Title:
METHODS FOR RECOMBINANT PRODUCTION OF SAFFRON COMPOUNDS
Document Type and Number:
WIPO Patent Application WO/2015/132411
Kind Code:
A3
Abstract:
Recombinant microorganisms and methods for producing saffron compounds including crocetin, crocetin dialdehyde, crocin or picrocrocin are disclosed herein.
Inventors:
KUMAR A S SATHISH (IN)
Application Number:
PCT/EP2015/054792
Publication Date:
October 29, 2015
Filing Date:
March 06, 2015
Export Citation:
Assignee:
EVOLVA SA (CH)
International Classes:
C12P1/00; C12N1/00
Domestic Patent References:
| WO2013021261A2 | 2013-02-14 | |||
| WO2004053070A2 | 2004-06-24 | |||
| WO2013156862A1 | 2013-10-24 |
Foreign References:
| JPH1146770A | 1999-02-23 | |||
| EP0967283A1 | 1999-12-29 | |||
| US20030233675A1 | 2003-12-18 |
Other References:
BOUVIER F ET AL: "Oxidative remodeling of chromoplast carotenoids: Identification of the carotenoid dioxygenase CsCCD and CsZCD genes involved in Crocus secondary metabolite biogenesis", THE PLANT CELL, AMERICAN SOCIETY OF PLANT BIOLOGISTS, US, vol. 15, no. 1, 19 December 2002 (2002-12-19), pages 47 - 62, XP002381214, ISSN: 1040-4651, DOI: 10.1105/TPC.006536
HUANG F C ET AL: "Substrate promiscuity of RdCCD1, a carotenoid cleavage oxygenase from Rosa damascena", PHYTOCHEMISTRY, PERGAMON PRESS, GB, vol. 70, no. 4, 4 March 2009 (2009-03-04), pages 457 - 464, XP026029321, ISSN: 0031-9422, [retrieved on 20090304], DOI: 10.1016/J.PHYTOCHEM.2009.01.020
MAI NAGATOSHI ET AL: "UGT75L6 and UGT94E5 mediate sequential glucosylation of crocetin to crocin in Gardenia jasminoides", FEBS LETTERS, vol. 586, no. 7, 10 March 2012 (2012-03-10), pages 1055 - 1061, XP055190430, ISSN: 0014-5793, DOI: 10.1016/j.febslet.2012.03.003
JUETTNER F ET AL: "EVIDENCE OF BETA CAROTENE 7 8 7' 8' OXYGENASE BETA CYCLOCITRAL CROCETINDIAL GENERATING IN MICROCYSTIS", ARCHIVES OF MICROBIOLOGY, vol. 141, no. 4, 1 March 1985 (1985-03-01), pages 337 - 343, XP008176338, ISSN: 0302-8933
LAN-QING MA ET AL: "Molecular cloning and overexpression of a novel UDP-glucosyltransferase elevating salidroside levels in Rhodiola sachalinensis", PLANT CELL REPORTS, SPRINGER, BERLIN, DE, vol. 26, no. 7, 1 March 2007 (2007-03-01), pages 989 - 999, XP019539976, ISSN: 1432-203X, DOI: 10.1007/S00299-007-0317-8
LI YUHUA ET AL.: "Molecular and cellular characterizations of a cDNA clone encoding a novel isozyme of aldehyde dehydrogenase from rice", GENE, ELSEVIER, AMSTERDAM, NL, vol. 249, no. 1-2, 18 May 2000 (2000-05-18), pages 67 - 74, XP004199727, ISSN: 0378-1119, DOI: 10.1016/S0378-1119(00)00152-9
ANGELA RUBIO MORAGA ET AL: "Glucosylation of the saffron apocarotenoid crocetin by a glucosyltransferase isolated from Crocus sativus stigmas", PLANTA, vol. 219, no. 6, 19 June 2004 (2004-06-19), pages 955 - 966, XP055044069, ISSN: 0032-0935, DOI: 10.1007/s00425-004-1299-1
