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WO2025173696A1 - Procédé de production d'acide polyhydroxyalcanoïque et micro-organisme transformé - Google Patents

Procédé de production d'acide polyhydroxyalcanoïque et micro-organisme transformé

Info

Publication number
WO2025173696A1
WO2025173696A1 PCT/JP2025/004447 JP2025004447W WO2025173696A1 WO 2025173696 A1 WO2025173696 A1 WO 2025173696A1 JP 2025004447 W JP2025004447 W JP 2025004447W WO 2025173696 A1 WO2025173696 A1 WO 2025173696A1
Authority
WO
WIPO (PCT)
Prior art keywords
pha
gene
transformed microorganism
amino acid
oil
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.)
Pending
Application number
PCT/JP2025/004447
Other languages
English (en)
Japanese (ja)
Inventor
佳弘 毛利
俊輔 佐藤
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.)
Kaneka Corp
Original Assignee
Kaneka Corp
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Filing date
Publication date
Application filed by Kaneka Corp filed Critical Kaneka Corp
Publication of WO2025173696A1 publication Critical patent/WO2025173696A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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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
    • 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
    • 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
    • C12N15/74—Vectors or expression systems specially adapted for prokaryotic hosts other than E. coli, e.g. Lactobacillus, Micromonospora
    • 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
    • C12P7/62—Carboxylic acid esters

