Structure of syringotoxin, a bioactive metabolite of Pseudomonas syringae pv. syringae.
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.
Dipartimento di Scienze Biochimiche, Università La Sapienza, Roma.
A
A
Ballio
F
F
Bossa
A
A
Collina
M
M
Gallo
N S
NS
Iacobellis
M
M
Paci
P
P
Pucci
A
A
Scaloni
A
A
Segre
M
M
Simmaco
D000595:Amino Acid Sequence; D000900:Anti-Bacterial Agents / Q000302:isolation & purification*; D001427:Bacterial Toxins / Q000302:isolation & purification*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008969:Molecular Sequence Data; D010456:Peptides, Cyclic; D011487:Protein Conformation; D011549:Pseudomonas / Q000032:analysis*; D012997:Solvents; D013055:Spectrophotometry, Infrared
D000900:Anti-Bacterial Agents; D001427:Bacterial Toxins; D010456:Peptides, Cyclic; D012997:Solvents; C069036:syringotoxin B