IBDAH M ET AL: "Functional characterization of CmCCD1, a carotenoid cleavage dioxygenase from melon", PHYTOCHEMISTRY, PERGAMON PRESS, GB, vol. 67, no. 15, 23 March 2006 (2006-03-23), pages 1579 - 1589, XP028059857, ISSN: 0031-9422, [retrieved on 20060801], DOI: 10.1016/J.PHYTOCHEM.2006.02.009
SUN Z ET AL: "Cloning and functional analysis of the beta-carotene hydroxylase of Arabidopsis thaliana", JOURNAL OF BIOLOGICAL CHEMISTRY, AMERICAN SOCIETY FOR BIOCHEMISTRY AND MOLECULAR BIOLOGY, US, vol. 271, no. 40, 4 October 1996 (1996-10-04), pages 24349 - 24352, XP002121880, ISSN: 0021-9258, DOI: 10.1074/JBC.271.40.24349
LI TIAN ET AL: "Characterization of a second carotenoid [beta]-hydroxylase gene from Arabidopsis and its relationship to the LUT1 locus", PLANT MOLECULAR BIOLOGY, 1 October 2001 (2001-10-01), Dordrecht, pages 379 - 388, XP055201947, Retrieved from the Internet [retrieved on 20150818], DOI: 10.1023/A:1011623907959
SIMKIN A J ET AL: "An investigation of carotenoid biosynthesis in Coffea canephora and Coffea arabica", JOURNAL OF PLANT PHYSIOLOGY, URBAN UND FISCHER VERLAG, DE, vol. 165, no. 10, 7 July 2008 (2008-07-07), pages 1087 - 1106, XP022710988, ISSN: 0176-1617, [retrieved on 20071017], DOI: 10.1016/J.JPLPH.2007.06.016
K. UKIBE ET AL: "Metabolic Engineering of Saccharomyces cerevisiae for Astaxanthin Production and Oxidative Stress Tolerance", APPLIED AND ENVIRONMENTAL MICROBIOLOGY, vol. 75, no. 22, 15 November 2009 (2009-11-15), pages 7205 - 7211, XP055200187, ISSN: 0099-2240, DOI: 10.1128/AEM.01249-09
SANDMANN G ET AL: "The biotechnological potential of the al-2 gene from Neurospra crassa for the production of monocyclic keto hydroxy carotenoids", BIOCHIMICA AND BIOPHYSICA ACTA. MOLECULAR AND CELL BIOLOGY OF LIPIDS, ELSEVIER, AMSTERDAM, NL, vol. 1761, no. 9, 1 July 2006 (2006-07-01), pages 1085 - 1092, XP028040102, ISSN: 1388-1981, [retrieved on 20060901], DOI: 10.1016/J.BBALIP.2006.06.002
KIRCH H-H ET AL: "The ALDH gene superfamily of Arabidopsis", TRENDS IN PLANT SCIENCE, ELSEVIER SCIENCE, OXFORD, GB, vol. 9, no. 8, 17 July 2004 (2004-07-17), pages 371 - 377, XP004552537, ISSN: 1360-1385, DOI: 10.1016/J.TPLANTS.2004.06.004
RICHMAN ALEX ET AL: "Functional genomics uncovers three glucosyltransferases involved in the synthesis of the major sweet glucosides of Stevia rebaudiana", THE PLANT JOURNAL, BLACKWELL SCIENTIFIC PUBLICATIONS, OXFORD, GB, vol. 41, no. 1, 11 November 2004 (2004-11-11), pages 56 - 67, XP002468725, ISSN: 0960-7412, DOI: 10.1111/J.1365-313X.2004.02275.X
YAN CHEN ET AL: "Cloning of the crocus zeaxanthin 7,8(7 ',8 ')-cleavage dioxygenase new fragment (CsZCD-NEW) and its expression in Escherichia coli", JOURNAL OF SICHUAN UNIVERSITY (NATURAL SCIENCE EDIT ION), vol. 45, no. 1, 1 February 2008 (2008-02-01), pages 199 - 204, XP055208523, ISSN: 0490-6756
C. YANG ET AL: "Whole-Genome Sequence of Microcystis aeruginosa TAIHU98, a Nontoxic Bloom-Forming Strain Isolated from Taihu Lake, China", GENOME ANNOUNCEMENTS, vol. 1, no. 3, 13 June 2013 (2013-06-13), pages e00333 - 13, XP055200985, DOI: 10.1128/genomeA.00333-13
