Two tropinone reductases, that catalyze opposite stereospecific reductions in tropane alkaloid biosynthesis, are localized in plant root with different cell-specific patterns

Plant and Cell Physiology

Volumn 40, Issue 11, 1999, Pages 1099-1107

  Nakajima, Keiji ^a   Hashimoto, Takashi ^a  

^a NARA INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

Author keywords

Hyoscyamus niger; Immunohistochemistry; Stereospecificity; Tropane alkaloids; Tropinone reductases (EC 1.1.1.206 and EC 1.1.1.236)

Indexed keywords

ANTIBODY SPECIFICITY; BIOCHEMICAL PATHWAY; CATALYSIS; ENZYME LOCALIZATION; ENZYMIC REDUCTION; HYOSCYAMUS NIGER; HYOSCYMINE 6BETA HYDROXYLASE; IMMUNIZATION; IMMUNOAFFINITY CHROMATOGRAPHY; IMMUNOANALYSIS; PROTEIN PURIFICATION; PROTEIN TRANSPORT; RECOMBINANT PROTEIN; ROOTING; STEREOSPECIFICITY; TROPINONE; TROPINONE REDUCTASE; WESTERN BLOTTING;

EID: 0033227533     PISSN: 00320781     EISSN: None     Source Type: Journal    
DOI: 10.1093/oxfordjournals.pcp.a029494     Document Type: Article

References (25)

1. Asano, N., Kato, A., Matsui, K., Watson, A.A., Nash, R., Molyneux, R.J., Hackett, L., Topping, J. and Winchester, B. (1997) The effects of calystegines isolated from edible fruits and vegetables on mammalian liver glycosidases. Glycobiology 7: 1085-1088.
2. Dräger, B., Almut, A-.V. and Mrachatz, G. (1995) Distribution of calystegines in several Solanaceae. Planta Med. 61: 577-579.
3. Esau, K. (1977) Anatomy of Seed Plants. John Wiley & Sons, New York.
4. Gamborg, O.L., Miller, R.A. and Ojima, K. (1968) Nutrient requirements of suspension cultures of soybean root cells. Exp. Cell Res. 50: 151-158.
5. Hashimoto, T., Hayashi, A., Amano, Y., Kohno, J., Iwanari, H., Usuda, S. and Yamada, Y. (1991) Hyoscyamine 6β-hydroxylase, an enzyme involved in tropane alkaloid biosynthesis, is localized at the pericycle of the root. J. Biol. Chem. 266: 4648-4653.
6. Hashimoto, T., Nakajima, K., Ongena, G. and Yamada, Y. (1992) Two tropinone reductases with distinct stereospecificities from cultured roots of Hyoscyamus niger. Plant Physiol. 100: 836-845.
7. Hashimoto, T. and Yamada, Y. (1986) Hyoscyamine 6β-hydroxylase, a 2-oxoglutarate-dependent dioxygenase, in alkaloid-producing root cultures. Plant Physiol. 81: 619-625.
8. Hashimoto, T., Yukimune, Y. and Yamada, Y. (1989) Putrescine and putrescine N-methyltransferase in the biosynthesis of tropane alkaloids in cultured roots of Hyoscyamus albus. I. Biochemical studies. Planta 178: 123-130.
9. Kanegae, T., Kajiya, H., Amano, Y., Hashimoto, T. and Yamada, Y. (1994) Species-dependent expression of the hyoscyamine 6β-hydroxylase gene in the pericycle. Plant Physiol. 105: 483-490.
10. Leete, E. (1990) Recent developments in the biosynthesis of the tropane alkaloids. Planta Med. 56: 339-352.
11. Malamy, J.E. and Benfey, P.N. (1997) Organization and cell differentiation in lateral roots of Arabidopsis thaliana. Development 124: 33-44.
12. Molyneux, R.J., Pan, Y.T., Goldmann, A., Tepfer, D. and Elbein, A.D. (1993) Calystegines, a novel class of alkaloid glycosidase inhibitors. Arch. Biochem. Biophys. 304: 81-88.
13. Nakajima, K., Hashimoto, T. and Yamada, Y. (1993a) cDNA encoding tropinone reductase-II from Hyoscyamus niger. Plant Physiol. 103: 1465-1466.
14. Nakajima, K., Hashimoto, T. and Yamada, Y. (1993b) Two tropinone reductases with different stereospecificities are short-chain dehydrogenases evolved from a common ancestor. Proc. Natl. Acad. Sci. USA 90: 9591-9595.
15. Nakajima, K., Oshita, Y., Kaya, M., Yamada, Y. and Hashimoto, T. (1999b) Structures and expression patterns of two tropinone reductase genes from Hyoscyamus niger. Biosci. Biotechnol. Biochem. 63: 1756-1764.
16. Nakajima, K., Oshita, Y., Yamada, Y. and Hashimoto, T. (1999a) Insight into the molecular evolution of two tropinone reductases. Biosci. Biotechnol. Biochem. 63: 1819-1822.
17. Nakajima, K., Yamashita, A., Akama, H., Nakatsu, T., Kato, H., Hashimoto, T., Oda, J. and Yamada, Y. (1998) Crystal structures of two tropinone reductases: different reaction stereospecificities in the same protein fold. Proc. Natl. Acad. Sci. USA 95: 4876-4881.
18. Romeike, A. (1978) Tropane alkaloids - occurrence and systematic importance in angiosperms. Bot. Notiser 131: 85-96.
19. St-Pierre, B., Vazquez-Flota, F.A. and De Luca, V. (1999) Multicellular compartmentation of Catharanthus roseus alkaloid biosynthesis predicts intercellular translocation of a pathway intermediate. Plant Cell 11: 887-900.
20. Studier, F.W., Rosenberg, A.H., Dunn, J.J. and Dubendorff, J.W. (1990) Use of T7 RNA polymerase to direct expression of cloned genes. Method Enzymol. 50: 60-89.
21. Suzuki, K., Yamada, Y. and Hashimoto, T. (1999) Expression of Atropa belladonna putrescine N-methyltransferase gene in root pericycle. Plant Cell Physiol. 40: 289-297.
22. Waller, G.R. and Nowacki, E.K. (1978) Alkaloid Biology and Metabolism in Plants. Plenum Press, New York.
23. Wink, M. (1998) Chemical ecology of alkaloids. In Alkaloids, Biochemistry, Ecology and Medicinal Applications. Edited by Roberts, M.F. and Wink, M. pp. 265-300. Plenum Press, New York.
24. Wink, M. and Roberts, M.F. (1998) Compartmentaion of alkaloid synthesis, transport, and storage. In Alkaloids, Biochemistry, Ecology and Medicinal Applications. Edited by Roberts, M.F. and Wink, M. pp. 239-262. Plenum Press, New York.
25. Yamada, Y., Hashimoto, T., Endo, T., Yukimune, Y., Kohno, J., Hamaguchi, N. and Dräger, B. (1990) Biochemistry of alkaloid production in vitro. In Secondary Products from Plant Tissue Culture. Edited by Charlwood, B.V. and Rhodes, M.J.C. pp. 227-242. Clarendon Press, Oxford.