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Biosynthetic studies of the glycopeptide teicoplanin by 1H and 13C NMR

  • Heydorn, Arne
  • Petersen, Bent O.
  • Duus, Jens Øllgaard
  • Bergmann, Simon
  • Suhr-Jessen, Trine
  • Nielsen, Jens
Publication Date
Jan 01, 2000
Online Research Database In Technology
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The biosynthesis of the glycopeptide antibiotic teicoplanin was studied by growing a teicoplanin producing strain of Actinoplanes teichomyceticus (ATCC 31121) on glucose containing either 34.0% [1-13C]glucose or 9.7% [U- 13C]glucose. The fractional enrichment pattern of teicoplanin produced in the medium containing [1-13C]glucose was obtained from a one-dimensional 13C spectrum. The enrichment pattern showed characteristic peaks indicating that amino acids 3 and 7 are derived from acetate, whereas amino acids 1, 2, 4, 5, and 6 are derived from tyrosine. Multiplet structures in heteronuclear single quantum coherence spectra of teicoplanin produced in the medium containing [U-13C]glucose showed characteristic coupling patterns supporting these results. Fractional enrichment patterns and multiplet structures of the three sugars in teicoplanin showed that about 50% of the sugars have the same labeling pattern as the glucose substrate whereas the rest have a labeling pattern showing that they are reassembled, probably from precursors in the primary metabolism.

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