Chemoenzymatic deacylation of ramoplanin

Bioorg Med Chem Lett. 2012 Aug 15;22(16):5283-7. doi: 10.1016/j.bmcl.2012.06.046. Epub 2012 Jun 21.

Abstract

The chemoenzymatic deacylation of ramoplanin A2 is described for the first time: ramoplanin A2 was Boc-protected and hydrogenated to Boc-protected tetrahydroramoplanin, which was subsequently deacylated using an acylase from Actinoplanes utahensis NRRL 12052. The chemoenzymatic process proceeded with 80% overall yield, which favourably compares with the previously described chemical deacylation.

MeSH terms

  • Amidohydrolases / metabolism*
  • Biotransformation
  • Depsipeptides / chemistry
  • Depsipeptides / metabolism*
  • Glycoproteins / chemistry
  • Glycoproteins / metabolism*
  • Magnetic Resonance Spectroscopy
  • Micromonosporaceae / enzymology

Substances

  • Depsipeptides
  • Glycoproteins
  • Amidohydrolases
  • amidase
  • ramoplanin A2