Chemical structure and biological activity of a quorum sensing pheromone from Bacillus subtilis subsp. natto

Bioorg Med Chem Lett. 2015 Oct 1;25(19):4293-6. doi: 10.1016/j.bmcl.2015.07.083. Epub 2015 Jul 30.

Abstract

Bacillus subtilis subsp. natto secrets a peptide pheromone, named ComXnatto pheromone, as an inducer for biofilm formation containing poly-γ-glutamic acid. Recently, the ComXnatto pheromone was identified to be a hexapeptide with an amino acid sequence of Lys-Trp-Pro-Pro-Ile-Glu, and the tryptophan residue was post-translationally modified with a farnesyl group. In order to determine the precise modification of the tryptophan residue, ComXnatto pheromone was synthesized using solid-phase peptide synthesis. Biological activity of the ComXnatto pheromone was then investigated. It was demonstrated that poly-γ-glutamic acid production were accelerated by ComXnatto pheromone at more than 1 nM in natto.

Keywords: Bacillus subtilis; Natto; Posttranslational modification; Quorum sensing.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacillus subtilis / chemistry
  • Bacillus subtilis / metabolism*
  • Molecular Structure
  • Pheromones / chemical synthesis
  • Pheromones / chemistry*
  • Pheromones / metabolism*
  • Polyglutamic Acid / analogs & derivatives*
  • Polyglutamic Acid / biosynthesis
  • Polyglutamic Acid / chemistry
  • Quorum Sensing*

Substances

  • Pheromones
  • poly(gamma-glutamic acid)
  • Polyglutamic Acid