Unique carotenoids in the terrestrial cyanobacterium nostoc commune nies-24: 2-hydroxymyxol 2́-fucoside, nostoxanthin and canthaxanthin

Current Microbiology

Volumn 59, Issue 4, 2009, Pages 413-419

  Takaichi, Shinichi ^a   Maoka, Takashi ^b   Mochimaru, Mari ^c  

^a NIPPON MEDICAL SCHOOL   (Japan)

^b RESEARCH INSTITUTE FOR PRODUCTION DEVELOPMENT   (Japan)

^c KOMAZAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2 HYDROXYMYXOL 2' FUCOSIDE; BETA CAROTENE; BETA CRYPTOXANTHIN; CALOXANTHIN; CANTHAXANTHIN; CAROTENOID; ECHINENONE; GLYCOSIDE; MYXOL 2' FUCOSIDE; MYXOL GLYCOSIDE DERIVATIVE; NOSTOXANTHIN; UNCLASSIFIED DRUG; ZEAXANTHIN;

ARTICLE; BACTERIAL METABOLISM; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CONTROLLED STUDY; CYANOBACTERIUM; NONHUMAN; NOSTOC COMMUNE; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

BIOSYNTHETIC PATHWAYS; CANTHAXANTHIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FUCOSE; MOLECULAR STRUCTURE; NOSTOC COMMUNE; SPECTRUM ANALYSIS; XANTHOPHYLLS;

CYANOBACTERIA; NOSTOC COMMUNE; NOSTOC SP.;

EID: 69949190529     PISSN: 03438651     EISSN: 14320991     Source Type: Journal    
DOI: 10.1007/s00284-009-9453-4     Document Type: Article

References (28)

