WO2008035187A3 - Alcohol dehydrogenase from agromyces sp. and a method of producing a chiral secondary alcohol using same - Google Patents

Alcohol dehydrogenase from agromyces sp. and a method of producing a chiral secondary alcohol using same Download PDF

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Publication number
WO2008035187A3
WO2008035187A3 PCT/IB2007/002731 IB2007002731W WO2008035187A3 WO 2008035187 A3 WO2008035187 A3 WO 2008035187A3 IB 2007002731 W IB2007002731 W IB 2007002731W WO 2008035187 A3 WO2008035187 A3 WO 2008035187A3
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WO
WIPO (PCT)
Prior art keywords
alcohol
producing
alcohol dehydrogenase
chiral secondary
agromyces
Prior art date
Application number
PCT/IB2007/002731
Other languages
French (fr)
Other versions
WO2008035187A2 (en
Inventor
Richard C Llyod
Philip A Keene
Original Assignee
Dow Global Technologies Inc
Richard C Llyod
Philip A Keene
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 Dow Global Technologies Inc, Richard C Llyod, Philip A Keene filed Critical Dow Global Technologies Inc
Publication of WO2008035187A2 publication Critical patent/WO2008035187A2/en
Publication of WO2008035187A3 publication Critical patent/WO2008035187A3/en

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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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/002—Nitriles (-CN)
    • 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
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10—Nitrogen as only ring hetero atom
    • C12P17/12—Nitrogen as only ring hetero atom containing a six-membered hetero ring
    • 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
    • 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
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • 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
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • C12P7/18—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic polyhydric
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

A method of reducing a ketone to a chiral secondary alcohol. The method includes providing an alcohol dehydrogenase from Agromyces sp. and adding a ketone to the alcohol dehydrogenase to produce a chiral secondary alcohol. An organic solvent, such as isopropanol, is optionally added to the alcohol dehydrogenase and the ketone. A method of producing (2S,5S)-hexanediol is also disclosed, as is an enzyme having alcohol dehydrogenase activity. Additionally methods of producing chiral secondary alcohols from aliphatic methyl ketones, aromatic methyl ketones, and beta ketoesters are provided.
PCT/IB2007/002731 2006-09-21 2007-09-20 Alcohol dehydrogenase from agromyces sp. and a method of producing a chiral secondary alcohol using same WO2008035187A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US84618006P 2006-09-21 2006-09-21
US60/846,180 2006-09-21

Publications (2)

Publication Number Publication Date
WO2008035187A2 WO2008035187A2 (en) 2008-03-27
WO2008035187A3 true WO2008035187A3 (en) 2008-07-10

Family

ID=39200896

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2007/002731 WO2008035187A2 (en) 2006-09-21 2007-09-20 Alcohol dehydrogenase from agromyces sp. and a method of producing a chiral secondary alcohol using same

Country Status (1)

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WO (1) WO2008035187A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2508290C2 (en) 2009-06-22 2014-02-27 ЭсКей БАЙОФАРМАСЬЮТИКАЛЗ КО., ЛТД. Method of producing (r)-1-aryl-2-tetrazolylethyl ether of carbamic acid
US8404461B2 (en) 2009-10-15 2013-03-26 SK Biopharmaceutical Co. Ltd. Method for preparation of carbamic acid (R)-1-aryl-2-tetrazolyl-ethyl ester
CA2784903A1 (en) 2009-12-29 2011-07-28 Butamax(Tm) Advanced Biofuels Llc Alcohol dehydrogenases (adh) useful for fermentive production of lower alkyl alcohols
WO2013152236A1 (en) * 2012-04-05 2013-10-10 Lanzatech New Zealand Limited Enzyme-altered metabolite activity

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB889378A (en) * 1959-09-30 1962-02-14 Farmaceutici Italia Production of hydrocortisone
GB2131793A (en) * 1982-12-09 1984-06-27 Erba Farmitalia A daunorubicin derivative

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB889378A (en) * 1959-09-30 1962-02-14 Farmaceutici Italia Production of hydrocortisone
GB2131793A (en) * 1982-12-09 1984-06-27 Erba Farmitalia A daunorubicin derivative

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
ABOKITSE K ET AL: "CLONING, SEQUENCE ANALYSIS, AND HETEROLOGOUS EXPRESSION OF THE GENE ENCODING A (S)-SPECIFIC ALCOHOL DEHYDROGENASE FROM RHODOCOCCUS ERYTHROPOLIS DSM 43297", APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, SPRINGER VERLAG, BERLIN, DE, vol. 62, no. 4, September 2003 (2003-09-01), pages 380 - 386, XP001187503, ISSN: 0175-7598 *
BOEREN S ET AL: "STEROID CONVERSIONS BY FLAVOBACTERIUM-DEHYDROGENANS IN TWO-LIQUID-PHASE SYSTEMS", BIOTECHNOLOGY AND BIOENGINEERING, vol. 29, no. 3, 1987, pages 305 - 309, XP002478282, ISSN: 0006-3592 *
DATABASE CAPLUS CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 13 June 2003 (2003-06-13), DAUSSMANN THOMAS: "Preparation of enantiomer-rich diol compounds by bioreduction", XP002478284, Database accession no. 2003:453165 *
DONK VAN DER W A ET AL: "RECENT DEVELOPMENTS IN PYRIDINE NUCLEOTIDE REGENERATION", CURRENT OPINION IN BIOTECHNOLOGY, LONDON, GB, vol. 14, no. 4, August 2003 (2003-08-01), pages 421 - 426, XP008027245, ISSN: 0958-1669 *
GARRETT M D ET AL: "Enantiocomplementary preparation of (S)- and (R)-1-pyridylalkanols via ketone reduction and alkane hydroxylation using whole cells of Pseudomonas putida UV4", TETRAHEDRON: ASYMMETRY, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 13, no. 20, 18 October 2002 (2002-10-18), pages 2201 - 2204, XP004390579, ISSN: 0957-4166 *
GIT LABOR-FACHZEITSCHRIFT, GIT VERLAG, DE, vol. 47, no. 5, 2003, pages 526 - 529 *
GOLDBERG KATJA ET AL: "Overcoming the thermodynamic limitation in asymmetric hydrogen transfer reactions catalyzed by whole cells.", BIOTECHNOLOGY AND BIOENGINEERING, vol. 95, no. 1, 5 September 2006 (2006-09-05), pages 192 - 198, XP002478283, ISSN: 0006-3592 *

Also Published As

Publication number Publication date
WO2008035187A2 (en) 2008-03-27

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