Chemoenzymatic acylation of aminoglycoside antibiotics

Chem Commun (Camb). 2008 Aug 28:(32):3786-8. doi: 10.1039/b802248h. Epub 2008 Jun 20.

Abstract

The chemoenzymatic installation of the clinically valuable (S)-4-amino-2-hydroxybutyryl side chain onto a number of 2-deoxystreptamine-containing aminoglycosides is described using the purified Bacillus circulans biosynthetic enzymes BtrH and BtrG in combination with a synthetic acyl-SNAC surrogate substrate.

MeSH terms

  • Acylation
  • Aminoglycosides / chemical synthesis*
  • Anti-Bacterial Agents / chemical synthesis*
  • Bacterial Proteins / metabolism
  • Butirosin Sulfate / chemical synthesis
  • Butirosin Sulfate / pharmacology
  • Indicators and Reagents
  • Membrane Transport Proteins / metabolism
  • Transaminases / metabolism

Substances

  • Aminoglycosides
  • Anti-Bacterial Agents
  • Bacterial Proteins
  • ButB protein, Bacillus circulans
  • Indicators and Reagents
  • Membrane Transport Proteins
  • Butirosin Sulfate
  • BtrR aminotransferase, Bacillus circulans
  • Transaminases