Isolation and structure determination of a novel complex of the teicoplanin family

J Antibiot (Tokyo). 1996 Jul;49(7):644-50. doi: 10.7164/antibiotics.49.644.

Abstract

A new teicoplanin-like antibiotic was discovered when using Actinoplanes teichomyceticus strain 3/W, the fermentation medium containing Alburex, and the fermentation time 275 hours. The new product was separated from teicoplanin complex by polyamide resin chromatography and purified by Amberlite XAD-7 and affinity resin chromatographies. The structure was established on the basis of the physico-chemical characteristics of the complex and of its aglycone. The new structure is that of teicoplanin with a carbonyl group substituting for the CHNH2 group of amino acid 1. We hypothesize that the novel complex is a transformation product of teicoplanin due to a simple transamination reaction, as supported by its structure and by the concomitant decrease in teicoplanin concentration during its production.

MeSH terms

  • Actinomycetales / metabolism
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Fermentation
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Teicoplanin / analogs & derivatives*
  • Teicoplanin / chemical synthesis
  • Teicoplanin / chemistry
  • Teicoplanin / isolation & purification

Substances

  • Anti-Bacterial Agents
  • teico 2
  • Teicoplanin