Title:
BIOCATALYTIC PRODUCTION OF AMBROXAN
Document Type and Number:
WIPO Patent Application WO/2010/139719
Kind Code:
A3
Abstract:
The invention relates to a method for the biocatalytic production of ambroxan by means of a polypeptide having the activity of a homofarnesol-ambroxan cyclase and representing a novel class of enzymes.
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Inventors:
BREUER MICHAEL (DE)
HOERSTER ANDREA (DE)
HAUER BERNHARD (DE)
HOERSTER ANDREA (DE)
HAUER BERNHARD (DE)
Application Number:
PCT/EP2010/057696
Publication Date:
February 24, 2011
Filing Date:
June 02, 2010
Export Citation:
Assignee:
BASF SE (DE)
BREUER MICHAEL (DE)
HOERSTER ANDREA (DE)
HAUER BERNHARD (DE)
BREUER MICHAEL (DE)
HOERSTER ANDREA (DE)
HAUER BERNHARD (DE)
International Classes:
C12P17/04; C12N9/90
Foreign References:
| JP2009060799A | 2009-03-26 |
Other References:
NEUMANN S ET AL: "Purification, partial characterization and substrate specificity of a squalene Cyclase from Bacillus acidocaldarius", BIOLOGICAL CHEMISTRY HOPPE-SEYLER, WALTER DE GRUYTER, BERLIN, DE, vol. 367, 1 August 1986 (1986-08-01), pages 723 - 729, XP008128101, ISSN: 0177-3593
REIPEN I G ET AL: "Zymomonas mobilis squalene-hopene cyclase gene (shc): cloning, DNA sequence analysis and expression in escherichia coli", MICROBIOLOGY, SOCIETY FOR GENERAL MICROBIOLOGY, READING, GB, vol. 141, no. 1, 1 January 1995 (1995-01-01), pages 155 - 161, XP002969317, ISSN: 1350-0872
PERZL M ET AL: "Squalene-hopene cyclase from Bradyrhizobium japonicum: Cloning, expression, sequence analysis and comparison to triterpenoid cyclases", MICROBIOLOGY, SOCIETY FOR GENERAL MICROBIOLOGY, READING, GB, vol. 143, no. 4, 1 January 1997 (1997-01-01), pages 1235 - 1242, XP000993224, ISSN: 1350-0872
TIPPELT A ET AL: "Squalene-hopene cyclase from Methylococcus capsulatus (Bath): a bacterium producing hopanoids and steroids", BIOCHIMICA ET BIOPHYSICA ACTA - LIPIDS AND LIPID METABOLISM, ELSEVIER SCIENCE BV. AMSTERDAM, NL, vol. 1391, no. 2, 1 January 1998 (1998-01-01), pages 223 - 232, XP002969318, ISSN: 0005-2760, DOI: 10.1016/S0005-2760(97)00212-9
OCHS D ET AL: "CLONING, EXPRESSION, AND SEQUENCING OF SQUALENCE-HOPENE CYCLASE, A KEY ENZYME IN TRITERPENOID METABOLISM", JOURNAL OF BACTERIOLOGY, AMERICAN SOCIETY FOR MICROBIOLOGY, WASHINGTON, DC; US, vol. 174, no. 1, 1 January 1992 (1992-01-01), pages 298 - 302, XP000992925, ISSN: 0021-9193
SATO T ET AL: "Overexpression of squalene-hopene cyclase by the pET vector in Escherichia coli and first identification of tryptophan and aspartic acid residues inside the QW motif as active sites.", BIOSCIENCE, BIOTECHNOLOGY, AND BIOCHEMISTRY, vol. 62, no. 2, February 1998 (1998-02-01), pages 407 - 411, XP002607431, ISSN: 0916-8451
SNOWDEN R L ET AL: "INTERNAL NUCLEOPHILIC TERMINATION IN BIOMIMETIC ACID MEDIATED POLYENE CYCLIZATIONS: STEREOCHEMICAL AND MECHANISTIC IMPLICATIONS. SYNTHESIS OF ( )-AMBROX AND ITS DIASTEREOISOMERS", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, EASTON.; US, vol. 57, no. 3, 31 January 1992 (1992-01-31), pages 955 - 960, XP000561987, ISSN: 0022-3263, DOI: 10.1021/JO00029A031
OGURA K ET AL: "A NOVEL SUBSTRATE FOR PRENYL TRANSFERASE. FORMATION OF A NONALLYLIC CIS HOMO FARNESYL PYRO PHOSPHATE", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 96, no. 12, 1974, pages 4037 - 4038, XP002607432, ISSN: 0002-7863
DATABASE UniProt [online] 1 February 2005 (2005-02-01), "Squalene-hopene cyclase (Zymomonas mobilis)", XP002607434, Database accession no. Q5NM88
DATABASE UniProt [online] 12 June 2007 (2007-06-12), "Squalene-hopene cyclase (Bradyrhizobium sp.)", XP002607435, Database accession no. A5EBP6
DATABASE UniProt [online] 17 October 2006 (2006-10-17), "Squalene-hopene cyclase (Burkholderia ambifaria)", XP002607436, Database accession no. Q0B5S3
DATABASE UniProt [online] 17 October 2006 (2006-10-17), "Squalene-hopene synthase (Burkholderia ambifaria)", XP002607437, Database accession no. Q0B2H5
DATABASE UniProt [online] 2 September 2008 (2008-09-02), "Putative squalene-hopene cyclase (Bacillus anthracis)", XP002607438, Database accession no. B3IZ59
