AU2011355209B2 - Enzymatic synthesis of active pharmaceutical ingredient and intermediates thereof - Google Patents

Enzymatic synthesis of active pharmaceutical ingredient and intermediates thereof Download PDF

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Publication number
AU2011355209B2
AU2011355209B2 AU2011355209A AU2011355209A AU2011355209B2 AU 2011355209 B2 AU2011355209 B2 AU 2011355209B2 AU 2011355209 A AU2011355209 A AU 2011355209A AU 2011355209 A AU2011355209 A AU 2011355209A AU 2011355209 B2 AU2011355209 B2 AU 2011355209B2
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AU
Australia
Prior art keywords
dehydrogenase
pqq
compound
enzyme
coli
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Ceased
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AU2011355209A
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AU2011355209A1 (en
Inventor
Gregor Kopitar
Peter Mrak
Matej Oslaj
Tadeja ZOHAR
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Lek Pharmaceuticals dd
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Lek Pharmaceuticals dd
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Priority claimed from EP10015774A external-priority patent/EP2465936A1/en
Application filed by Lek Pharmaceuticals dd filed Critical Lek Pharmaceuticals dd
Publication of AU2011355209A1 publication Critical patent/AU2011355209A1/en
Application granted granted Critical
Publication of AU2011355209B2 publication Critical patent/AU2011355209B2/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
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02—Oxygen as only ring hetero atoms
    • C12P17/06—Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • 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
    • C12N9/88—Lyases (4.)
    • 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
    • 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
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/16—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing two or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Genetics & Genomics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biotechnology (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • Biomedical Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Plant Pathology (AREA)
  • Biophysics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Obesity (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
AU2011355209A 2010-12-20 2011-12-20 Enzymatic synthesis of active pharmaceutical ingredient and intermediates thereof Ceased AU2011355209B2 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP10015774.2 2010-12-20
EP10015774A EP2465936A1 (en) 2010-12-20 2010-12-20 Enzymatic synthesis of statins and intermediates thereof
EP11168227 2011-05-31
EP11168227.4 2011-05-31
PCT/EP2011/073412 WO2012095244A2 (en) 2010-12-20 2011-12-20 Enzymatic synthesis of active pharmaceutical ingredient and intermediates thereof

Publications (2)

Publication Number Publication Date
AU2011355209A1 AU2011355209A1 (en) 2013-07-11
AU2011355209B2 true AU2011355209B2 (en) 2015-09-17

Family

ID=45529045

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2011355209A Ceased AU2011355209B2 (en) 2010-12-20 2011-12-20 Enzymatic synthesis of active pharmaceutical ingredient and intermediates thereof

Country Status (7)

Country Link
US (1) US20130337485A1 (enExample)
EP (1) EP2655650B1 (enExample)
JP (1) JP6194251B2 (enExample)
CN (1) CN103403174B (enExample)
AU (1) AU2011355209B2 (enExample)
CA (1) CA2822331A1 (enExample)
WO (1) WO2012095244A2 (enExample)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2210935A1 (en) * 2009-01-19 2010-07-28 Deinove Methods for isolating bacteria
CN110592249A (zh) * 2019-10-29 2019-12-20 山东省果树研究所 一种快速鉴定果园高效解磷细菌的特异性引物及其试剂盒、分离鉴定方法
CN113373187B (zh) * 2021-05-26 2023-11-10 江苏阿尔法药业股份有限公司 一种氮杂环化合物c27h30fno6的酶催化合成方法
CN114045243B (zh) * 2021-12-03 2023-12-26 山东天力药业有限公司 一种缩短生黑葡萄糖酸杆菌发酵周期的方法
CN116903543A (zh) * 2023-09-08 2023-10-20 重庆普佑生物医药有限公司 一种瑞舒伐他汀钙的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007068498A1 (en) * 2005-12-15 2007-06-21 Isobionics B.V. Process for the preparation of delta lactones
WO2009092702A2 (en) * 2008-01-23 2009-07-30 Lek Pharmaceuticals D.D. ((2s,4r)-4,6-dihydroxytetrahydro-2h-pyran-2-yl)methyl carboxylate and process for the production thereof

