Čes. slov. farm. 2005, 54(1):17-22
Enzymology of Production of Benzylisoquinoline Alkaloids
- Katedra bunkovej a molekulárnej biológie liečiv Farmaceutickej fakulty Univerzity Komenského, Bratislava
This review paper summarizes the current knowledge of enzymes participating in the production of benzylisoquinoline alkaloids. This group of alkaloids comprises, e.g., morphine, codeine, thebaine, and sanginarine, which have an irreplaceable position in pharmaceutical practice. For the time being, chemists have not managed to prepare them synthetically with sufficient efficacy, and therefore the study of the enzymology of their formation remains a topical problem. The paper pays particular attention to the knowledge of individual enzymes on the molecular, or gene level. This very knowledge is essential for possible introduction of molecular-genetic approaches to the cultivation of plants producing therapeutically interesting benzylisoquinoline alkaloids.
Keywords: benzylisoquinoline alkaloids; morphinans; benzophenanetridines; Papaver somniferum L.; Eschscholtzia californica Cham.
Received: February 12, 2004; Accepted: April 15, 2004; Published: January 1, 2005 Show citation
References
- Winterstein, E., Trier, G.: Die Alkaloide. Berlin, Gebrüder Bornträger, 1910, 307. In: Stadler, R., Kutchan, T. M., Zenk, M. H.: Phytochemistry, 1989; 28, 1083-1086.
Go to original source...
- Rueffer, M., Zenk, M. H.: Zeitschrift fur Naturforschung, 1987; 42, 319-332.
- Stadler, R., Kutchan, T. M., Zenk, M. H.: Phytochemistry, 1989; 28, 1083-1086.
Go to original source...
- Kutchan, T. M.: In: The alkaloids: Chemistry and Biology. (Cordell, A. G., ed.), San Diego, Academic Press, 1998, 258-311.
- Bilková, A., Bezáková, L., Bilka, F., P‰enák, M.: âes. slov. Farm., 2000; 49, 171-176.
- Samanani, N., Facchini, P. J.: Planta, 2001; 213, 898-906.
Go to original source...
Go to PubMed...
- Samanani, N., Facchini, P. J.: J. Biol. Chem., 2002; 277, 33878-33883.
Go to original source...
Go to PubMed...
- Sato, F., Tsujita, T., Katagiri, Y. et al.: Eur. J. Biochem., 1994; 225, 125-131.
Go to original source...
Go to PubMed...
- Frick, S., Kutchan, T. M.: Plant J., 1999; 17, 329-339.
- Frenzel, T., Zenk, M. H.: Phytochemistry, 1990; 29, 3491-3497.
Go to original source...
- Pauli, H. H., Kutchan, T. M.: Plant J., 1998; 13, 793-801.
- Huang, F., Kutchan, T. M.: Phytochemistry, 2000; 53, 555-564.
Go to original source...
Go to PubMed...
- Frenzel, T., Zenk, M. H.: Phytochemistry, 1990; 29, 3505-3511.
Go to original source...
- Morishige, T., Tsujita, T., Yamada, Y., Sato, F.: J. Biol.Chem., 2000; 275, 23398-23405.
Go to original source...
Go to PubMed...
- Hashimoto, T., Yamada, Y.: Annu. Rev. Plant Physiol. Plant Mol. Biol., 1994; 45, 257-285.
Go to original source...
- De-Eknamkul, W., Zenk, M. H.: Phytochemistry, 1992; 31, 313-821.
Go to original source...
- Gerardy, R., Zenk, M. H.: Phytochemistry, 1993; 32, 79-86.
Go to original source...
- Gerardy, R., Zenk, M. H.: Phytochemistry, 1993; 34, 125-132.
Go to original source...
- Lenz, R., Zenk, M. H.: J. Biol. Chem., 1995; 270, 31091-31096.
Go to original source...
Go to PubMed...
- Lenz, R., Zenk, M. H.: Eur. J. Biochem., 1995; 233, 132-139.
Go to original source...
Go to PubMed...
- Unterlinner, B., Lenz, R., Kutchan, T. M.: Plant J., 1999; 18, 465-475.
- Steffens, P., Nagakura, N., Zenk, M. H.: Phytochemistry, 1985; 24, 2577-2583.
Go to original source...
- Dittrich, H., Kutchan, T. M.: Proc. Natl. Acad. Sci. USA, 1991; 88, 9969-9973.
Go to original source...
Go to PubMed...
- Facchini, P. J., Penzes, C., Johnson, A. G., Bull, D.: Plant Physiol., 1996; 112, 1669-1677.
Go to original source...
Go to PubMed...
- Bauer, W., Zenk, M. H.: Phytochemistry, 1991; 30, 2953-2961.
Go to original source...
- O'Keefe, B. R., Beecher, C. W. W.: Plant Physiol., 1994; 105, 395-403.
Go to original source...
Go to PubMed...
- Rueffer, M., Zenk, M. H.: Tetrahedron Lett., 1987; 28, 5307-5310.
Go to original source...
- Tanahashi, T., Zenk, M. H.: Phytochemistry, 1990; 29, 1113-1122.
Go to original source...
- Kammerer, L., De-Eknamkul, W., Zenk, M. H.: Phytochemistry, 1994; 36, 1409-1416.
Go to original source...
- Sato, F., Takeshita, N., Fitchen, J. H. et al.: Phytochemistry, 1993; 32, 659-664.
Go to original source...
- Rueffer, M., Zenk, M. H.: Phytochemistry, 1994; 36, 1219-1223.
Go to original source...
- Facchini, P. J., Huber-Allanach, K. L., Tari, L. W.: Phytochemistry, 2000; 54, 121-138.
Go to original source...
Go to PubMed...
- Facchini, P. J., De Luca, V.: J. Biol. Chem., 1994; 269, 26684-26690.
Go to original source...
- Facchini, P. J., De Luca, V.: Plant Cell, 1995; 7, 1811-1821.
Go to original source...
Go to PubMed...
- Maldonado-Mendoza, I. E., Lopez-Meyer, M., Galef, J. R. et al.: Plant. Physiol., 1996; 110, 43-49.
Go to original source...
Go to PubMed...
- Facchini, P. J., Penzes-Yost, C., Samanani, N., Kowalchuk, B.: Plant Physiol., 1998; 118, 69-81.
Go to original source...
Go to PubMed...
- Facchini, P. J.: Phytochemistry, 1998; 49, 481-490.
Go to original source...
Go to PubMed...
- Stano, J., Nemec, P., Weissová, K. et al.: Phytochemistry, 1995; 38, 859-860.
Go to original source...
- Grothe, T., Lenz, R., Kutchan, T. M.: J. Biol. Chem., 2001; 33, 30717-30723.
Go to original source...
Go to PubMed...
- Bird, D. A., Facchini, P. J.: Planta, 2001; 213, 888-897.
Go to original source...
Go to PubMed...