Ala(0)-actagardine, a new lantibiotic from cultures of Actinoplanes liguriae ATCC 31048

J Antibiot (Tokyo). 1999 Aug;52(8):730-41. doi: 10.7164/antibiotics.52.730.

Abstract

The actagardine-producing strain Actinoplanes liguriae ATCC 31048, forms an additional lantibiotic when it is cultured on mannitol and soya meal. The new compound, Ala(0)-actagardine (1), has been isolated by solid-phase extraction followed by a two-step chromatographic separation. The molecular formula of 1 is C84H129N21O25S4. Its chemical structure was determined by 2D-NMR analysis and was further confirmed by an amino acid analysis, Edman degradation, and partial synthesis from actagardine. 1 exhibits a slightly higher biological activity than the parent compound actagardine. The synthetic analogs Lys(0)-actagardine (2) and Ile(0)-actagardine (3) demonstrate also antibacterial activities and emphasize the importance of the N-terminus for further derivatization.

Publication types

  • Comparative Study

MeSH terms

  • Actinomycetales / metabolism*
  • Amino Acid Sequence
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Bacteriocins
  • Fermentation
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Sequence Data
  • Peptides*
  • Structure-Activity Relationship

Substances

  • Ala(0)-actagardine
  • Anti-Bacterial Agents
  • Bacteriocins
  • Peptides
  • gardimycin