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WO2006082252A3 - Method for the enzymatic production of alpha-ketobutyrate - Google Patents

Method for the enzymatic production of alpha-ketobutyrate Download PDF

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Publication number
WO2006082252A3
WO2006082252A3 PCT/EP2006/050722 EP2006050722W WO2006082252A3 WO 2006082252 A3 WO2006082252 A3 WO 2006082252A3 EP 2006050722 W EP2006050722 W EP 2006050722W WO 2006082252 A3 WO2006082252 A3 WO 2006082252A3
Authority
WO
WIPO (PCT)
Prior art keywords
acylhomoserine
phosphohomoserine
ketobutyrate
sulfliydrylase
synthase
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.)
Ceased
Application number
PCT/EP2006/050722
Other languages
French (fr)
Other versions
WO2006082252A2 (en
Inventor
Rainer Figge
Fabien Lux
Celine Raynaud
Philippe Soucaille
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.)
Metabolic Explorer SA
Original Assignee
Metabolic Explorer SA
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 Metabolic Explorer SA filed Critical Metabolic Explorer SA
Priority to EP06708069A priority Critical patent/EP1846564A2/en
Publication of WO2006082252A2 publication Critical patent/WO2006082252A2/en
Publication of WO2006082252A3 publication Critical patent/WO2006082252A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/04—Alpha- or beta- amino acids
    • C12P13/06—Alanine; Leucine; Isoleucine; Serine; Homoserine
    • 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
    • C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
    • C12P7/42—Hydroxy-carboxylic acids

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Enzymes And Modification Thereof (AREA)

Abstract

This invention relates to a process for the enzymatic production of α-ketobutyrate and its derivatives, in particular isoleucine. In the described process α-ketobutyrate is obtained from activated homoserine by Ϝ-elimination. Homoserine is activated to either acylhomoserine or phosphohomoserine using homoserinetransacylase and homoserine kinase, respectively. Subsequently phosphohomoserine and/or acylhomoserine is/are transformed into phosphate or/and acylate, ammonia and α-ketobutyrate through the Ϝ-eliminase activity of cystathionine- Ϝ-synthase and/or acylhomoserine sulfliydrylase and/or phosphohomoserine sulfhydrylase. This reaction is favored by (i) reducing intracellular concentrations of H2S or cysteine, (ii) reducing the access of these two sulfur containing substrates to the enzyme cystathionine-Ϝ- synthase and/or acylhomoserine sulfhydrylase and/or phosphohomoserine sulfliydrylase or (iii) by using cystathionine-Ϝ-synthase and/or acylhomoserine sulfliydrylase and/or phosphohomoserine sulfhydrylase with high Ϝ-elimination and low cystathionine-Ϝ-synthase and/or low acylhomoserine sulfliydrylase and/or low phosphohomoserine sulfhydrylase activity. At least one of these measures is applied in microorganisms, in particular coryneform bacteria and enterobacteria, in which as a consequence α-ketobutyrate and/or its derivatives can be produced in high quantities.
PCT/EP2006/050722 2005-02-07 2006-02-07 Method for the enzymatic production of alpha-ketobutyrate Ceased WO2006082252A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP06708069A EP1846564A2 (en) 2005-02-07 2006-02-07 Method for the enzymatic production of alpha-ketobutyrate

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US65013605P 2005-02-07 2005-02-07
US60/650,136 2005-02-07

Publications (2)

Publication Number Publication Date
WO2006082252A2 WO2006082252A2 (en) 2006-08-10
WO2006082252A3 true WO2006082252A3 (en) 2006-12-07

Family

ID=36658936

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2006/050722 Ceased WO2006082252A2 (en) 2005-02-07 2006-02-07 Method for the enzymatic production of alpha-ketobutyrate

Country Status (2)

Country Link
EP (1) EP1846564A2 (en)
WO (1) WO2006082252A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9879289B2 (en) 2009-06-05 2018-01-30 Evonik Degussa Gmbh Method for the preparation of 2-keto carboxylic acid

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100905381B1 (en) 2006-07-28 2009-06-30 씨제이제일제당 (주) Microorganism producing l-methionine precursor and method of producing l-methionine and organic acid from the l-methionine precurosr
MX2011007039A (en) 2008-12-31 2011-07-20 Metabolic Explorer Sa Method for the preparation of diols.
US8283152B2 (en) 2009-08-28 2012-10-09 Cj Cheiljedang Corporation Microorganism producing O-acetyl-homoserine and the method of producing O-acetyl-homoserine using the microorganism
EP2588598B1 (en) 2010-07-02 2016-03-09 Metabolic Explorer Method for the preparation of hydroxy acids
TWI500768B (en) 2010-07-05 2015-09-21 Metabolic Explorer Sa Method for the preparation of 1,3-propanediol from sucrose
EP2540834A1 (en) 2011-06-29 2013-01-02 Metabolic Explorer Method for the preparation of 1,3-propanediol
WO2013053824A1 (en) 2011-10-11 2013-04-18 Metabolic Explorer New biosynthesis pathway for prenol in a recombinant microorganism
EP2647718A3 (en) 2012-04-06 2014-12-24 Metabolic Explorer Process for producing 5-aminopentanoate empolying a recombinant microorganism
WO2014049382A2 (en) 2012-09-26 2014-04-03 Metabolic Explorer Ethylenediamine fermentative production by a recombinant microorganism
EP3504318B1 (en) 2016-08-24 2025-04-09 Danmarks Tekniske Universitet Method of improving methyltransferase activity
CN111471638B (en) * 2020-05-22 2021-11-23 江南大学 Construction and application of corynebacterium glutamicum mutant strain capable of producing L-homoserine

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005111202A1 (en) * 2004-05-12 2005-11-24 Metabolic Explorer Recombinant enzyme with altered feedback sensitivity

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005111202A1 (en) * 2004-05-12 2005-11-24 Metabolic Explorer Recombinant enzyme with altered feedback sensitivity

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
AITKEN ET AL: "Escherichia coli cystathionine gamma-synthase does not obey ping-pong kinetics. Novel continuous assays for the elimination and substitution reactions", BIOCHEMISTRY, vol. 42, 2003, pages 11297 - 11306, XP002391336 *
BRZOVIC ET AL: "Reaction mechanism of Escherichia coli cystathionine gamma-synthase: Direct evidence for a pyridoxamine derivative of vinylglyoxylate as a key intermediate in pyridoxal phosphate dependent gamma-elimination and gamma-replacement reactions", BIOCHEMISTRY, vol. 29, 1990, pages 442 - 451, XP002391337 *
SCHILDKRAUT ET AL: "Threonine synthetase-catalyzed conversion of phosphohomoserine to alpha-ketobutyrate in Bacillus subtilis", JOURNAL OF BACTERIOLOGY, vol. 115, 1973, pages 777 - 785, XP002391494 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9879289B2 (en) 2009-06-05 2018-01-30 Evonik Degussa Gmbh Method for the preparation of 2-keto carboxylic acid

Also Published As

Publication number Publication date
EP1846564A2 (en) 2007-10-24
WO2006082252A2 (en) 2006-08-10

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