Advertisement

Experientia

, Volume 32, Issue 9, pp 1109–1111 | Cite as

The chemical structure of capreomycin

  • T. Shiba
  • S. Nomoto
  • T. Wakamiya
Specialia Chimica, Biochimica

Summary

The chemical structure of capreomycin, antituberculous peptide antibiotic, was revised from the results of NMR-analysis in comparison with tuberactinomycins. Capreomycin IA and IB were concluded to possess the similar amino acid sequences in their cyclic peptide moieties to those of tuberactionomycins.

Keywords

Peptide Amino Acid Sequence Cyclic Peptide Similar Amino Acid Similar Amino Acid Sequence 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    E. B. Herr, M. E. Haney, G. E. Pittenger andC. E. Higgens, Proc. Indiana Acad. Sci.69, 134 (1960).Google Scholar
  2. 2.
    A. C. Finlay, G. L. Hobby, F. A. Hochstein, T. M. Lees, T. F. Lenert, J. A. Means, S. Y. P'an, P. P. Regna, J. B. Routein, B. A. Sobin, K. B. Tate andJ. H. Kane, Rev. Tuberc.63, 1 (1951).Google Scholar
  3. 3.
    Q. R. Bartz, J. Ehrlich, J. D. Mold, M. A. Penner andR. M. Smith, A. Rev. Tuberc.63, 4 (1951).Google Scholar
  4. 4.
    E. B. Herr andM. O. Redstone, N. Y. Acad. Sci.135, 940 (1966).Google Scholar
  5. 5.
    B. W. Bycroft, D. Cameron, L. R. Croft, A. Hassanali-Walji, A. W. Johnson andT. Webb, Nature, Lond.231, 301 (1971).Google Scholar
  6. 6.
    β-Lys, β-Lysine; Dpr, α,β-diaminopropionic acid; Cpd, Capreomycidine; Ala, alanine; Uda, β-ureidodehydroalanine; Ser, serine; Tbd, tuberactidine.Google Scholar
  7. 7.
    B. W. Bycroft, D. Cameron, A. Hassanali-Walji, A. W. Johnson andT. Webb, Experientia27, 501 (1971).PubMedGoogle Scholar
  8. 8.
    E. B. Herr, Jr., Antimicrob. Agents Chemother.1962, 201 (1963).Google Scholar
  9. 9.
    B. W. Bycroft, D. Cameron, L. R. Croft, A. Hassanali-Walji, A. W. Johnson andT. Webb Tetrahedron Lett.1968, 5901.Google Scholar
  10. 10.
    H. Yoshioka, T. Aoki, H. Goko, K. Nakatsu, T. Noda, H. Sakakibara, T. Take, A. Nagata, J. Abe, T. Wakamiya, T. Shiba andT. Kaneko, Tetrahedron Lett.1971, 2043.Google Scholar
  11. 11.
    T. Wakamiya, T. Shiba, T. Kaneko, H. Sakakibara, T. Take andJ. Abe, Tetrahedron Lett.1970, 3497.Google Scholar
  12. 12.
    T. Noda, T. Take, A. Nagata, T. Wakamiya andT. Shiba, J. Antibiot.25, 427 (1972).PubMedGoogle Scholar
  13. 13.
    B. W. Bycroft, Chem. Commun.1972, 660.Google Scholar
  14. 14.
    T. Wakamiya andT. Shiba, Bull. chem. Soc. Jap48, 2502 (1975).Google Scholar
  15. 15.
    A part was presented at the 13th Symposium on Peptide Chemistry, Tokyo, 1975. Details will be reported soon elsewhere.Google Scholar
  16. 16.
    The ratio was calculated from the integration of CH3 protons of alanine on the basis of those of other protons on NMR-spectrum. The value was concomitant to the result of amino acid analysis of the sample.Google Scholar

Copyright information

© Birkhäuser Verlag 1976

Authors and Affiliations

  • T. Shiba
    • 1
  • S. Nomoto
    • 1
  • T. Wakamiya
    • 1
  1. 1.Faculty of ScienceOsaka UniversityToyonaka, Osaka(Japan)

Personalised recommendations