Conversion of nicotine to nornicotine in Nicotiana tabacum is mediated by CYP82E4, a cytochrome P450 monooxygenase

Proceedings of the National Academy of Sciences of the United States of America

Volumn 102, Issue 41, 2005, Pages 14919-14924

  Siminszky, Balazs ^a   Gavilano, Lily ^a   Bowen, Steven W ^b   Dewey, Ralph E ^b  

^a UNIVERSITY OF KENTUCKY   (United States)

^b NORTH CAROLINA STATE UNIVERSITY   (United States)

Author keywords

Alkaloid; N nitrosonornicotine; N demethylation; Tobacco; Tobacco specific nitrosamines

Indexed keywords

ALKALOID; COMPLEMENTARY DNA; CYTOCHROME P450 82E4; CYTOCHROME P450 ISOENZYME; N DEMETHYLASE; NICOTINE; NITROSONORNICOTINE; NORNICOTINE; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; CONTROLLED STUDY; DEMETHYLATION; DNA LIBRARY; DNA MICROARRAY; EXPRESSED SEQUENCE TAG; GENE IDENTIFICATION; GENE SILENCING; GENOTYPE; MULTIGENE FAMILY; NONHUMAN; NORTHERN BLOTTING; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; RNA INTERFERENCE; TOBACCO; TRANSGENIC PLANT;

BASE SEQUENCE; CLONING, MOLECULAR; CYTOCHROME P-450 ENZYME SYSTEM; DNA PRIMERS; EXPRESSED SEQUENCE TAGS; GENE LIBRARY; MICROARRAY ANALYSIS; MIXED FUNCTION OXYGENASES; MOLECULAR SEQUENCE DATA; NICOTINE; PLANTS, GENETICALLY MODIFIED; RNA INTERFERENCE; SEQUENCE ANALYSIS, DNA; TOBACCO; YEASTS;

NICOTIANA OBTUSIFOLIA; NICOTIANA TABACUM;

EID: 26844498333     PISSN: 00278424     EISSN: None     Source Type: Journal    
DOI: 10.1073/pnas.0506581102     Document Type: Article

References (29)

1. Hecht, S. S. (1998) Chem. Res. Toxicol. 11, 559-603.
2. Williams, D. L. H. (1999) Acc. Chem. Res. 32, 869-876.
3. Hecht, S. S. & Hoffmann, D. (1989) Cancer Surv. 8, 273-294.
4. Hoffmann, D., Brunnemann, K. D., Prokopczyk, B. & Djordjevic, M. V. (1994) J. Toxicol. Environ. Health 41, 1-52.
5. Hecht, S. S. (2003) Nat. Rev. Cancer 3, 733-744.
6. Bush, L. P., Cui, M., Shi, H., Burton, H. R., Fannin, F. F., Lei, L. & Dye, N. (2001) Rec. Adv. Tob. Sci. 27, 23-46.
7. Wernsman, E. A. & Matzinger, D. F. (1968) Tob. Sci. 12, 226-228.
8. Griffith, R. B., Valleau, W. D. & Stokes, G. W. (1955) Science 121, 343-344.
9. Burk, L. G. & Jeffrey, R. N. (1958) Tob. Sci. 2, 139-141.
10. Mann, T. J., Weybrew, J. A., Matzinger, D. F. & Hall, J. L. (1964) Crop Sci. 4, 349-353.
11. Hao, D. Y. & Yeoman, M. M. (1996) Phytochemistry 42, 325-329.
12. Hao, D. Y. & Yeoman, M. M. (1996) Phytochemistry 41, 477-482.
13. Hao, D. Y. & Yeoman, M. M. (1998) J. Plant Physiol. 152, 420-426.
14. Chelvarajan, R. L., Fannin, F. F. & Bush, L. P. (1993) J. Agri. Food Chem. 41, 858-862.
15. Dickerson, T. J. & Janda, K. D. (2002) Proc. Natl. Acad. Sci. USA 99, 15084-15088.
16. Fannin, F. F. & Bush, L. P. (1992) Med. Sci. Res. 380, 33-41.
17. Shi, H. Z., Kalengamaliro, N. E., Krauss, M. R., Hempfling, W. P. & Gadani, F. (2003) J. Agri. Food Chem. 51, 7679-7683.
18. Altschul, S. F., Madden, T. L., Schäffer, A. A., Zhang, J., Zhang, Z., Miller, W. & Lipman, D. J. (1997) Nucleic Acids Res. 25, 3389-3402.
19. Eisen, M. B. & Brown, P. O. (1999) Methods Enzymol. 303, 179-205.
20. Alba, R., Fei, Z. J., Payton, P., Liu, Y., Moore, S. L., Debhie, P., Cohn, J., D'Ascenzo, M., Gordon, J. S., Rose, J. K. C., et al. (2004) Plant J. 39, 697-714.
21. Siminszky, B., Corbin, F. T., Ward, E. R., Fleischmann, T. J. & Dewey, R. E. (1999) Proc. Natl. Acad. Sci. USA 96, 1750-1755.
22. Higgins, D., Thompson, J., Gibson, T., Thompson, J. D., Higgins, D. G. & Gibson, T. J. (1994) Nucleic Acids Res. 22, 4673-4680.
23. Schardl, C. L., Byrd, A. D., Benzion, G., Altschuler, M. A., Hildebrand, D. F. & Hunt, A. G. (1987) Gene 61, 1-11.
24. Maiti, I. B., Murphy, J. F., Shaw, J. G. & Hunt, A. G. (1993) Proc. Natl. Acad. Sci. USA 90, 6110-6114.
25. Horsch, R. B., Fry, J. E., Hoffmann, N. L., Eichholtz, D., Rogers, S. G. & Fraley, R. T. (1985) Science 227, 1229-1231.
26. Nelson, D. R., Koymans, L., Kamataki, T., Stegeman, J. J., Feyereisen, R., Waxman, D. J., Waterman, M. R., Gotoh, O., Coon, M. J., Estabrook, R. W., et al. (1996) Pharmacogenetics 6, 1-42.
27. Takemoto, D., Hayashi, M., Doke, N., Nishimura, M. & Kawakita, K. (1999) Plant Cell Physiol. 40, 1232-1242.
28. Fagard, M. & Vaucheret, H. (2000) Annu. Rev. Plant Physiol. Plant Mol. Biol. 51, 167-194.
29. Pompon, D., Louerat, B., Bronine, A. & Urban, P. (1996) Methods Enzymol. 272, 51-64.