1. Britton G, Liaaen-Jensen S, Pfander H (2004) Carotenoids handbook. Birkhäuser Verlag, Basel
2. R Buchecker S Liaaen-Jensen G Borch HW Siegelman 1976 Carotenoids of Anacystis nidulans, structures of caloxanthin and nostoxanthin Phytochemistry 15 1015 1018
3. FX Cunningham Jr Z Sun D Chamovitz J Hirschberg E Gantt 1994 Molecular structure and enzymatic function of lycopene cyclase from the cyanobacterium Synechococcus sp strain PCC7942 Plant Cell 6 1107 1121
4. TW Goodwin 1957 The nature and distribution of carotenoids in some blue-green algae J Gen Microbiol 17 467 473
5. Goodwin TW (1980) The biochemistry of the carotenoids, vol 1: Plants, 2nd edn. Chapman and Hall, London
6. JE Graham DA Bryant 2009 The biosynthetic pathway for myxol 2′-fucoside (myxoxanthophyll) in the cyanobacterium Synechococcus sp. strain PCC 7002 J Bacteriol 191 3292 3300
7. Hirschberg J, Chamovitz D (1994) Carotenoids in cyanobacteria. In: Bryant DA (ed) The molecular biology of cyanobacteria. Kluwer Academic Publishers, Dordrecht, pp 559-579
8. M Iwai T Maoka M Ikeuchi S Takaichi 2008 2,2′-Hydoxylase (CrtG) is involved in carotenogenesis of both nostoxanthin and 2-hydroxymyxol 2′-fucoside in Thermosynechococcus elongatus strain BP-1 Plant Cell Physiol 49 1678 1687
9. H Linden A Vioque G Sandmann 1993 Isolation of a carotenoid biosynthesis gene coding for ζ-carotene desaturase from Anabaena PCC 7120 by heterologous complementation FEMS Microbiol Lett 106 99 104 (Pubitemid 23025071)
10. T Makino H Harada H Ikenaga S Matsuda S Takaichi K Shindo G Sandmann T Ogata N Misawa 2009 Characterization of cyanobacterial carotenoid ketolase CrtW and hydroxylase CrtR by complementation analysis in Escherichia coli Plant Cell Physiol 50 1867 1878
11. JA Maresca JE Graham M Wu JA Eisen DA Bryant 2007 Identification of a forth family of lycopene cyclases in photosynthetic bacteria Proc Natl Acad Sci USA 104 11784 11789
12. M Mochimaru H Masukawa S Takaichi 2005 The cyanobacterium Anabaena sp. PCC 7120 has two distinct β-carotene ketolases: CrtO for echinenone and CrtW for ketomyxol synthesis FEBS Lett 579 6111 6114
13. M Mochimaru H Masukawa T Maoka HE Mohamed WFJ Vermaas S Takaichi 2008 Substrate specificities and availability of fucosyltransferase and β-carotene hydroxylase for myxol 2′-fucoside synthesis in Anabaena sp. strain PCC 7120 compared with Synechocystis sp. strain PCC 6803 J Bacteriol 190 6726 6733
14. Y Nishida K Adachi H Kasai Y Shizuri K Shindo A Sawabe S Komemushi W Miki N Misawa 2005 Elucidation of a carotenoid biosynthesis gene cluster encoding a novel enzyme, 2,2′-β-hydroxylase, from Brevundimonas sp. strain SD212 and combinatorial biosynthesis of new or rare xanthophylls Appl Environ Microbiol 71 4286 4296
15. Rippka R, Castenholz RW, Herdman M (2001) Subsection IV. (Formerly Nostocales Castenholz 1989b sensu Rippka, Deruelles, Waterbury, Herdman and Stanier 1979). In: Boone DR, Castenholz RW (eds) Bergey's manual of systematic bacteriology, vol 1, 2nd edn. Springer, New York, pp 562-566
16. T Sakamoto T Yoshida H Arima Y Hatanaka Y Takani Y Tamaru 2009 Accumulation of trehalose in response to desiccation and salt stress in the terrestrial cyanobacterium Nostoc commune Phycol Res 57 66 73
17. K Shindo K Kikuta A Suzuki A Katsuta H Kasai M Yasumoto-Hirose Y Matuo N Misawa S Takaichi 2007 Rare carotenoids, (3R)-saproxanthin and (3R,2′S)-myxol, isolated from novel marine bacteria (Flavobacteriaceae) and their antioxidative activities Appl Microbiol Biotechnol 74 1350 1357
18. S Steiger G Sandmann 2004 Cloning of two carotenoid ketolase genes from Nostoc punctiforme for the heterogous production of canthaxanthin and astaxanthin Biotechnol Lett 26 813 817
19. P Stickforth S Steiger WR Hess G Sandmann 2003 A novel type of lycopene ε-cyclase in the marine cyanobacterium Prochlorococcus marinus MED4 Arch Microbiol 179 409 415
20. H Stransky A Hager 1970 The carotenoid pattern and the occurrence of the light induced xanthophylls cycle in various classes of algae. IV. Cyanophyceae and Rhodophyceae Arch Mikrobiol 72 84 96
21. S Takaichi K Shimada 1992 Characterization of carotenoids in photosynthetic bacteria Methods Enzymol 213 374 385
22. S Takaichi M Mochimaru 2007 Carotenoids and carotenogenesis in cyanobacteria: unique ketocarotenoids and carotenoid glycosides Cell Mol Life Sci 64 2607 2619
23. Takaichi S, Mochimaru M (2009) Carotenoids, their diversity and carotenogenesis in cyanobacteria. In: Gault PM, Marler HJ (eds), Handbook of cyanobacteria: biochemistry, biotechnology and applications. Nova Science Publishers, New York, in press ( https://www.novapublishers.com/catalog/product- info.php?products-id=9524 )
24. S Takaichi T Maoka K Masamoto 2001 Myxoxanthophyll in Synechocystis sp. PCC 6803 is myxol 2′-dimethyl-fucoside, (3R,2′S)-myxol 2′-(2,4-di-O-methyl-α-L-fucoside), not rhamnoside Plant Cell Physiol 42 756 762
25. S Takaichi M Mochimaru T Maoka H Katoh 2005 Myxol and 4-ketomyxol 2′-fucosides, not rhamnosides, from Anabaena sp. PCC 7120 and Nostoc punctiforme PCC 73102, and proposal for the biosynthetic pathway of carotenoids Plant Cell Physiol 46 497 504
26. S Takaichi M Mochimaru T Maoka 2006 Presence of free myxol and 4-hydroxymyxol and absence of myxol glycosides in Anabaena variabilis ATCC 29413, and proposal of a biosynthetic pathway of carotenoids Plant Cell Physiol 47 211 216
27. L Tao PE Rouvière Q Cheng 2006 A carotenoid synthesis gene cluster from a non-marine Brevundimonas that synthesizes hydroxylated astaxanthin Gene 379 101 108
28. A Yokoyama W Miki 1995 Isolation of myxol from a marine bacterium Flavobacterium sp. associated with a marine sponge Fish Sci 61 684 686