DATABASE UniProt [online] 14 November 2006 (2006-11-14), "Putative two-component system sensor kinase (Frankia alni)", XP002607439, Database accession no. Q05HK2
DATABASE UniProt [online] 13 October 2006 (2006-10-13), "Squalene-hopene cyclase (Rhodopseudomonas palustris)", XP002607440, Database accession no. Q07I43
DATABASE UniProt [online] 1 November 1999 (1999-11-01), "Putative squalene-hopene cyclase (Streptomyces coelicolor)", XP002607441, Database accession no. Q9X7V9
REIPEN I G ET AL: "Zymomonas mobilis squalene-hopene cyclase gene (shc): cloning, DNA sequence analysis and expression in escherichia coli", MICROBIOLOGY, SOCIETY FOR GENERAL MICROBIOLOGY, READING, GB, vol. 141, no. 1, 1 January 1995 (1995-01-01), pages 155 - 161, XP002969317, ISSN: 1350-0872
PERZL M ET AL: "Squalene-hopene cyclase from Bradyrhizobium japonicum: Cloning, expression, sequence analysis and comparison to triterpenoid cyclases", MICROBIOLOGY, SOCIETY FOR GENERAL MICROBIOLOGY, READING, GB, vol. 143, no. 4, 1 January 1997 (1997-01-01), pages 1235 - 1242, XP000993224, ISSN: 1350-0872
TIPPELT A ET AL: "Squalene-hopene cyclase from Methylococcus capsulatus (Bath): a bacterium producing hopanoids and steroids", BIOCHIMICA ET BIOPHYSICA ACTA - LIPIDS AND LIPID METABOLISM, ELSEVIER SCIENCE BV. AMSTERDAM, NL, vol. 1391, no. 2, 1 January 1998 (1998-01-01), pages 223 - 232, XP002969318, ISSN: 0005-2760, DOI: 10.1016/S0005-2760(97)00212-9
OCHS D ET AL: "CLONING, EXPRESSION, AND SEQUENCING OF SQUALENCE-HOPENE CYCLASE, A KEY ENZYME IN TRITERPENOID METABOLISM", JOURNAL OF BACTERIOLOGY, AMERICAN SOCIETY FOR MICROBIOLOGY, WASHINGTON, DC; US, vol. 174, no. 1, 1 January 1992 (1992-01-01), pages 298 - 302, XP000992925, ISSN: 0021-9193
SATO T ET AL: "Overexpression of squalene-hopene cyclase by the pET vector in Escherichia coli and first identification of tryptophan and aspartic acid residues inside the QW motif as active sites.", BIOSCIENCE, BIOTECHNOLOGY, AND BIOCHEMISTRY, vol. 62, no. 2, February 1998 (1998-02-01), pages 407 - 411, XP002607431, ISSN: 0916-8451
SNOWDEN R L ET AL: "INTERNAL NUCLEOPHILIC TERMINATION IN BIOMIMETIC ACID MEDIATED POLYENE CYCLIZATIONS: STEREOCHEMICAL AND MECHANISTIC IMPLICATIONS. SYNTHESIS OF ( )-AMBROX AND ITS DIASTEREOISOMERS", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, EASTON.; US, vol. 57, no. 3, 31 January 1992 (1992-01-31), pages 955 - 960, XP000561987, ISSN: 0022-3263, DOI: 10.1021/JO00029A031
OGURA K ET AL: "A NOVEL SUBSTRATE FOR PRENYL TRANSFERASE. FORMATION OF A NONALLYLIC CIS HOMO FARNESYL PYRO PHOSPHATE", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 96, no. 12, 1974, pages 4037 - 4038, XP002607432, ISSN: 0002-7863
DATABASE UniProt [online] 1 February 2005 (2005-02-01), "Squalene-hopene cyclase (Zymomonas mobilis)", XP002607434, Database accession no. Q5NM88
DATABASE UniProt [online] 12 June 2007 (2007-06-12), "Squalene-hopene cyclase (Bradyrhizobium sp.)", XP002607435, Database accession no. A5EBP6
DATABASE UniProt [online] 17 October 2006 (2006-10-17), "Squalene-hopene cyclase (Burkholderia ambifaria)", XP002607436, Database accession no. Q0B5S3
DATABASE UniProt [online] 17 October 2006 (2006-10-17), "Squalene-hopene synthase (Burkholderia ambifaria)", XP002607437, Database accession no. Q0B2H5
DATABASE UniProt [online] 2 September 2008 (2008-09-02), "Putative squalene-hopene cyclase (Bacillus anthracis)", XP002607438, Database accession no. B3IZ59
DATABASE UniProt [online] 14 November 2006 (2006-11-14), "Putative two-component system sensor kinase (Frankia alni)", XP002607439, Database accession no. Q05HK2
DATABASE UniProt [online] 13 October 2006 (2006-10-13), "Squalene-hopene cyclase (Rhodopseudomonas palustris)", XP002607440, Database accession no. Q07I43
DATABASE UniProt [online] 1 November 1999 (1999-11-01), "Putative squalene-hopene cyclase (Streptomyces coelicolor)", XP002607441, Database accession no. Q9X7V9
Attorney, Agent or Firm:
FITZNER, Uwe (Ratingen, DE)
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