Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Article
  • Published:

Rifamycin Biosynthesis Studied with 13C Enriched Precursors and Carbon Magnetic Resonance

Abstract

Studies using 13C-enriched precursors in combination with carbon magnetic resonance spectroscopy have established the biosynthetic origin of most of the carbon atoms present in rifamycin S and suggest a common scheme for ansamycin biogenesis.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Similar content being viewed by others

References

  1. Bose, A. K., Das, K. G., Funke, P. T., Kugajevsky, I., Shukla, O. P., Khanchandani, K. S., and Suhadolnik, R. J., J. Amer. Chem. Soc., 90, 1038 (1968).

    Article  CAS  Google Scholar 

  2. Tanabe, M., and Detre, G., J. Amer. Chem. Soc., 88, 4515 (1966).

    Article  CAS  Google Scholar 

  3. Desaty, D., McInnes, A. G., Smith, D. G., and Vining, L. C., Canad. J. Biochem., 46, 1293 (1968).

    Article  CAS  Google Scholar 

  4. McInnes, A. G., Smith, D. G., Vining, L. C., and Wright, J. L. C., Chem. Commun., 1669 (1968).

  5. Tanabe, M., and Seto, H., Biochim. Biophys. Acta, 208, 151 (1970).

    Article  CAS  Google Scholar 

  6. Tanabe, M., and Seto, H., Biochemistry, 9, 4851 (1970).

    Article  CAS  Google Scholar 

  7. Tanabe, M., and Seto, H., J. Org. Chem., 35, 2087 (1970).

    Article  CAS  Google Scholar 

  8. Tanabe, M., Seto, H., and Johnson, L., J. Amer. Chem. Soc., 92, 2157 (1970).

    Article  CAS  Google Scholar 

  9. Tanabe, M., Hamasaki, T., Seto, H., and Johnson, L., Chem. Commun., 1539 (1970).

  10. McInnes, A. G., Smith, D. G., Vining, L. C., and Johnson, L., Chem. Commun., 325 (1971).

  11. Tanabe, M., Hamasaki, T., Thomas, D., and Johnson, L., J. Amer. Chem. Soc., 93, 273 (1971).

    Article  CAS  Google Scholar 

  12. Neuss, N., Nash, C. H., Lemke, P. A., and Grutzner, J. B., J. Amer. Chem. Soc., 93, 2337 (1971).

    Article  CAS  Google Scholar 

  13. Cushley, R. J., Anderson, D. R., Lipsky, S. R., Sykes, R. J., and Wasserman, H. H., J. Amer. Chem. Soc., 93, 6284 (1971).

    Article  CAS  Google Scholar 

  14. Wat, C.-K., McInnes, A. G., Smith, D. G., and Vining, L. C., Canad. J. Biochem., 50, 620 (1972).

    Article  CAS  Google Scholar 

  15. Brown, C. E., Katz, J. J., and Shemin, D., Proc. US Nat. Acad. Sci., 69, 2585 (1972).

    Article  ADS  CAS  Google Scholar 

  16. Yamazaki, M., Katoh, F., Ohishi, J., and Koyama, Y., Tetrahedron Lett., 26, 2701 (1972).

    Article  Google Scholar 

  17. Westly, J. W., Pruess, D. L., and Pitcher, R. G., Chem. Commun., 161 (1972).

  18. Lukacs, G., Bull. Soc. Chim. France, 351 (1972).

  19. Sensi, P., Greco, A. M., and Ballotta, R., Antibiotics An., 262 (1959–1960).

  20. Oppolzer, W., Prelog, V., and Sensi, P., Experientia, 20, 336 (1964).

    Article  CAS  Google Scholar 

  21. Brufani, M., Fedeli, W., Giacomello, G., and Vaciago, A., Experientia, 20, 339 (1964).

    Article  CAS  Google Scholar 

  22. Corcoran, J. W., and Chick, M., in Biosynthesis of Antibiotics (edit. by Snell, J. F.), 1, 159 (Academic Press, 1966).

    Google Scholar 

  23. Lancini, G. C., Post. Hig. I Med. Dosw, 26, 501 (1972).

    CAS  Google Scholar 

  24. Lancini, G. C., and Hengeller, C., J. Antibiotics, 22, 637 (1969).

    Article  CAS  Google Scholar 

  25. Lancini, G. C., Gallo, G. G., Sartori, G., and Sensi, P., J. Antibiotics, 22, 369 (1969).

    Article  CAS  Google Scholar 

  26. Sensi, P., and Thiemann, J. E., in Progress in Industrial Microbiology (edit. by Hockenhull, D. J. D.), 6, 21 (Henwood, London, 1967).

    Google Scholar 

  27. Jones, A. J., Grant, D. M., and Kuhlmann, K. F., J. Amer. Chem. Soc., 91, 5013 (1969).

    Article  CAS  Google Scholar 

  28. Friedman, S. M., Kaneda, T., and Corcoran, J. W., J. Biol. Chem., 239, 2386 (1964).

    CAS  PubMed  Google Scholar 

  29. Dhar, M. M., and Khan, A. W., Nature, 233, 182 (1971).

    Article  ADS  CAS  Google Scholar 

  30. Kishi, T., Asai, M., Muroi, M., Harada, S., Mizuta, E., Terao, S., Miki, T., and Mizuno, K., Tetrahedron Lett., 91 (1969).

  31. Rinehart, K. L., Accounts Chem. Res., 5, 57 (1972).

    Article  CAS  Google Scholar 

  32. De Boer, C., Meulman, P. A., Wnuk, R. J., and Peterson, D. H., J. Antibiotics, 23, 442 (1970).

    Article  CAS  Google Scholar 

  33. Kupchan, S. M., Komoda, Y., Court, W. A., Thomas, G. J., Smith, R. M., Karim, A., Gilmore, C. J., Haltiwanger, R. C., and Boyan, R. F., J. Amer. Chem. Soc., 94, 1354 (1972).

    Article  CAS  Google Scholar 

  34. Martinelli, E., White, R. J., Gallo, G. G., Lancini, G., and Beynon, P., Tetrahedron (in the press).

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

WHITE, R., MARTINELLI, E., GALLO, G. et al. Rifamycin Biosynthesis Studied with 13C Enriched Precursors and Carbon Magnetic Resonance. Nature 243, 273–277 (1973). https://doi.org/10.1038/243273a0

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1038/243273a0

This article is cited by

Comments

By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing