Title:
METHOD FOR THE BIOCATALYTIC CYCLISATION OF TERPENES AND CYCLASE MUTANTS WHICH CAN BE USED IN SAID METHOD
Document Type and Number:
WIPO Patent Application WO/2012/066059
Kind Code:
A3
Abstract:
The invention relates to novel types of mutants with cyclase-activity and to the use thereof in a method for the biocatalytic cyclisation of terpenes, such as, in particular, for producing isopulegol by the cyclisation of citronellal; to a method for producing menthol and methods for the biocatalytic conversion of other compounds with terpene type structural motifs.
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Inventors:
BREUER MICHAEL (DE)
HAUER BERNHARD (DE)
JENDROSSEK DIETER (DE)
SIEDENBURG GABRIELE (DE)
PLEISS JUERGEN (DE)
SIRIM DEMET (DE)
RACOLTA SILVIA (DE)
HAUER BERNHARD (DE)
JENDROSSEK DIETER (DE)
SIEDENBURG GABRIELE (DE)
PLEISS JUERGEN (DE)
SIRIM DEMET (DE)
RACOLTA SILVIA (DE)
Application Number:
PCT/EP2011/070304
Publication Date:
September 07, 2012
Filing Date:
November 17, 2011
Export Citation:
Assignee:
BASF SE (DE)
BREUER MICHAEL (DE)
HAUER BERNHARD (DE)
JENDROSSEK DIETER (DE)
SIEDENBURG GABRIELE (DE)
PLEISS JUERGEN (DE)
SIRIM DEMET (DE)
RACOLTA SILVIA (DE)
BREUER MICHAEL (DE)
HAUER BERNHARD (DE)
JENDROSSEK DIETER (DE)
SIEDENBURG GABRIELE (DE)
PLEISS JUERGEN (DE)
SIRIM DEMET (DE)
RACOLTA SILVIA (DE)
International Classes:
C12N9/90; C07C29/56; C12N15/52
Domestic Patent References:
| WO2006069659A1 | 2006-07-06 | |||
| WO2010139719A2 | 2010-12-09 |
Other References:
MERKOFER T ET AL: "Altered Product Pattern of a Squalene-Hopene Cyclase by Mutagenesis of Active Site Residues", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 40, no. 11, 12 March 1999 (1999-03-12), pages 2121 - 2124, XP004157408, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(99)00145-8
SEO JEONG-SUN ET AL: "The genome sequence of the ethanologenic bacterium Zymomonas mobilis ZM4", NATURE BIOTECHNOLOGY, NATURE PUBLISHING GROUP, NEW YORK, NY, US, vol. 23, no. 1, 1 January 2005 (2005-01-01), pages 63 - 68, XP002561270, ISSN: 1087-0156, DOI: 10.1038/NBT1045
FÜLL C ET AL: "Conserved tyr residues determine functions of Alicyclobacillus acidocaldarius squalene-hopene cyclase.", FEMS MICROBIOLOGY LETTERS 15 FEB 2000 LNKD- PUBMED:10675587, vol. 183, no. 2, 15 February 2000 (2000-02-15), pages 221 - 224, XP055020877, ISSN: 0378-1097
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
TSUTOMU HOSHINO ET AL: "Squalene-hopene cyclase: catalytic mechanism and substrate recognition", CHEMICAL COMMUNICATIONS, no. 4, 12 February 2002 (2002-02-12), pages 291 - 301, XP055020882, ISSN: 1359-7345, DOI: 10.1039/b108995c
SIEDENBURG GABRIELE ET AL: "Activation-independent cyclization of monoterpenoids.", APPLIED AND ENVIRONMENTAL MICROBIOLOGY FEB 2012 LNKD- PUBMED:22156419, vol. 78, no. 4, 9 December 2011 (2011-12-09), pages 1055 - 1062, XP009157108, ISSN: 1098-5336
BENTLEY S D ET AL: "Complete genome sequence of the model actinomycete Streptomyces coelicolor A3(2)", NATURE: INTERNATIONAL WEEKLY JOURNAL OF SCIENCE, NATURE PUBLISHING GROUP, UNITED KINGDOM, vol. 417, no. 6885, 1 January 2002 (2002-01-01), pages 141 - 147, XP002233530, ISSN: 0028-0836, DOI: 10.1038/417141A
