Barnett Robert, Raszkowski Daniel, Winckler Thomas, Stallforth Pierre
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.
Faculty of Biology and Pharmacy, Institute of Pharmacy, Department of Pharmaceutical Biology, University of Jena, Semmelweisstrasse 10, D-07743 Jena, Germany.
Beilstein J Org Chem. 2017 Feb 8;13:247-250. doi: 10.3762/bjoc.13.27. eCollection 2017.
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 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.
我们展示了真核信号肽荣耀素(glorin)以及其合成类似物荣耀素酰胺(glorinamide)的通用合成方法。通过定量逆转录聚合酶链反应评估了这些化合物激活群居变形虫中荣耀素诱导基因的能力,结果表明这两种化合物均表现出与荣耀素标准品相当的生物活性。这种合成途径将有助于进行详细的构效关系研究以及设计化学探针来剖析荣耀素介导的信号通路。