title: Homoserine Lactones, Methyl Oligohydroxybutyrates, and Other Extracellular Metabolites of Macroalgae-Associated Bacteria of the Roseobacter Clade: Identification and Functions.
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.
authors.affiliation: Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany.
authors.forename: Lisa
authors.initials: L
authors.lastname: Ziesche
authors.affiliation: Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany.
authors.forename: Hilke
authors.initials: H
authors.lastname: Bruns
authors.affiliation: Institute for Chemistry and Biology of the Marine Environment, University of Oldenburg, Carl von Ossietzky Straße 9-11, 26111, Oldenburg, Germany.
authors.forename: Marco
authors.initials: M
authors.lastname: Dogs
authors.affiliation: Institute for Chemistry and Biology of the Marine Environment, University of Oldenburg, Carl von Ossietzky Straße 9-11, 26111, Oldenburg, Germany.
authors.forename: Laura
authors.initials: L
authors.lastname: Wolter
authors.affiliation: Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany.
authors.forename: Florian
authors.initials: F
authors.lastname: Mann
authors.affiliation: Helmholtz Centre for Infection Research, Inhoffenstraße 7, 38124, Braunschweig, Germany.
authors.forename: Irene
authors.initials: I
authors.lastname: Wagner-Döbler
authors.affiliation: Institute for Chemistry and Biology of the Marine Environment, University of Oldenburg, Carl von Ossietzky Straße 9-11, 26111, Oldenburg, Germany.
authors.forename: Thorsten
authors.initials: T
authors.lastname: Brinkhoff
authors.affiliation: Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany. stefan.schulz@tu-bs.de.
authors.forename: Stefan
authors.initials: S
authors.lastname: Schulz
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000032:analysis / Q000378:metabolism; D006885:Hydroxybutyrates / Q000032:analysis / Q000378:metabolism*; D008745:Methylation; D053038:Quorum Sensing; D041904:Roseobacter / Q000737:chemistry / Q000302:isolation & purification* / Q000502:physiology*; D012624:Seaweed / Q000382:microbiology*
chemical_list: D006885:Hydroxybutyrates; C088386:homoserine lactone; D015107:4-Butyrolactone
keywords: antialgal activity; autoinducer; macroalgae; polyhydroxybutyrate; quorum sensing