title: Isolation and Synthesis of a Bacterially Produced Inhibitor of Rosette Development in Choanoflagellates.
abstract: The choanoflagellate Salpingoeca rosetta is a microbial marine eukaryote that can switch between unicellular and multicellular states. As one of the closest living relatives of animals, this organism has become a model for understanding how multicellularity evolved in the animal lineage. Previously our laboratories isolated and synthesized a bacterially produced sulfonolipid that induces S. rosetta to form multicellular "rosettes." In this study, we report the identification of a bacterially produced inhibitor of rosettes (IOR-1) as well as the total synthesis of this molecule and all of its stereoisomers. Our results confirm the previously noted specificity and potency of rosette-modulating molecules, expand our understanding of the complex chemical ecology between choanoflagellates and rosette-inducing bacteria, and provide a synthetic probe template for conducting further mechanistic studies on the emergence of multicellularity.
authors.affiliation: Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School , 240 Longwood Avenue, Boston, Massachusetts 02115, United States.
authors.forename: Alexandra M
authors.initials: AM
authors.lastname: Cantley
authors.affiliation: Howard Hughes Medical Institute and Department of Molecular and Cell Biology, University of California , Berkeley, California 94720, United States.
authors.forename: Arielle
authors.initials: A
authors.lastname: Woznica
authors.affiliation: Leibniz Institute for Natural Product Research and Infection Biology e.V., Hans-Knöll Institute (HKI) , Beutenbergstrasse 11a, 07745 Jena, Germany.
authors.forename: Christine
authors.initials: C
authors.lastname: Beemelmanns
authors.affiliation: Howard Hughes Medical Institute and Department of Molecular and Cell Biology, University of California , Berkeley, California 94720, United States.
authors.forename: Nicole
authors.initials: N
authors.lastname: King
authors.affiliation: Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School , 240 Longwood Avenue, Boston, Massachusetts 02115, United States.
authors.forename: Jon
authors.initials: J
authors.lastname: Clardy
mesh_terms: D000818:Animals; D056897:Choanoflagellata / Q000187:drug effects / Q000254:growth & development; D008055:Lipids / Q000302:isolation & purification / Q000494:pharmacology*; D008386:Marine Biology; D012397:Rosette Formation / Q000009:adverse effects*; D013237:Stereoisomerism
chemical_list: D008055:Lipids; C015518:sulfolipids