462
Views
30
CrossRef citations to date
0
Altmetric
Original Articles

Cytochrome P450 Homolog Is Responsible for C–N Bond Formation between Aglycone and Deoxysugar in the Staurosporine Biosynthesis of Streptomyces sp. TP-A0274

, , , &
Pages 1753-1759 | Received 16 May 2005, Accepted 15 Jun 2005, Published online: 22 May 2014

  • 1) Omura, S., Sasaki, Y., Iwai, Y., and Takesima, H., Staurosporine, a potentially important gift from a microorganism. J. Antibiotics, 48, 535–548 (1995).
  • 2) Onaka, H., Taniguchi, S., Igarashi, Y., and Furumai, T., Cloning of the staurosporine biosynthetic gene cluster from Streptomyces sp. TP-A0274 and its heterologous expression in Streptomyces lividans. J. Antibiotics, 55, 1063–1071 (2002).
  • 3) Sanchez, C., Zhu, L., Brana, A. F., Salas, A. P., Rohr, J., Mendez, C., and Salas, J. A., Combinatorial biosynthesis of antitumor indolocarbazole compounds. Proc. Natl. Acad. Sci. U.S.A., 102, 461–466 (2005).
  • 4) Sanchez, C., Butovich, I. A., Brana, A. F., Rohr, J., Mendez, C., and Salas, J. A., The biosynthetic gene cluster for the antitumor rebeccamycin: characterization and generation of indolocarbazole derivatives. Chem. Biol., 9, 519–531 (2002).
  • 5) Onaka, H., Taniguchi, S., Igarashi, Y., and Furumai, T., Characterization of the biosynthetic gene cluster of rebeccamycin from Lechevalieria aerocolonigenes ATCC 39243. Biosci. Biotechnol. Biochem., 67, 127–138 (2003).
  • 6) Andersen, J. F., and Hutchinson, C. R., Characterization of Saccharopolyspora erythraea cytochrome P-450 genes and enzymes, including 6-deoxyerythronolide B hydroxylase. J. Bacteriol., 174, 725–735 (1992).
  • 7) Mazodier, P., Petter, R., and Thompson, C., Intergeneric conjugation between Escherichia coli and Streptomyces species. J. Bacteriol., 171, 3583–3585 (1989).
  • 8) Schafer, A., Tauch, A., Jager, W., Kalinowski, J., Thierbach, G., and Puhler, A., Small mobilizable multi-purpose cloning vectors derived from the Escherichia coli plasmids pK18 and pK19: selection of defined deletions in the chromosome of Corynebacterium glutamicum. Gene, 145, 69–73 (1994).
  • 9) Sambrook, J., and Russell, D. W., Molecular cloning: a laboratory manual, third ed., Cold Spring Harbor Laboratory Press, NY (2001).
  • 10) Onaka, H., Tabata, H., Igarashi, Y., Sato, Y., and Furumai, T., Goadsporin, a chemical substance which promotes secondary metabolism and morphogenesis in streptomycetes. I. Purification and characterization. J. Antibiotics, 54, 1036–1044 (2001).
  • 11) Kieser, T., Bibb, M. J., Buttner, M. J., Chater, K. F., and Hopwood, D. A., “Practical Streptomyces Genetics”, John Innes Foundation, Norwich (2000).
  • 12) Pang, C. H., Shiiyama, M., Ikeda, H., Tanaka, H., and Omura S., Cosmid vector for cloning and analysis of Streptomyces DNA. Actinomycetol., 8, 21–25 (1994).
  • 13) Williams, D. E., Bernan, V. S., Ritacco, F. V., Maiese, W. M., Greenstein, M., and Andersen, R. J., Holyrines A and B, possible intermediates in staurosporine biosynthesis produced in culture by a marine actinomycete obtained from the North Atlantic Ocean. Tetrahedron Lett., 40, 7171–7174 (1999).
  • 14) Kase, H., Iwahashi, K., and Matsuda, Y., K-252a, a potent inhibitor of protein kinase C of microbial origin. J. Antibiotics, 39, 1059–1065 (1986).
  • 15) Akinaga, S., Sugiyama, K., and Akiyama, T., UCN-01 (7-hydroxystaurosporine) and other indolocarbazole compounds: a new generation of anti-cancer agents for the new century? Anticancer Drug Des., 15, 43–52 (2000).
  • 16) Takahashi, H., Osada, H., Uramoto, M., and Isono, K., A new inhibitor of protein kinase C, RK-286C (4′-demethylamino-4′-hydroxystaurosporine). II. Isolation, physico-chemical properties and structure. J. Antibiotics, 43, 168–173 (1990).
  • 17) Hoehn, P., Ghisalba, O., Moerker, T., and Peters, H. H., 3′-Demethoxy-3′-hydroxystaurosporine, a novel staurosporine analogue produced by a blocked mutant. J. Antibiotics, 48, 300–305 (1995).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.