Definitions

  • the present invention relates to a method for producing polyhydroxyalkanoic acid by microbial culture, and to a transformed microorganism that can be used in this method.
  • PHA polylactic acid
  • PHA polyhydroxyalkanoic acid
  • PHA is a natural thermoplastic polyester that is produced and accumulated as an energy storage substance in the cells of many microbial species.
  • PHA is produced industrially by culturing PHA-accumulating microorganisms while supplying them with nutrient sources such as carbon, nitrogen, and phosphorus.
  • nutrient sources such as carbon, nitrogen, and phosphorus.
  • Carbon sources often used in PHA cultivation and production include sugars such as glucose and fructose, vegetable oils such as palm oil and rapeseed oil, and free fatty acids and their salts.
  • Methods for improving PHA productivity include improving cultivation methods and modifying microorganisms through genetic recombination.
  • Non-Patent Document 1 reports the strong expression of pyridine nucleotide transhydrogenase, an enzyme that reversibly catalyzes the conversion between NADH and NADPH, in Escherichia coli.
  • This document reports an example in which productivity of polyhydroxybutyrate (PHB), a type of PHA, was improved compared to a non-transfected strain by culturing E.
  • PHB polyhydroxybutyrate
  • Non-Patent Document 2 reports that even when a strain of Rhodospirillum rubrum S1, a bacterium that originally produces PHA, in which the udhA gene of Escherichia coli has been enhanced, is cultured using fructose as a carbon source, the productivity of a copolymer of 3-hydroxybutyric acid and 3-hydroxyvaleric acid, which is a type of PHA, does not change compared to the strain before enhancement.
  • neither Non-Patent Document 1 nor Non-Patent Document 2 describes cultivation using degraded oil or fats and oils as a carbon source.
  • the present invention provides a method for producing polyhydroxyalkanoic acid, which comprises a step of culturing a transformed microorganism capable of producing polyhydroxyalkanoic acid in a medium containing a carbon source, the carbon source comprises depleted oil;
  • the present invention relates to a method for producing polyhydroxyalkanoic acid, wherein the transformed microorganism has enhanced expression of a pyridine nucleotide transhydrogenase gene.
  • the present invention also relates to a transformed microorganism belonging to the genus Capriavidus, which has the ability to produce polyhydroxyalkanoic acid and in which expression of a pyridine nucleotide transhydrogenase gene is enhanced.
  • the present invention it is possible to provide a method for producing polyhydroxyalkanoic acid, which can improve the productivity of polyhydroxyalkanoic acid in microbial culture using degraded oil as a carbon source. Furthermore, it is possible to provide a polyhydroxyalkanoic acid-producing microorganism that can improve the productivity of polyhydroxyalkanoic acid by culturing it using degraded oil as a carbon source. According to the present invention, it is possible to suppress a decrease in productivity of polyhydroxyalkanoic acid due to the use of degraded oils and fats, and therefore it is possible to effectively utilize degraded oils as a carbon source in polyhydroxyalkanoic acid-producing culture.
  • One aspect of the present invention relates to a method for producing polyhydroxyalkanoic acid, which comprises culturing a transformed microorganism capable of producing polyhydroxyalkanoic acid in a medium containing a carbon source, wherein at least degraded oil is used as the carbon source, and the transformed microorganism has enhanced expression of a pyridine nucleotide transhydrogenase gene.
  • PHA production culture By culturing a transformed microorganism capable of producing polyhydroxyalkanoic acid (hereinafter also referred to as PHA), PHA can be accumulated within the cells. This culture is referred to as PHA production culture. Prior to PHA production culture, preculture (also referred to as seed culture) for cell growth may be performed one or more times. In this embodiment, the step of culturing the transformed microorganism can be performed according to conventional microbial culture methods, and the culture may be performed in a medium containing an appropriate carbon source. There are no particular limitations on the medium composition, carbon source addition method, culture scale, aeration and agitation conditions, culture temperature, culture time, etc. for PHA production culture and preculture. However, it is preferable to add the carbon source to the medium continuously or intermittently in PHA production culture.
  • the carbon source for the PHA production culture in this embodiment contains at least degraded oil.
  • Studies by the present inventors have revealed that when the KNK-005 strain, a known PHA-producing strain, is cultured using degraded oil as a carbon source, PHA productivity tends to decrease compared to culture using unused, undegraded oil.
  • such a decrease in PHA productivity can be suppressed, and good PHA productivity can be achieved even when degraded oil is used as a carbon source.
  • the origin of degraded oil is not particularly limited, but it may be, for example, oil and fat discharged from ordinary households, restaurants, or food manufacturing companies after cooking fried foods. It may also be oil and fat discharged from one or more sources and collected by a collection company. Alternatively, it may be oil and fat from which moisture and impurities have been removed from discharged or collected oil and fat.
