Structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae
- Ballio, A.
- Bossa, F.
- Collina, A.
- Gallo, M.
- Iacobellis, N.S.
- Paci, M.
- Pucci, P.
- Scaloni, A.
- Segre, A.
- Simmaco, M.
DOIAbstract
AbstractThe covalent structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae isolates, pathogenic on various species of citrus trees, has been deduced from ID and 2D 1H- and 13C-NMR spectra combined with extensive FAB-MS data and results of some chemical reactions. Similarly to syringomicins and syringostatins, produced by other plant pathogenic strains of P. syringae pv. syringae, syringotoxin is a lipodep-sinonapeptide. Its peptide moiety corresponds to Ser-Dab-Gly-Hse-Om-aThr-Dhb-(3-OH)Asp-(4-Cl)Thr with the terminal carboxy group closing a macrocyclic ring on the OH group of the N-terminal Ser, which in turn is N-acetylated by 3-hydroxytetradecanoic acid
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