种产琥珀酸的酿酒酵母基因工程菌及其应用
MX2019009708A (es) * 2017-02-17 2020-02-07 Hyasynth Biologicals Inc Metodo y linea celular para la produccion de fitocannabinoides y analogos de fitocannabinoides en levadura.
ES2898272T3 (es) * 2017-04-27 2022-03-04 Univ California Microorganismos y métodos para producir cannabinoides y derivados de cannabinoides
CA3062645A1 (fr) * 2017-05-10 2018-11-15 Baymedica, Inc. Systemes de production recombinants pour polycetides prenyles de la famille des cannabinoides
WO2019190945A1 (fr) * 2018-03-29 2019-10-03 William Marsh Rice University Biosynthèse d'acide olivetolique
WO2020069142A1 (fr) * 2018-09-26 2020-04-02 Demetrix, Inc. Systèmes d'expression optimisés pour exprimer une enzyme à pont berbérine et des polypeptides de type enzyme à pont berbérine
CN111019874A (zh) * 2018-10-10 2020-04-17 杭州爱蔻思生物科技有限公司 一种生产青蒿素前体的重组菌的构建方法及其发酵工艺

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Publication number Publication date
EP4146809A1 (fr) 2023-03-15
WO2021225952A1 (fr) 2021-11-11

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