Ascaroside signaling in the bacterivorous nematode Caenorhabditis remanei 
encodes the growth phase of its bacterial food source

Dolke, Franziska; Dong, Chuanfu; Bandi, Siva; Paetz, Christian; Glauser, Gaétan; von Reuß, Stephan H.

doi:10.1021/acs.orglett.9b01914

Datensatz

DATENSATZ AKTIONENEXPORT

Zur Ablage hinzufügen

Lokale TagsFreigabegeschichteDetailsÜbersicht

Freigegeben

Zeitschriftenartikel

Ascaroside signaling in the bacterivorous nematode Caenorhabditis remanei encodes the growth phase of its bacterial food source

MPG-Autoren

/persons/resource/persons101466

Dolke, Franziska
Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society;
IMPRS on Ecological Interactions, MPI for Chemical Ecology, Max Planck Society;

/persons/resource/persons130340

Dong, Chuanfu
Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society;

/persons/resource/persons4081

Paetz, Christian
Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society;

/persons/resource/persons59509

von Reuß, Stephan H.
Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society;

Externe Ressourcen

Es sind keine externen Ressourcen hinterlegt

Volltexte (beschränkter Zugriff)

Für Ihren IP-Bereich sind aktuell keine Volltexte freigegeben.

Volltexte (frei zugänglich)

Es sind keine frei zugänglichen Volltexte in PuRe verfügbar

Ergänzendes Material (frei zugänglich)

Es sind keine frei zugänglichen Ergänzenden Materialien verfügbar

Zitation

Dolke, F., Dong, C., Bandi, S., Paetz, C., Glauser, G., & von Reuß, S. H. (2019). Ascaroside signaling in the bacterivorous nematode Caenorhabditis remanei encodes the growth phase of its bacterial food source. Organic Letters, 21(15), 5832-5837. doi:10.1021/acs.orglett.9b01914.

Zitierlink: https://hdl.handle.net/21.11116/0000-0004-4757-B

Zusammenfassung

A novel class of species-specific modular ascarosides
that integrate additional fatty acid building blocks was
characterized in the nematode Caenorhabditis remanei using a
combination of HPLC−ESI−(−)-MS/MS precursor ion
scanning, microreactions, HR-MS/MS, MSn, and NMR
techniques. The structure of the dominating component
carrying a cyclopropyl fatty acid moiety was established by
total synthesis. Biogenesis of this female-produced male
attractant depends on cyclopropyl fatty acid synthase (cfa),
which is expressed in bacteria upon entering their stationary phase.