Versatile synthesis of the signaling peptide glorin

• Robert Barnett,
• Daniel Raszkowski,
• Thomas Winckler and
• Pierre Stallforth

Beilstein J. Org. Chem. 2017, 13, 247–250, doi:10.3762/bjoc.13.27

• , Institute of Pharmacy, Department of Pharmaceutical Biology, University of Jena, Semmelweisstrasse 10, D-07743 Jena, Germany 10.3762/bjoc.13.27 Abstract We present a versatile synthesis of the eukaryotic signaling peptide glorin as well as glorinamide, a synthetic analog. The ability of these compounds to

• activate glorin-induced genes in the social amoeba Polysphondylium pallidum was evaluated by quantitative reverse transcription PCR, whereby both compounds showed bioactivity comparable to a glorin standard. This synthetic route will be useful in conducting detailed structure–activity relationship studies

• as well as in the design of chemical probes to dissect glorin-mediated signaling pathways. Keywords: Dictyostelium; glorin; multicellularity; Polysphondylium; signaling molecules; social amoebae; Introduction The emergence of multicellularity from unicellular ancestors is considered a major