Y. AZUMA ET AL: "Whole-genome analyses reveal genetic instability of Acetobacter pasteurianus", NUCLEIC ACIDS RESEARCH, vol. 37, no. 17, 1 September 2009 (2009-09-01), pages 5768 - 5783, XP055030978, ISSN: 0305-1048, DOI: 10.1093/nar/gkp612
E. GIRAUD ET AL: "Legumes Symbioses: Absence of Nod Genes in Photosynthetic Bradyrhizobia", SCIENCE, vol. 316, no. 5829, 1 June 2007 (2007-06-01), pages 1307 - 1312, XP055030981, ISSN: 0036-8075, DOI: 10.1126/science.1139548
V. N. KOUVELIS ET AL: "Complete Genome Sequence of the Ethanol Producer Zymomonas mobilis NCIMB 11163", JOURNAL OF BACTERIOLOGY, vol. 191, no. 22, 18 September 2009 (2009-09-18), pages 7140 - 7141, XP055020928, ISSN: 0021-9193, DOI: 10.1128/JB.01084-09
SEO JEONG-SUN ET AL: "The genome sequence of the ethanologenic bacterium Zymomonas mobilis ZM4", NATURE BIOTECHNOLOGY, NATURE PUBLISHING GROUP, NEW YORK, NY, US, vol. 23, no. 1, 1 January 2005 (2005-01-01), pages 63 - 68, XP002561270, ISSN: 1087-0156, DOI: 10.1038/NBT1045
FÜLL C ET AL: "Conserved tyr residues determine functions of Alicyclobacillus acidocaldarius squalene-hopene cyclase.", FEMS MICROBIOLOGY LETTERS 15 FEB 2000 LNKD- PUBMED:10675587, vol. 183, no. 2, 15 February 2000 (2000-02-15), pages 221 - 224, XP055020877, ISSN: 0378-1097
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
TSUTOMU HOSHINO ET AL: "Squalene-hopene cyclase: catalytic mechanism and substrate recognition", CHEMICAL COMMUNICATIONS, no. 4, 12 February 2002 (2002-02-12), pages 291 - 301, XP055020882, ISSN: 1359-7345, DOI: 10.1039/b108995c
SIEDENBURG GABRIELE ET AL: "Activation-independent cyclization of monoterpenoids.", APPLIED AND ENVIRONMENTAL MICROBIOLOGY FEB 2012 LNKD- PUBMED:22156419, vol. 78, no. 4, 9 December 2011 (2011-12-09), pages 1055 - 1062, XP009157108, ISSN: 1098-5336
BENTLEY S D ET AL: "Complete genome sequence of the model actinomycete Streptomyces coelicolor A3(2)", NATURE: INTERNATIONAL WEEKLY JOURNAL OF SCIENCE, NATURE PUBLISHING GROUP, UNITED KINGDOM, vol. 417, no. 6885, 1 January 2002 (2002-01-01), pages 141 - 147, XP002233530, ISSN: 0028-0836, DOI: 10.1038/417141A
Y. AZUMA ET AL: "Whole-genome analyses reveal genetic instability of Acetobacter pasteurianus", NUCLEIC ACIDS RESEARCH, vol. 37, no. 17, 1 September 2009 (2009-09-01), pages 5768 - 5783, XP055030978, ISSN: 0305-1048, DOI: 10.1093/nar/gkp612
E. GIRAUD ET AL: "Legumes Symbioses: Absence of Nod Genes in Photosynthetic Bradyrhizobia", SCIENCE, vol. 316, no. 5829, 1 June 2007 (2007-06-01), pages 1307 - 1312, XP055030981, ISSN: 0036-8075, DOI: 10.1126/science.1139548
V. N. KOUVELIS ET AL: "Complete Genome Sequence of the Ethanol Producer Zymomonas mobilis NCIMB 11163", JOURNAL OF BACTERIOLOGY, vol. 191, no. 22, 18 September 2009 (2009-09-18), pages 7140 - 7141, XP055020928, ISSN: 0021-9193, DOI: 10.1128/JB.01084-09
Attorney, Agent or Firm:
SCHWEIGER, Georg (Sternwartstr. 4, München, DE)
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