The covalent structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae isolates, pathogenic on various species of citrus trees, has been deduced from 1D 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 lipodepsinonapeptide. Its peptide moiety corresponds to Ser-Dab-Gly-Hse-Orn-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.

Structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae / Ballio, A; Bossa, F; Collina, A; Gallo, Monica; Iacobellis, Ns; Paci, M; Pucci, Pietro; Scaloni, A; Segre, A; Simmaco, M.. - In: FEBS LETTERS. - ISSN 0014-5793. - STAMPA. - 269:2(1990), pp. 377-380. [10.1016/0014-5793(90)81197-V]

Structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae.

GALLO, MONICA;PUCCI, PIETRO;
1990

Abstract

The covalent structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae isolates, pathogenic on various species of citrus trees, has been deduced from 1D 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 lipodepsinonapeptide. Its peptide moiety corresponds to Ser-Dab-Gly-Hse-Orn-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.
1990
Structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae / Ballio, A; Bossa, F; Collina, A; Gallo, Monica; Iacobellis, Ns; Paci, M; Pucci, Pietro; Scaloni, A; Segre, A; Simmaco, M.. - In: FEBS LETTERS. - ISSN 0014-5793. - STAMPA. - 269:2(1990), pp. 377-380. [10.1016/0014-5793(90)81197-V]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/357654
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