T. KANEKO ET AL: "Complete Genomic Structure of the Bloom-forming Toxic Cyanobacterium Microcystis aeruginosa NIES-843", DNA RESEARCH, vol. 14, no. 6, 7 January 2008 (2008-01-07), pages 247 - 256, XP055200990, ISSN: 1340-2838, DOI: 10.1093/dnares/dsm026
WALTER MICHAEL H ET AL: "Carotenoids and their cleavage products: biosynthesis and functions", NATURAL PRODUCT REPORTS, ROYAL SOCIETY OF CHEMISTRY. LONDON, GB, vol. 28, no. 4, 1 April 2011 (2011-04-01), pages 663 - 692, XP002671512
HUANG F C ET AL: "Substrate promiscuity of RdCCD1, a carotenoid cleavage oxygenase from Rosa damascena", PHYTOCHEMISTRY, PERGAMON PRESS, GB, vol. 70, no. 4, 4 March 2009 (2009-03-04), pages 457 - 464, XP026029321, ISSN: 0031-9422, [retrieved on 20090304], DOI: 10.1016/J.PHYTOCHEM.2009.01.020
MAI NAGATOSHI ET AL: "UGT75L6 and UGT94E5 mediate sequential glucosylation of crocetin to crocin in Gardenia jasminoides", FEBS LETTERS, vol. 586, no. 7, 10 March 2012 (2012-03-10), pages 1055 - 1061, XP055190430, ISSN: 0014-5793, DOI: 10.1016/j.febslet.2012.03.003
JUETTNER F ET AL: "EVIDENCE OF BETA CAROTENE 7 8 7' 8' OXYGENASE BETA CYCLOCITRAL CROCETINDIAL GENERATING IN MICROCYSTIS", ARCHIVES OF MICROBIOLOGY, vol. 141, no. 4, 1 March 1985 (1985-03-01), pages 337 - 343, XP008176338, ISSN: 0302-8933
LAN-QING MA ET AL: "Molecular cloning and overexpression of a novel UDP-glucosyltransferase elevating salidroside levels in Rhodiola sachalinensis", PLANT CELL REPORTS, SPRINGER, BERLIN, DE, vol. 26, no. 7, 1 March 2007 (2007-03-01), pages 989 - 999, XP019539976, ISSN: 1432-203X, DOI: 10.1007/S00299-007-0317-8
LI YUHUA ET AL.: "Molecular and cellular characterizations of a cDNA clone encoding a novel isozyme of aldehyde dehydrogenase from rice", GENE, ELSEVIER, AMSTERDAM, NL, vol. 249, no. 1-2, 18 May 2000 (2000-05-18), pages 67 - 74, XP004199727, ISSN: 0378-1119, DOI: 10.1016/S0378-1119(00)00152-9
ANGELA RUBIO MORAGA ET AL: "Glucosylation of the saffron apocarotenoid crocetin by a glucosyltransferase isolated from Crocus sativus stigmas", PLANTA, vol. 219, no. 6, 19 June 2004 (2004-06-19), pages 955 - 966, XP055044069, ISSN: 0032-0935, DOI: 10.1007/s00425-004-1299-1
IBDAH M ET AL: "Functional characterization of CmCCD1, a carotenoid cleavage dioxygenase from melon", PHYTOCHEMISTRY, PERGAMON PRESS, GB, vol. 67, no. 15, 23 March 2006 (2006-03-23), pages 1579 - 1589, XP028059857, ISSN: 0031-9422, [retrieved on 20060801], DOI: 10.1016/J.PHYTOCHEM.2006.02.009
SUN Z ET AL: "Cloning and functional analysis of the beta-carotene hydroxylase of Arabidopsis thaliana", JOURNAL OF BIOLOGICAL CHEMISTRY, AMERICAN SOCIETY FOR BIOCHEMISTRY AND MOLECULAR BIOLOGY, US, vol. 271, no. 40, 4 October 1996 (1996-10-04), pages 24349 - 24352, XP002121880, ISSN: 0021-9258, DOI: 10.1074/JBC.271.40.24349
