Shedding Light on the Aglycon Formation of Glycopeptide Antibiotics

  • Daniel Bischoff
  • Bojan Bister
  • Stefan Weist
  • Stefan Pelzer
  • Alexandra Höltzel
  • Graeme Nicholson
  • Sigrid Stockert
  • Wolfgang Wohlleben
  • Günther Jung
  • Roderich D. Süssmuth
Chapter
Part of the American Peptide Symposia book series (APSY, volume 7)

Abstract

Glycopeptide antibiotics, with vancomycin as the most prominent representative, have gained considerable interest over recent years. This is due to their function as antibiotics of last resort for infections of methicillin-resistant Staphylococcus aureus (MRSA) strains. The antibiotic activity of glycopeptides is based on the high specificity of the aglycon cavity towards the N-acyl-D-Ala-D-Ala-peptide motif of bacterial cell wall precursors as summarized in recent reviews [1,2]. First insights into the glycopeptide antibiotic biosynthesis have been obtained by sequencing the chloroeremomycin gene cluster of Amycolatopsis orientalis [3] and cloning and analyzing the balhimycin cluster of Amycolatopsis mediterranei [4]. We addressed our research to understand how nature assembles the side chain-cyclized aglycon cavity, which is an essential element of a whole class of natural compounds.

Keywords

Staphylococcus Aureus Natural Compound Culture Filtrate Amino Acid Analysis Antibiotic Activity 
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.
This is a preview of subscription content, log in to check access.

References

  1. 1.
    Williams, D.H., Bardsley, B. Angew. Chem., Int. Ed. Engl. 38, 1172–1193 (1999).CrossRefGoogle Scholar
  2. 2.
    Nicolaou, K.C., Boddy, C.N.C., Bräse, S., Winssinger N. Angew. Chem., Int. Ed. Engl. 38, 2096–2152 (1999).CrossRefGoogle Scholar
  3. 3.
    van Wageningen, A.M.A., Kirkpatrick, P.N., Williams, D.H., Harris, B.R., Kershaw, J.K., Lennard, N.J., Jones, M., Jones, S.J.M., Solenberg, P.J. Chem. Biol. 5, 155–162 (1998).PubMedCrossRefGoogle Scholar
  4. 4.
    Pelzer, S., Siissmuth, R., Heckmann, D., Recktenwald, J., Huber, P., Jung, G., Wohlleben, W. Antimicrob. Agents Chemother. 1565–1573 (1999).Google Scholar
  5. 5.
    Süssmuth, R.D., Pelzer, S., Nicholson, G., Walk, T., Wohlleben, W., Jung, G. Angew. Chem., Int. Ed. Engl. 38, 1976–1979 (1999).CrossRefGoogle Scholar
  6. 6.
    Bischoff, D., Pelzer, S., Höltzel, A., Nicholson, G.J., Stockert, S., Wohlleben, W., Jung, G., Süssmuth, R.D. Angew. Chem., Int. Ed. Engl. 40, 1693–1696 (2001).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media Dordrecht 2001

Authors and Affiliations

  • Daniel Bischoff
    • 1
  • Bojan Bister
    • 1
  • Stefan Weist
    • 1
  • Stefan Pelzer
    • 2
  • Alexandra Höltzel
    • 1
  • Graeme Nicholson
    • 1
  • Sigrid Stockert
    • 2
  • Wolfgang Wohlleben
    • 2
  • Günther Jung
    • 1
  • Roderich D. Süssmuth
    • 1
  1. 1.Institute of Organic ChemistryUniversity of TübingenGermany
  2. 2.Institute of Microbiology/BiotechnologyUniversity of TübingenGermany

Personalised recommendations