Shift to Pseudomonic acid B production in P. fluorescens NCIMB10586 by mutation of mupirocin tailoring genes mupO, mupU, mupV, and macpE

Chem Biol. 2005 Jul;12(7):825-33. doi: 10.1016/j.chembiol.2005.05.015.

Abstract

Mupirocin, a polyketide-derived antibiotic from Pseudomonas fluorescens NCIMB10586, is a mixture of pseudomonic acids (PA) that target isoleucyl-tRNA synthase. The mup gene cluster encodes both type I polyketide synthases and monofunctional enzymes that should play a role during the conversion of the product of the polyketide synthase into the active antibiotic (tailoring). By in-frame deletion analysis of selected tailoring open-reading frames we show that mupQ, mupS, mupT, and mupW are essential for mupirocin production, whereas mupO, mupU, mupV, and macpE are essential for production of PA-A but not PA-B. Therefore, PA-B is not simply produced by hydroxylation of PA-A but is either a precursor of PA-A or a shunt product. In the mupW mutant, a new metabolite lacking the tetrahydropyran ring is produced, implicating mupW in oxidation of the 16-methyl group.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / biosynthesis*
  • Anti-Bacterial Agents / pharmacology
  • Bacterial Proteins / genetics
  • Bacterial Proteins / metabolism*
  • Chromatography, High Pressure Liquid
  • Fatty Acids / biosynthesis
  • Fatty Acids / genetics
  • Isoleucine-tRNA Ligase / genetics
  • Isoleucine-tRNA Ligase / metabolism
  • Magnetic Resonance Spectroscopy
  • Multigene Family*
  • Mupirocin / analogs & derivatives
  • Mupirocin / metabolism*
  • Mutation
  • Open Reading Frames
  • Oxidation-Reduction
  • Polyketide Synthases / genetics
  • Polyketide Synthases / metabolism
  • Promoter Regions, Genetic
  • Pseudomonas fluorescens / genetics
  • Pseudomonas fluorescens / metabolism*

Substances

  • Anti-Bacterial Agents
  • Bacterial Proteins
  • Fatty Acids
  • Polyketide Synthases
  • pseudomonic acid I
  • Mupirocin
  • Isoleucine-tRNA Ligase