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US3863170A (en) 1973-02-21 1975-01-28 Bendix Corp Thermally stable power amplifier
DE2401055A1 (de) 1974-01-10 1975-07-24 Horst Lindenmann Spielgeraet
US5567605A (en) 1994-11-21 1996-10-22 Uop Assay for D-allose using a NAD cofactor coupled D-allose dehydrogenase
WO2002034919A1 (en) 2000-10-27 2002-05-02 Roche Diagnostics Gmbh Variants of soluble pyrroloquinoline quinone-dependent glucose dehydrogenase
US7414119B2 (en) 2002-09-20 2008-08-19 Verenium Corporation Aldolases, nucleic acids encoding them and methods for making and using them
JP4415282B2 (ja) 2003-03-24 2010-02-17 東洋紡績株式会社 基質特異性または安定性に優れたピロロキノリンキノン（ｐｑｑ）依存性グルコースデヒドロゲナーゼ改変体
EP1751287A2 (en) 2004-06-04 2007-02-14 DSMIP Assets B.V. Improved 2-deoxy-d-ribose 5-phosphate aldolases (deras) and the uses thereof
WO2006008132A1 (en) 2004-07-20 2006-01-26 Roche Diagnostics Gmbh Genetically engineered pyrroloquinoline quinone dependent glucose dehydrogenase comprising an amino acid insertion
ES2537106T3 (es) 2004-10-15 2015-06-02 F. Hoffmann-La Roche Ag Mutantes termoestables de la glucosa deshidrogenasa dependiente de quinona de pirroloquinolina
JP2006217811A (ja) 2005-02-08 2006-08-24 Toyobo Co Ltd 基質特異性に優れたピロロキノリンキノン（ｐｑｑ）依存性グルコースデヒドロゲナーゼ改変体
CA2612293A1 (en) 2005-06-16 2006-12-21 Pfizer Inc. Process for producing atorvastatin, pharmaceutically acceptable salts thereof and intermediates thereof
CA2649135C (en) 2006-04-13 2013-11-19 F. Hoffmann-La Roche Ag Improved mutants of pyrroloquinoline quinone dependent soluble glucose dehydrogenase
US8183397B2 (en) 2007-04-03 2012-05-22 Lek Pharmaceuticals D.D. Synthesis of statins
US7947483B2 (en) * 2007-08-10 2011-05-24 Genomatica, Inc. Methods and organisms for the growth-coupled production of 1,4-butanediol
DE102008030435A1 (de) 2008-06-26 2010-01-07 Bayer Technology Services Gmbh Neuartige Varianten PQQ-abhängiger Glukosehydrogenase mit verbesserter Substratspezifität
WO2013068917A1 (en) * 2011-11-07 2013-05-16 Dr. Reddy's Laboratories Limited Processes for the production of a lactone statin intermediate by enzymatic oxidation

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007068498A1 (en) * 2005-12-15 2007-06-21 Isobionics B.V. Process for the preparation of delta lactones
WO2009092702A2 (en) * 2008-01-23 2009-07-30 Lek Pharmaceuticals D.D. ((2s,4r)-4,6-dihydroxytetrahydro-2h-pyran-2-yl)methyl carboxylate and process for the production thereof

Non-Patent Citations (6)

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Title
D3 : COZIER ET AL: "Characterization of the membrane quinoprotein glucose dehydrogenase from Escherichia coli and characterization of a site directed mutant histidine 262 has been changed to tyrosine". Biochemical Journal, 1999, vol. 340, p *
D4 : SOUTHALL ET AL: "Soluble aldose sugar dehydrogenase from Escherichia coli, a highly exposed active site conferring broad substrate specificity". Journal of Biological Chemistry, 2006, vol. 281, no. 41, pages 30650-30659 *
D5 : OLSTHOORN ET AL: "On the mechanism and specificity of soluble, quinoprotein glucose dehydrogenase in the oxidation of aldose sugars". Biochemistry, 1998, vol. 37, no. 39, pages 13854- 13861 *
D6 : CLINE ET AL: "Enzymatic characterization and comparison of three sugar dehydrogenases from a Pseudomonad". Journal of Biological Chemistry, 1965, vol. 240, no. 11, pages 4493-4497 *
D7 : ASADA ET AL: "Biochemical and structural characterization of a short-chain dehydrogenase/reductase of Thermus thermophilus HB8 a hyperthermostable aldose-1-dehydrogenase with broad substrated specificty". Chemico-Biological Interaction *
D8 : MOLINARI: "Oxidations with isolated and cell-bound dehydrogenases and oxidases". Current Organic Chemistry, 2006, vol. 10, no. 11, pages 1247-1263 *

Also Published As

Publication number Publication date
JP2014501524A (ja) 2014-01-23
EP2655650A2 (en) 2013-10-30
WO2012095244A2 (en) 2012-07-19
CA2822331A1 (en) 2012-07-19
AU2011355209A1 (en) 2013-07-11
WO2012095244A3 (en) 2012-10-18
US20130337485A1 (en) 2013-12-19
JP6194251B2 (ja) 2017-09-06
EP2655650B1 (en) 2017-12-20
CN103403174B (zh) 2017-10-27
CN103403174A (zh) 2013-11-20

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