LI TIAN ET AL: "Characterization of a second carotenoid [beta]-hydroxylase gene from Arabidopsis and its relationship to the LUT1 locus", PLANT MOLECULAR BIOLOGY, 1 October 2001 (2001-10-01), Dordrecht, pages 379 - 388, XP055201947, Retrieved from the Internet
SIMKIN A J ET AL: "An investigation of carotenoid biosynthesis in Coffea canephora and Coffea arabica", JOURNAL OF PLANT PHYSIOLOGY, URBAN UND FISCHER VERLAG, DE, vol. 165, no. 10, 7 July 2008 (2008-07-07), pages 1087 - 1106, XP022710988, ISSN: 0176-1617, [retrieved on 20071017], DOI: 10.1016/J.JPLPH.2007.06.016
K. UKIBE ET AL: "Metabolic Engineering of Saccharomyces cerevisiae for Astaxanthin Production and Oxidative Stress Tolerance", APPLIED AND ENVIRONMENTAL MICROBIOLOGY, vol. 75, no. 22, 15 November 2009 (2009-11-15), pages 7205 - 7211, XP055200187, ISSN: 0099-2240, DOI: 10.1128/AEM.01249-09
SANDMANN G ET AL: "The biotechnological potential of the al-2 gene from Neurospra crassa for the production of monocyclic keto hydroxy carotenoids", BIOCHIMICA AND BIOPHYSICA ACTA. MOLECULAR AND CELL BIOLOGY OF LIPIDS, ELSEVIER, AMSTERDAM, NL, vol. 1761, no. 9, 1 July 2006 (2006-07-01), pages 1085 - 1092, XP028040102, ISSN: 1388-1981, [retrieved on 20060901], DOI: 10.1016/J.BBALIP.2006.06.002
KIRCH H-H ET AL: "The ALDH gene superfamily of Arabidopsis", TRENDS IN PLANT SCIENCE, ELSEVIER SCIENCE, OXFORD, GB, vol. 9, no. 8, 17 July 2004 (2004-07-17), pages 371 - 377, XP004552537, ISSN: 1360-1385, DOI: 10.1016/J.TPLANTS.2004.06.004
RICHMAN ALEX ET AL: "Functional genomics uncovers three glucosyltransferases involved in the synthesis of the major sweet glucosides of Stevia rebaudiana", THE PLANT JOURNAL, BLACKWELL SCIENTIFIC PUBLICATIONS, OXFORD, GB, vol. 41, no. 1, 11 November 2004 (2004-11-11), pages 56 - 67, XP002468725, ISSN: 0960-7412, DOI: 10.1111/J.1365-313X.2004.02275.X
YAN CHEN ET AL: "Cloning of the crocus zeaxanthin 7,8(7 ',8 ')-cleavage dioxygenase new fragment (CsZCD-NEW) and its expression in Escherichia coli", JOURNAL OF SICHUAN UNIVERSITY (NATURAL SCIENCE EDIT ION), vol. 45, no. 1, 1 February 2008 (2008-02-01), pages 199 - 204, XP055208523, ISSN: 0490-6756
C. YANG ET AL: "Whole-Genome Sequence of Microcystis aeruginosa TAIHU98, a Nontoxic Bloom-Forming Strain Isolated from Taihu Lake, China", GENOME ANNOUNCEMENTS, vol. 1, no. 3, 13 June 2013 (2013-06-13), pages e00333 - 13, XP055200985, DOI: 10.1128/genomeA.00333-13
T. KANEKO ET AL: "Complete Genomic Structure of the Bloom-forming Toxic Cyanobacterium Microcystis aeruginosa NIES-843", DNA RESEARCH, vol. 14, no. 6, 7 January 2008 (2008-01-07), pages 247 - 256, XP055200990, ISSN: 1340-2838, DOI: 10.1093/dnares/dsm026
WALTER MICHAEL H ET AL: "Carotenoids and their cleavage products: biosynthesis and functions", NATURAL PRODUCT REPORTS, ROYAL SOCIETY OF CHEMISTRY. LONDON, GB, vol. 28, no. 4, 1 April 2011 (2011-04-01), pages 663 - 692, XP002671512
Attorney, Agent or Firm:
SMAGGASGALE, Gillian Helen (55 Drury Lane, London WC2B 5SQ, GB)
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