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

FEBS Lett. 1990 Sep 3;269(2):377-80. doi: 10.1016/0014-5793(90)81197-v.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Anti-Bacterial Agents / isolation & purification*
  • Bacterial Toxins / isolation & purification*
  • Hydrolysis
  • Magnetic Resonance Spectroscopy / methods
  • Molecular Sequence Data
  • Peptides, Cyclic*
  • Protein Conformation
  • Pseudomonas / analysis*
  • Solvents
  • Spectrophotometry, Infrared

Substances

  • Anti-Bacterial Agents
  • Bacterial Toxins
  • Peptides, Cyclic
  • Solvents
  • syringotoxin B