  • the original type of fat or oil contained in the degraded oil is not particularly limited, and may be, for example, palm oil, palm kernel oil, or fractionated oils thereof (for example, palm olein, palm double olein, palm kernel olein, etc., which are fractionated low-melting point fractions), corn oil, coconut oil, olive oil, soybean oil, rapeseed oil, jatropha oil, or other fats or oil fractions thereof, or their refined by-products.
  • the degree of deterioration of degraded oil can be quantified using commonly used indicators.
  • indicators include acid value, peroxide value, anisidine value, and polymer content (%).
  • fats and oils are oxidized and hydrolyzed when exposed to water, air, light including ultraviolet rays, or when heated to high temperatures. This condition is generally called deterioration of fats and oils.
  • peroxides when fats and oils react with oxygen, peroxides can be produced, which can be quantified using the peroxide value as an indicator.
  • carbonyl compounds aldehydes, ketones, etc.
  • the carbonyl compounds can be quantified using the anisidine value as an index.
  • peroxides can polymerize to form polymers, which can be quantified using the percentage of polymer as an indicator.
  • Oils and fats react with water under heat and can be hydrolyzed to produce free fatty acids, diacylglycerols, and/or monoacylglycerols. These hydrolysis products can be quantified using the acid value as an indicator.
  • degraded oil can be distinguished from unused, undegraded oils and fats using at least one indicator selected from the group consisting of peroxide value, anisidine value, polymer (%), and acid value.
  • the deteriorated oil used in this embodiment preferably has an acid value of 1 mg/g or more, more preferably 3 mg/g or more. It is also preferable that the peroxide value is 8 meq/kg or more.
  • the anisidine value is preferably 2 or more, more preferably 5 or more, more preferably 10 or more, even more preferably 20 or more, even more preferably 40 or more, and particularly preferably 60 or more.
  • the polymer (%) is preferably 1 or more, more preferably 2 or more, and even more preferably 4 or more.
  • the acid value and the anisidine value are values analyzed in accordance with the Standard Methods for Analysis of Fats, Oils and Related Materials established by the Japan Oil Chemists' Society.
  • the peroxide value is a value analyzed according to the potentiometric titration method of the Standard Method for Analysis of Fats, Oils and Related Materials.
  • the polymer (%) is a value obtained by analysis in accordance with Provisional Method 16 of the Standard Methods for the Analysis of Fats, Oils, and Related Materials.
  • the carbon source used in this embodiment may consist solely of degraded oil, but may also contain undegraded, unused fats and oils in addition to the degraded oil. It may also contain carbon sources other than fats and oils (for example, sugars, fatty acids, glycerol, etc.). However, from the perspective of reducing environmental impact, the proportion of degraded oil contained in the carbon source is preferably 10% by weight or more, more preferably 50% by weight or more, and even more preferably 80% by weight or more. It may even be 90% by weight or more.
  • the carbon source used in the pre-culture described above is not particularly limited, and degraded oil may or may not be used.
  • Usable carbon sources include, for example, sugars such as glucose, fructose, and sucrose; oils and fats such as palm oil, palm kernel oil, or their fractionated oils (for example, palm olein, palm double olein, palm kernel olein, etc., which are fractionated low-melting point fractions), corn oil, coconut oil, olive oil, soybean oil, rapeseed oil, and jatropha oil, as well as their fractionated oils and refined by-products; fatty acids such as lauric acid, oleic acid, stearic acid, palmitic acid, and myristic acid, as well as their derivatives, and glycerol.
  • sugars such as glucose, fructose, and sucrose
  • oils and fats such as palm oil, palm kernel oil, or their fractionated oils (for example, palm olein, palm double olein, palm kernel o
  • a medium containing the above-mentioned carbon source a nitrogen source (a nutrient source other than the carbon source), inorganic salts, and other organic nutrient sources.
  • nitrogen sources include, but are not limited to, ammonia; ammonium salts such as ammonium chloride, ammonium sulfate, and ammonium phosphate; peptone, meat extract, and yeast extract.
  • inorganic salts include potassium dihydrogen phosphate, disodium hydrogen phosphate, magnesium phosphate, magnesium sulfate, and sodium chloride.
  • examples of other organic nutrient sources include amino acids such as glycine, alanine, serine, threonine, and proline; and vitamins such as vitamin B1, vitamin B12, and vitamin C.
  • PHA can be recovered from the cells using well-known methods. There are no particular limitations on the recovery method. For example, after culturing is complete, the cells can be separated from the culture medium using a centrifuge or separation membrane, and then dried. PHA can then be extracted from the dried cells using an organic solvent such as chloroform. Cell components can then be removed from the organic solvent solution containing PHA by filtration or other methods. A poor solvent such as methanol or hexane can be added to the filtrate to precipitate the PHA, and the supernatant can be removed by filtration or centrifugation. The PHA can then be recovered by drying. Alternatively, cell components other than PHA can be dissolved in water using surfactants, alkali, enzymes, etc., and the PHA particles can then be separated from the aqueous phase by filtration or centrifugation, dried, and recovered.
  • an organic solvent such as chloroform.
