Thioquinolobactin, a Pseudomonas siderophore with antifungal and anti-Pythium activity

Environ Microbiol. 2007 Feb;9(2):425-34. doi: 10.1111/j.1462-2920.2006.01154.x.

Abstract

Under conditions of iron limitation Pseudomonas fluorescens ATCC 17400 produces two siderophores, pyoverdine, and a second siderophore quinolobactin, which itself results from the hydrolysis of the unstable molecule 8-hydroxy-4-methoxy-2-quinoline thiocarboxylic acid (thioquinolobactin). Pseudomonas fluorescens ATCC 17400 also displays a strong in vitro antagonism against the Oomycete Pythium, which is repressed by iron, suggesting the involvement of a siderophore(s). While a pyoverdine-negative mutant retains most of its antagonism, a thioquinolobactin-negative mutant only slowed-down Pythium growth, and a double pyoverdine-, thioquinolobactin-negative mutant, which does not produce any siderophore, totally lost its antagonism against Pythium. The siderophore thioquinolobactin could be purified and identified from spent medium and showed anti-Pythium activity, but it was quickly hydrolysed to quinolobactin, which we showed has no antimicrobial activity. Analysis of antagonism-affected transposon mutants revealed that genes involved in haem biosynthesis and sulfur assimilation are important for the production of thioquinolobactin and the expression of antagonism.

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology*
  • DNA Transposable Elements
  • Heme / biosynthesis
  • Hydrolysis
  • Molecular Sequence Data
  • Mutation
  • Oligopeptides / genetics
  • Oligopeptides / metabolism
  • Phenotype
  • Pseudomonas fluorescens / chemistry*
  • Pseudomonas fluorescens / genetics
  • Pseudomonas fluorescens / metabolism
  • Pythium / drug effects*
  • Pythium / growth & development
  • Quinolines / chemistry
  • Quinolines / isolation & purification
  • Quinolines / metabolism
  • Quinolines / pharmacology*
  • Siderophores / chemistry
  • Siderophores / isolation & purification
  • Siderophores / pharmacology*
  • Sulfur / metabolism

Substances

  • Antifungal Agents
  • DNA Transposable Elements
  • Oligopeptides
  • Quinolines
  • Siderophores
  • quinolobactin
  • thioquinolobactin
  • Heme
  • Sulfur
  • pyoverdin

Associated data

  • GENBANK/DQ452008
  • GENBANK/DQ452009
  • GENBANK/DQ452010
  • GENBANK/DQ452011
  • GENBANK/Z47979