The carotenoid 7,8-dihydro-ψ end group can be cyclized by the lycopene cyclases from the bacterium Erwinia uredovora and the higher plant Capsicum annuum

European Journal of Biochemistry

Volumn 241, Issue 1, 1996, Pages 291-296

  Takaichi, Shinichi ^a   Sandmann, Gerhard ^b   Schnurr, Georg ^c   Satomi, Yoshiko ^d   Suzuki, Akashi ^d   Misawa, Norihiko ^d  

^a NIPPON MEDICAL SCHOOL   (Japan)

^b GOETHE UNIVERSITY   (Germany)

^c UNIVERSITY OF KONSTANZ   (Germany)

^d KIRIN BREWERY CO LTD   (Japan)

Author keywords

7,8 dihydro carotene; Capsicum; Carotenogenesis gene; Erwinia; Lycopene cyclase

Indexed keywords

CAROTENE; CAROTENOID; FARNESYL TRANS TRANSFERASE; SYNTHETASE;

ARTICLE; ENZYME ACTIVITY; ERWINIA; ESCHERICHIA COLI; GENE EXPRESSION; PEPPER; PRIORITY JOURNAL; RHODOBACTER CAPSULATUS;

BACTERIA (MICROORGANISMS); CAPSICUM; CAPSICUM ANNUUM; CAPSICUM ANUUM; EMBRYOPHYTA; ERWINIA; ERWINIA UREDOVORA; ESCHERICHIA COLI; PANTOEA ANANATIS; PHOTOBACTERIA; RHODOBACTER CAPSULATUS; RHODOPSEUDOMONAS;

EID: 0029807039     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1432-1033.1996.0291t.x     Document Type: Article

References (31)