  • a poor solvent such as methanol or hexane can be added to the filtrate to precipitate the
  • the transformed microorganism used in this embodiment is a microorganism that has the ability to produce polyhydroxyalkanoic acid and in which expression of the pyridine nucleotide transhydrogenase gene is enhanced.
  • the method for introducing a target gene into a host is not particularly limited, but may include directly inserting or substituting the target gene onto the host's chromosome, directly inserting or substituting the target gene onto a megaplasmid carried by the host, or placing the target gene on a vector such as a plasmid, phage, or phagemid and then introducing it, and two or more of these methods may be used in combination.
  • the method for introducing exogenous enzymes that assimilate oils and fatty acids is not particularly limited, and may include direct insertion or replacement of the gene onto the host's chromosome, direct insertion or replacement of the gene onto a megaplasmid possessed by the host, or introduction of the gene by placing it on a vector such as a plasmid, phage, or phagemid. Two or more of these methods may also be used in combination. Considering the stability of the introduced gene, direct insertion or replacement of the gene onto the host's chromosome or onto a megaplasmid possessed by the host is preferred, and direct insertion or replacement of the gene onto the host's chromosome is more preferred.
  • the pyridine nucleotide transhydrogenase gene is a gene encoding a pyridine nucleotide transhydrogenase comprising an amino acid sequence of an enzyme having the EC number EC 1.6.1.1 or an amino acid sequence having 90% or more sequence identity to the amino acid sequence.
  • the bacterial solution in the cuvette was cultured with shaking at 30°C for 3 hours in Nutrient Broth medium (DIFCO), and then cultured on a selection plate (Nutrient Agar medium (DIFCO), kanamycin 100 mg/L) at 30°C for 2 days, and one grown transformant strain was isolated.
  • This isolated strain was named the udhA plasmid-enhanced strain.
  • the preculture medium consisted of 1.1 w/v% Na2HPO4.12H2O , 0.19 w /v% KH2PO4 , 1.29 w/v% ( NH4 ) 2SO4 , 0.1 w/v% MgSO4.7H2O , 2.5 w/v% palm olein oil, and 0.5 v/v% trace metal salt solution ( 1.6 w/v% FeCl3.6H2O, 1 w/v% CaCl2.2H2O , 0.02 w / v% CoCl2.6H2O , 0.016 w /v% CuSO4.5H2O , and 0.012 w /v% NiCl2.6H2O dissolved in 0.1 N hydrochloric acid). Palm olein oil was added as a carbon source at a concentration of 10 g/L all at once.
  • PHA content (%) [PHA weight (g) per 1 g of culture solution] / [dry cell weight (g) per 1 g of culture solution] ⁇ 100
  • the "weight of dry bacterial cells (g) per 1 g of culture solution” is a value obtained by obtaining dry bacterial cells in the same manner as in the above (Purification) except for the steps of suspending in an SDS aqueous solution and disrupting the cellular components with an ultrasonic disrupter, and then measuring the weight of the obtained dry bacterial cells.
  • Table 2 shows the measurement results for the acid value, peroxide value, anisidine value, and polymer content (%) of the degraded oil A used in Comparative Example 1. Note that degraded oil A was obtained from a degraded oil recovery company.
  • Example 1 PHA Production by a udhA Plasmid-Enhanced Strain Using Degraded Oil A as a Carbon Source
  • a culture study was carried out using degraded oil A under the same conditions as in Comparative Example 1, except that the transformed strain used was changed from KNK-005 strain to a udhA plasmid-enhanced strain.
  • the measurement results of PHA productivity (%) and PHA content (%) are shown in Table 1.
  • the PHA content (%) was almost the same as in each Reference Example and Comparative Example 1, but PHA productivity (%) was improved by 5% compared to Comparative Example 1.
  • Table 2 shows the measurement results for the acid value, peroxide value, anisidine value, and polymer content (%) of degraded oil B used in Comparative Example 2.
  • Degraded oil B was obtained from a degraded oil recovery company.
  • Example 2 PHA Production by a udhA Plasmid-Enhanced Strain Using Degraded Oil B as a Carbon Source
  • a culture study was carried out using degraded oil B under the same conditions as in Comparative Example 2, except that the transformed strain used was changed from KNK-005 strain to a udhA plasmid-enhanced strain.
  • the measurement results of PHA productivity (%) and PHA content (%) are shown in Table 1. As a result of the culture study, the PHA content (%) was improved by 3%, and the PHA productivity (%) was improved by 6%, compared to Comparative Example 2.
  • Table 2 shows the measurement results for the acid value, peroxide value, anisidine value, and polymer content (%) of degraded oil C used in Comparative Example 3. Note that degraded oil C was obtained from a degraded oil recovery company.
  • Example 3 PHA Production by a Strain with Enhanced udhA Genome Integration Using Degraded Oil C as a Carbon Source
  • a culture study was carried out using degraded oil C under the same conditions as in Comparative Example 3, except that the transformed strain used was changed from KNK-005 strain to a strain with enhanced udhA genome integration.
  • the measurement results of PHA productivity (%) and PHA content (%) are shown in Table 1.
  • the PHA content (%) was improved by 2%
  • the PHA productivity (%) was improved by 4%, compared to Comparative Example 3.
  • the resulting PHA was reacted in a mixture of methanol and sulfuric acid at high temperature and pressure, and then subjected to HPLC, confirming that the resulting PHA in all reference examples, comparative examples, and examples was P(3HB-co-3HH).

