Title:
NOVEL TERPENOID COMPOUND AND METHOD FOR PRODUCING SAME
Document Type and Number:
WIPO Patent Application WO/2015/022798
Kind Code:
A1
Abstract:
The present invention provides: a novel terpenoid synthase gene; a method for producing a terpenoid compound, which comprises introducing the novel terpenoid synthase gene into a host cell to produce a transformant and then culturing the transformant; and a novel terpenoid compound.
Inventors:
IKEDA HARUO (JP)
SOTA MASAHIRO (JP)
SOTA MASAHIRO (JP)
Application Number:
PCT/JP2014/064029
Publication Date:
February 19, 2015
Filing Date:
May 27, 2014
Export Citation:
Assignee:
KITASATO INST (JP)
NAGASE & CO LTD (JP)
NAGASE & CO LTD (JP)
International Classes:
C12P5/00; C12N1/21; C12N9/00; C12N15/09; C12P7/02
Domestic Patent References:
| WO2012164083A1 | 2012-12-06 |
Foreign References:
| JP2010515445A | 2010-05-13 | |||
| JP2012504116A | 2012-02-16 |
Other References:
MEDEMA M. H. ET AL.: "The sequence of a 1.8-mb bacterial linear plasmid reveals a rich evolutionary reservoir of secondary metabolic pathways", GENOME BIOL. EVOL., vol. 2, 2010, pages 212 - 24, XP055318933
DATABASE GENBANK [online] 2 September 2008 (2008-09-02), FISCHBACH M. ET AL.: "Pentalenene synthase [Streptomyces clavuligerus ATCC 27064", XP055318934, accession no. NCBI Database accession no. EDY47508
KAWASAKI T. ET AL.: "Biosynthesis of a natural polyketide-isoprenoid hybrid compound, furaquinocin A: identification and heterologous expression of the gene cluster", J. BACTERIOL., vol. 188, 2006, pages 1236 - 44, XP003009758
JANKOWITSCH F. ET AL.: "Genome Sequence of the Bacterium Streptomyces davawensis JCM 4913 and Heterologous Production of the Unique Antibiotic Roseoflavin", J. BACTERIOL., vol. 194, 2012, pages 6818 - 27, XP055318946
FELICETTI, B.; CANE, D. E.: "Aristolochene synthase: Mechanistic analysis of active site residues by site-directed mutagenesis", J. AM. CHEM. SOC., vol. 126, 2004, pages 7212 - 7221
CHRISTIANSON, D.W.: "Structural biology and chemistry of the terpenoid cyclases", CHEM. REV., vol. 106, 2006, pages 3412 - 3442
CHRISTIANSON, D.W.: "Unearthing the roots of the terpenome", CURR. OPIN. CHEM. BIOL., vol. 12, 2008, pages 141 - 150, XP022656019, DOI: doi:10.1016/j.cbpa.2007.12.008
FINN, R.D.; MISTRY, J.; TATE, J.; COGGILL, P.; HEGER, A.; POLLINGTON, J.E.; GAVIN, O.L.; GUNASEKARAN, P.; CERIC, G.; FORSLUND, K.: "The Pfam protein families database", NUCLEIC ACIDS RES., vol. 38, 2010, pages D211 - 222
KOMATSU, M.; TSUDA, M.; OMURA, S.; OIKAWA, H.; IKEDA, H.: "Identification and functional analysis of genes controlling biosynthesis of 2-methylisoborneol", PROC. NATL. ACAD. SCI. USA., vol. 105, 2008, pages 7422 - 7427, XP002557110, DOI: doi:10.1073/pnas.0802312105
GIGLIO, S.; CHOU, W.K.; IKEDA, H.; CANE, D.E.; MONIS, P.T.: "Biosynthesis of 2-methylisoborneol in cyanobacteria", ENVIRON. SCI. TECHNOL., vol. 45, 2011, pages 992 - 998
YAMADA ET AL., METHODS IN ENZYMOLOGY, vol. 515, 2012, pages 123 - 162
KOMATSU, M.; UCHIYAMA, T.; OMURA, S.; CANE, D.E.; IKEDA, H.: "Genome-minimized Streptomyces host for the heterologous expression of secondary metabolism", PROC. NATL. ACAD. SCI. USA., vol. 107, 2010, pages 2646 - 2651, XP002720187, DOI: doi:10.1073/pnas.0914833107
HARADA, H.; YU, F.; OKAMOTO, S.; KUZUYAMA, T.; UTSUMI, R.; MISAWA, N.: "Efficient synthesis of functional isoprenoids from acetoacetate through metabolic pathway-engineered Escherichia coli", APPL. MICROBIOL. BIOTECHNOL., vol. 81, 2009, pages 915 - 925, XP019654210
HU, Y.; CHOU, W.K.W.; HOPSON, R.; CANE, D.E.: "Genome mining in Streptomyces clavuligerus: Expression and biochemical characterization of two new cryptic sesquiterpene synthases", CHEM. BIOL., vol. 18, 2011, pages 32 - 37