1. Straub, O. (1987) Key to carotenoids, 2nd edn, Birkhäuser Verlag, Basel.
2. Kull, D. & Pfander, H. (1995) Appendix: list of new carotenois, in Carotenoids, Vol. 1A (Britton, G., Liaaen-Jensen, S. & Pfander, H., eds) pp. 295-317, Birkhäuser Verlag, Basel.
3. Britton, G., Liaaen-Jensen, S. & Pfander, H. (1995) Carotenoids. Vol. 1A, Birkhäuser Verlag, Basel.
4. Sandmann, G. (1994) Carotenoid biosynthesis in microorganisms and plants, Eur. J. Biochem. 223, 7 - 24.
5. Armstrong, G. A. (1994) Eubacteria show their true colors: genetics of carotenoid pigment biosynthesis from microbes to plants, J. Bacteriol. 176, 4795 - 4802.
6. Bouvier, F., Hugueney, P., d'Harlingue, A., Kuntz, M. & Camara, B. (1994) Xanthophyll biosynthesis in chromoplasts: isolation and molecular cloning of an enzyme catalyzing the conversion of 5,6-epoxycarotenoid into ketocarotenoid, Plant J. 6, 45 - 54.
7. Kajiwara, S., Kakizono, T., Saito, T., Kondo, K., Ohtani, T., Nishio, N., Nagai, S. & Misawa, N. (1995) Isolation and functional identification of a novel cDNA for astaxanthin biosynthesis from Haematococcus pluvialis, and astaxanthin synthesis in Escherichia Coli, Plant Mol. Biol. 29, 343-352.
8. Misawa, N., Satomi, Y., Kondo, K., Yokoyama, A. Kajiwara, S., Saito, T., Ohtani, T. & Miki, W. (1995) Structure and functional analysis of a marine bacterial carotenoid biosynthesis gene cluster and astaxanthin biosynthetic pathway proposed at the gene level, J. Bacteriol. 177, 6575 - 6584.
9. Misawa, N., Nakagawa, M., Kobayashi, K., Yamano, S., Izawa, Y., Nakamura, K. & Harashima, K. (1990) Elucidation of the Erwinia uredovora carotenoid biosynthetic pathway by functional analysis of gene products expressed in Escherichia coli, J. Bacteriol. 172, 6704 - 6712.
10. Hundle, B. S., O'Brien, D. A., Beyer, P., Kleinig, H. & Hearst, J. E. (1993) In vitro expression and activity of lycopene cyclase and ß-carotene hydroxylase from Erwinia herbicola, FEBS Lett. 315, 329 - 334.
11. To, K., Lai, E., Lee, L., Lin, T., Hung, C., Chen, C., Chang, Y. & Liu, S. (1994) Analysis of the gene cluster encoding carotenoid biosynthesis in Erwinia herbicola Eho13, Microbiology (Reading) 140, 331 - 339.
12. Cunningham, F. X. Jr, Sun, Z., Chamovitz, D., Hirschberg, J. & Gantl, E. (1994) Molecular structure and enzymatic function of lycopene cyclase from the cyanobacterium Synechococcus sp strain PCC7942, Plant Cell 6, 1107 - 1121.
13. Hugueney, P., Badillo, A., Chen, H., Klein, A., Hirschbere, J., Camara, B. & Kuntz, M. (1995) Metabolism of cyclic carotenoids: a model for the alteration of this biosynthetic pathway in Capsicum annuum chromoplasts. Plant J. 8, 417 - 424.
14. Pecker, I., Gabbay, R., Cunningham, F. X. Jr & Hirschberg, J. (1996) Cloning and characterization of the cDNA for lycopene β-cyclase form tomato reveals decrease in its expression during fruit ripening. Plant Mol. Biol. 30, 807 -819.
15. Linden, H., Misawa, N., Chamovitz, D., Pecker, I., Hirschberg, J. & Sandmann, G. (1991) Functional complementation in Escherichia coli of different phytoene desaturase genes and analysis of accumulated carotenes, Z. Naturforsch. Sect. C. Biosci. 46, 1045 - 1051.
16. Sambrook, J., Fritsch, E. F. & Maniatis, T. (1989) Molecular cloning: a laboratory manual, 2nd edn, Cold Spring Harbor Laboratory, Cold Spring Harbor NY.
17. Armstrong, G. A., Alberti, M., Leach, F. & Hearst, J. E. (1989) Nucleotide sequence, organization, and nature of the protein products of the carotenoid biosynthesis gene cluster of Rhodobacter capsulatus, Mol. Gen. Genet. 216, 254 - 268.
18. Rose, R. E. (1988) The nucleotide sequence of pACYC184, Nucleic Acids Res. 16, 355.
19. Linden, H., Vioque, A. & Sandmann, G. (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.
20. Takaichi, S. & Ishidsu, J. (1992) Carotenoid glycoside ester from Rhodococcus rhodochrous, Methods Enzymol. 213, 366 - 374.
21. Schnurr, G., Misawa, N. &. Sandmann, G. (1996) Expression, purification and properties of lycopene cyclase from Erwinia uredovora, Biochem. J. 315, 869 - 874.
22. Takaichi, S. & Shimada, K. (1992) Characterization of carotenoids in photosynthetic bacteria. Methods Enzymol. 213, 374 - 385.
23. Takaichi, S. (1993) Usefulness of field desorption mass spectrometry in determining molecular masses of carotenoids, natural carotenoid derivatives and their chemical derivatives, Org. Mass Spectrom. 28, 785 - 788.
24. Weedon, B. C. L. (1969) Spectroscopic methods for elucidating the structures of carotenoids, Fortschr. Chem. Org. Naturst. 27, 81-130.
25. Matsuno, T., Nagata, S. & Kitamura, K. (1976) New carotenoids. parusiloxanthin and 7,8-dihydroparasiloxanthin. Tetrahedron Lett., 4601 - 4604.
26. Chamovitz, D., Misawa, N., Sandmann, G. & Hirschberg, J. (1992) Molecular cloning and expression in Escherichia coli of a cyanobacterial gene coding for phytoene synthase, a carotenoid biosynthesis enzyme. FEBS Lett. 296, 305 - 310.
27. Misawa, N., Truesdale, M. R., Sandmann, G., Fraser, P. D., Bird, C., Schlich, W. & Bramley, P. M. (1994) Expression of a tomato cDNA coding for phytoene synthase in Escherichia coli, phytoene formation in vivo and in vitro, and functional analysis of the various truncated gene products, J. Biochem. (Tokyo) 116, 980 - 985.
28. Sandmann, G. & Misawa, N. (1992) New functional assignment of the carotenogenic genes crtB and crtE with constructs of these genes from Erwinia species. FEMS Microbiol. Lett. 90, 253 - 258.
29. Goodwin, T. W. (1952) The carotenoids of the berries of Lonicera japonica, Biochem, J. 51, 458 - 463.
30. Yokoyama, H. & White, M. J. (1966) Citrus carotenoids: VI. Carotenoid pigments in the flavedo of sinton citrangequat, Phytochemistry (Oxf.) 5, 1159-1173.
31. Takaichi, S., Shimada, K. & Ishidsu, J. (1990) Carotenoids from the aerobic photosynthetic bacterium, Erythrobacter longus: β-carotene and its hydroxyl derivatives. Arch. Microbiol. 153, 118 - 122.