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  • Title: The structure of syringomycins A1, E and G.
    Author: Segre A, Bachmann RC, Ballio A, Bossa F, Grgurina I, Iacobellis NS, Marino G, Pucci P, Simmaco M, Takemoto JY.
    Journal: FEBS Lett; 1989 Sep 11; 255(1):27-31. PubMed ID: 2676599.
    Abstract:
    By a combination of 1D and 2D 1H- and 13C-NMR, FAB-MS, and chemical and enzymatic reactions carried out at the milligram level, it has been demonstrated that syringomycin E, the major phytotoxic antibiotic produced by Pseudomonas syringae pv. syringae, is a new lipodepsipeptide. Its amino acid sequence is Ser-Ser-Dab-Dab-Arg-Phe-Dhb-4(Cl)Thr-3(OH)Asp with the beta-carboxy group of the C-terminal residue closing a macrocyclic ring on the OH group of the N-terminal Ser, which in turn is N-acylated by 3-hydroxydodecanoic acid. Syringomycins A1 and G, two other metabolites of the same bacterium, differ from syringomycin E only in their fatty acid moieties corresponding, respectively, to 3-hydroxydecanoic and 3-hydroxytetradecanoic acid.
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