| Title: | Structure Elucidation of the First Sex-Inducing Pheromone of a Diatom |
| Author(s): | Klapper FA; Kiel C; Bellstedt P; Vyverman W; Pohnert G; |
| Address: | "Institute for Inorganic and Analytical Chemistry, Bioorganic Analytics, Friedrich Schiller University Jena, Lessingstrasse 8, 07743, Jena, Germany. Department of Plankton and Microbial Ecology, Leibniz Institute of Freshwater Ecology and Inland Fisheries, Zur alten Fischerhutte 2, 16775, Stechlin, Germany. Institute of Organic and Macromolecular Chemistry, Friedrich Schiller University Jena, Humboldtstrasse 10, 07743, Jena, Germany. Institute of Clinical Chemistry, University of Zurich & University Hospital, Ramistrasse 100, 8091, Zurich, Switzerland. Laboratory of Protistology and Aquatic Ecology, Department of Biology, Ghent University, Krijgslaan 281 S8, 9000, Ghent, Belgium. Max Planck Institute for Chemical Ecology, Hans-Knoll-Strasse 8, 07745, Jena, Germany" |
| ISSN/ISBN: | 1521-3773 (Electronic) 1433-7851 (Linking) |
| Abstract: | "Diatoms are abundant unicellular microalgae, responsible for approximately 20 % of global photosynthetic CO(2) fixation. Nevertheless, we know little about fundamental aspects of their biology, such as their sexual reproduction. Pheromone-mediated chemical communication is crucial for successful mating. An attraction pheromone was identified in the diatom Seminavis robusta, but metabolites priming cells for sex and synchronizing search and mating behavior remained elusive. These sex-inducing pheromones (SIP) induce cell cycle arrest and trigger the production of the attraction pheromone. Here we describe the challenging structure elucidation of an S. robusta SIP. Guided by metabolomics, a candidate metabolite was identified and elucidated by labeling experiments, NMR, ESI MS(n) analyses, and chemical transformations. The use of negative ion mode MS was essential to decipher the unprecedented hydroxyproline and beta-sulfated aspartate-containing cyclic heptapeptide that acts in femtomolar concentrations" |
| Keywords: | Cell Cycle Arrest Diatoms Marine Biofilms Peptide Sex Pheromone Structure Elucidation; |
| Notes: | "PublisherKlapper, Franziska A Kiel, Christine Bellstedt, Peter Vyverman, Wim Pohnert, Georg eng FWO G001521N, BOF/GOA No. 01G01715/European Marine Biological Resource Centre Belgium/ Project-ID 390713860/Deutsche Forschungsgemeinschaft/ Germany 2023/08/22 Angew Chem Int Ed Engl. 2023 Aug 21:e202307165. doi: 10.1002/anie.202307165" |
