Homoserine Lactones, Methyl Oligohydroxybutyrates, and Other Extracellular Metabolites of Macroalgae-Associated Bacteria of the Roseobacter Clade: Identification and Functions

Chembiochem. 2015 Sep 21;16(14):2094-107. doi: 10.1002/cbic.201500189. Epub 2015 Aug 19.

Abstract

Twenty-four strains of marine Roseobacter clade bacteria were isolated from macroalgae and investigated for the production of quorum-sensing autoinducers, N-acylhomoserine lactones (AHLs). GC/MS analysis of the extracellular metabolites allowed us to evaluate the release of other small molecules as well. Nineteen strains produced AHLs, ranging from 3-OH-C10:0-HSL (homoserine lactone) to (2E,11Z)-C18:2-HSL, but no specific phylogenetic or ecological pattern of individual AHL occurrence was observed when cluster analysis was performed. Other identified compounds included indole, tropone, methyl esters of oligomers of 3-hydroxybutyric acid, and various amides, such as N-9-hexadecenoylalanine methyl ester (9-C16:1-NAME), a structural analogue of AHLs. Several compounds were tested for their antibacterial and antialgal activity on marine isolates likely to occur in the habitat of the macroalgae. Both AHLs and 9-C16:1-NAME showed high antialgal activity against Skeletonema costatum, whereas their antibacterial activity was low.

Keywords: antialgal activity; autoinducer; macroalgae; polyhydroxybutyrate; quorum sensing.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives*
  • 4-Butyrolactone / analysis
  • 4-Butyrolactone / metabolism
  • Hydroxybutyrates / analysis
  • Hydroxybutyrates / metabolism*
  • Methylation
  • Quorum Sensing*
  • Roseobacter / chemistry
  • Roseobacter / isolation & purification*
  • Roseobacter / physiology*
  • Seaweed / microbiology*

Substances

  • Hydroxybutyrates
  • homoserine lactone
  • 4-Butyrolactone