Versatile synthesis of the signaling peptide glorin

  • Beilstein J Org Chem. 2017 Feb 8:13:247-250. doi: 10.3762/bjoc.13.27.
Robert Barnett  1 Daniel Raszkowski  2 Thomas Winckler  2 Pierre Stallforth  1
Affiliations
  • 1. Leibniz Institute for Natural Product Research and Infection Biology, Hans Knöll Institute - HKI, Junior Research Group Chemistry of Microbial Communication, Beutenbergstr. 11, D-07745 Jena, Germany.
  • 2. Faculty of Biology and Pharmacy, Institute of Pharmacy, Department of Pharmaceutical Biology, University of Jena, Semmelweisstrasse 10, D-07743 Jena, Germany.
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; Polysphondylium; glorin; multicellularity; signaling molecules; social amoebae.
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