MARTIN, V.J.; PITERA, D.J.; WITHERS, S.T.; NEWMAN, J.D.; KEASLING, J.D.: "Engineering a mevalonate pathway in Escherichia coli for production of terpenoids", NAT. BIOTECHNOL., vol. 21, 2003, pages 796 - 802, XP002420804, DOI: doi:10.1038/nbt833
CHOU, WKW ET AL., J. AM. CHEM. SOC., vol. 132, 2010, pages 8850 - 8851
IKEDA, H.; TAKADA, Y.; PANG, C. H.; TANAKA, H.; OMURA, S., J. BACTERIOL., vol. 175, 1993, pages 2077 - 2082
ALEXEYEV, MF ET AL., GENE, vol. 160, 1995, pages 63 - 67
DATABASE GENBANK [online] 2 September 2008 (2008-09-02), FISCHBACH M. ET AL.: "Pentalenene synthase [Streptomyces clavuligerus ATCC 27064", XP055318934, accession no. NCBI Database accession no. EDY47508
KAWASAKI T. ET AL.: "Biosynthesis of a natural polyketide-isoprenoid hybrid compound, furaquinocin A: identification and heterologous expression of the gene cluster", J. BACTERIOL., vol. 188, 2006, pages 1236 - 44, XP003009758
JANKOWITSCH F. ET AL.: "Genome Sequence of the Bacterium Streptomyces davawensis JCM 4913 and Heterologous Production of the Unique Antibiotic Roseoflavin", J. BACTERIOL., vol. 194, 2012, pages 6818 - 27, XP055318946
FELICETTI, B.; CANE, D. E.: "Aristolochene synthase: Mechanistic analysis of active site residues by site-directed mutagenesis", J. AM. CHEM. SOC., vol. 126, 2004, pages 7212 - 7221
CHRISTIANSON, D.W.: "Structural biology and chemistry of the terpenoid cyclases", CHEM. REV., vol. 106, 2006, pages 3412 - 3442
CHRISTIANSON, D.W.: "Unearthing the roots of the terpenome", CURR. OPIN. CHEM. BIOL., vol. 12, 2008, pages 141 - 150, XP022656019, DOI: doi:10.1016/j.cbpa.2007.12.008
FINN, R.D.; MISTRY, J.; TATE, J.; COGGILL, P.; HEGER, A.; POLLINGTON, J.E.; GAVIN, O.L.; GUNASEKARAN, P.; CERIC, G.; FORSLUND, K.: "The Pfam protein families database", NUCLEIC ACIDS RES., vol. 38, 2010, pages D211 - 222
KOMATSU, M.; TSUDA, M.; OMURA, S.; OIKAWA, H.; IKEDA, H.: "Identification and functional analysis of genes controlling biosynthesis of 2-methylisoborneol", PROC. NATL. ACAD. SCI. USA., vol. 105, 2008, pages 7422 - 7427, XP002557110, DOI: doi:10.1073/pnas.0802312105
GIGLIO, S.; CHOU, W.K.; IKEDA, H.; CANE, D.E.; MONIS, P.T.: "Biosynthesis of 2-methylisoborneol in cyanobacteria", ENVIRON. SCI. TECHNOL., vol. 45, 2011, pages 992 - 998
YAMADA ET AL., METHODS IN ENZYMOLOGY, vol. 515, 2012, pages 123 - 162
KOMATSU, M.; UCHIYAMA, T.; OMURA, S.; CANE, D.E.; IKEDA, H.: "Genome-minimized Streptomyces host for the heterologous expression of secondary metabolism", PROC. NATL. ACAD. SCI. USA., vol. 107, 2010, pages 2646 - 2651, XP002720187, DOI: doi:10.1073/pnas.0914833107
HARADA, H.; YU, F.; OKAMOTO, S.; KUZUYAMA, T.; UTSUMI, R.; MISAWA, N.: "Efficient synthesis of functional isoprenoids from acetoacetate through metabolic pathway-engineered Escherichia coli", APPL. MICROBIOL. BIOTECHNOL., vol. 81, 2009, pages 915 - 925, XP019654210
HU, Y.; CHOU, W.K.W.; HOPSON, R.; CANE, D.E.: "Genome mining in Streptomyces clavuligerus: Expression and biochemical characterization of two new cryptic sesquiterpene synthases", CHEM. BIOL., vol. 18, 2011, pages 32 - 37
MARTIN, V.J.; PITERA, D.J.; WITHERS, S.T.; NEWMAN, J.D.; KEASLING, J.D.: "Engineering a mevalonate pathway in Escherichia coli for production of terpenoids", NAT. BIOTECHNOL., vol. 21, 2003, pages 796 - 802, XP002420804, DOI: doi:10.1038/nbt833
CHOU, WKW ET AL., J. AM. CHEM. SOC., vol. 132, 2010, pages 8850 - 8851
IKEDA, H.; TAKADA, Y.; PANG, C. H.; TANAKA, H.; OMURA, S., J. BACTERIOL., vol. 175, 1993, pages 2077 - 2082
ALEXEYEV, MF ET AL., GENE, vol. 160, 1995, pages 63 - 67
Attorney, Agent or Firm:
SAMEJIMA, Mutsumi et al. (JP)
Mutsumi Sameshima (JP)
Mutsumi Sameshima (JP)
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