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  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
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  • Bioinformatics & Cheminformatics (AREA)
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  • General Engineering & Computer Science (AREA)
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Abstract

L'invention concerne un procédé de production d'un acide polyhydroxyalcanoïque, comprenant une étape de culture d'un micro-organisme transformé ayant la capacité à produire un acide polyhydroxyalcanoïque dans un milieu contenant une source de carbone. La source de carbone contient une huile dégradée, et le micro-organisme transformé présente une expression améliorée du gène de la transhydrogénase nucléotidique de pyridine. Plus spécifiquement, l'invention concerne un micro-organisme transformé d'un micro-organisme appartenant au genre Cupriavidus, qui a la capacité à produire un acide polyhydroxyalcanoïque et dans lequel l'expression du gène de la transhydrogénase nucléotidique de pyridine est améliorée.
PCT/JP2025/004447 2024-02-16 2025-02-12 Procédé de production d'acide polyhydroxyalcanoïque et micro-organisme transformé Pending WO2025173696A1 (fr)

Applications Claiming Priority (2)

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JP2024021755 2024-02-16
JP2024-021755 2024-02-16

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WO2025173696A1 true WO2025173696A1 (fr) 2025-08-21

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001525682A (ja) * 1998-03-11 2001-12-11 ヴァルティオン・テクニッリネン・トゥトキムスケスクス 改良された性質を有する形質転換微生物
JP2004254668A (ja) * 2003-02-28 2004-09-16 Tenmates:Kk Ｐｈａの製造方法
JP2005507255A (ja) * 2001-10-29 2005-03-17 バルティオン テクニリーネン トゥトキムスケスクス バイオテクノロジープロセスを実施する能力が増強された真菌微生物
WO2019213017A1 (fr) * 2018-05-02 2019-11-07 Invista North America S.A.R.L. Matériaux et procédés de régulation de l'oxydation et de la réduction des voies de biosynthèse d'espèces du genre ralstonia et cupriavidus et organismes associés

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Publication number Priority date Publication date Assignee Title
JP2001525682A (ja) * 1998-03-11 2001-12-11 ヴァルティオン・テクニッリネン・トゥトキムスケスクス 改良された性質を有する形質転換微生物
JP2005507255A (ja) * 2001-10-29 2005-03-17 バルティオン テクニリーネン トゥトキムスケスクス バイオテクノロジープロセスを実施する能力が増強された真菌微生物
JP2004254668A (ja) * 2003-02-28 2004-09-16 Tenmates:Kk Ｐｈａの製造方法
WO2019213017A1 (fr) * 2018-05-02 2019-11-07 Invista North America S.A.R.L. Matériaux et procédés de régulation de l'oxydation et de la réduction des voies de biosynthèse d'espèces du genre ralstonia et cupriavidus et organismes associés

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HEINRICH DANIEL, RABERG MATTHIAS, STEINBÜCHEL ALEXANDER: "Synthesis of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) from unrelated carbon sources in engineered Rhodospirillum rubrum", FEMS MICROBIOLOGY LETTERS AUG 2009, vol. 362, no. 8, 1 April 2015 (2015-04-01), XP093348040, ISSN: 1574-6968, DOI: 10.1093/femsle/fnv038 *
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VASTANO MARCO, CASILLO ANGELA, CORSARO MARIA MICHELA, SANNIA GIOVANNI, PEZZELLA CINZIA: "Production of medium chain length polyhydroxyalkanoates from waste oils by recombinant Escherichia coli", ENGINEERING IN LIFE SCIENCES, WILEY, WEINHEIM, DE, vol. 15, no. 7, 1 October 2015 (2015-10-01), DE , pages 700 - 709, XP093348036, ISSN: 1618-0240, DOI: 10.1002/elsc.201500022 *
VASTANO MARCO, CORRADO IOLANDA, SANNIA GIOVANNI, SOLAIMAN DANIEL K. Y., PEZZELLA CINZIA: "Conversion of no/low value waste frying oils into biodiesel and polyhydroxyalkanoates", SCIENTIFIC REPORTS, NATURE PUBLISHING GROUP, US, vol. 9, no. 1, US , XP093348038, ISSN: 2045-2322, DOI: 10.1038/s41598-019-50278-x *
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