Microbial de-mannosylation and mannosylation of teicoplanin derivatives

J Antibiot (Tokyo). 1991 Dec;44(12):1444-51. doi: 10.7164/antibiotics.44.1444.

Abstract

The single components of the teicoplanin complex, glycopeptide antibiotics active against Gram-positive bacteria, can be converted in the corresponding de-mannosyl derivatives by cultures of Nocardia orientalis NRRL 2450 or Streptomyces candidus NRRL 3218. Conversely, teicoplanin aglycone and other teicoplanin de-mannosyl derivatives can be converted in the corresponding teicoplanin mannosyl derivatives by cultures of Actinoplanes teichomyceticus ATCC 31121. The biological transformation yields are approximately 40% for de-mannosylation and 90% for mannosylation. The processes allow for the preparation of gram quantities of the de-mannosyl derivatives of teicoplanin and of teicoplanin mannosyl derivatives. De-mannosyl teicoplanin and teicoplanin mannosyl-pseudoaglycone were not amenable to preparation by either acidic or basic chemical hydrolysis.

MeSH terms

  • Actinomycetales / metabolism*
  • Anti-Bacterial Agents / metabolism*
  • Glycopeptides / metabolism
  • Mannose / metabolism*
  • Nocardia / metabolism*
  • Streptomyces / metabolism*
  • Teicoplanin

Substances

  • Anti-Bacterial Agents
  • Glycopeptides
  • Teicoplanin
  • Mannose