Post translational modifications of Trifolitoxin: a blue fluorescent peptide antibiotic

J Antibiot (Tokyo). 2022 Mar;75(3):125-135. doi: 10.1038/s41429-021-00497-0. Epub 2022 Jan 12.

Abstract

Trifolitoxin (TFX, C41H63N15O15S) is a selective, ribosomally-synthesized, post-translationally modified, peptide antibiotic, produced by Rhizobium leguminosarum bv. trifolii T24. TFX specifically inhibits α-proteobacteria, including the plant symbiont Rhizobium spp., the plant pathogen Agrobacterium spp. and the animal pathogen Brucella abortus. TFX-producing strains prevent legume root nodulation by TFX-sensitive rhizobia. TFX has been isolated as a pair of geometric isomers, TFX1 and TFX2, which are derived from the biologically inactive primary amino acid sequence: Asp-Ile-Gly-Gly-Ser-Arg-Gln-Gly-Cys-Val-Ala. Gly-Cys is present as a thiazoline ring and the Arg-Gln-Gly sequence is extensively modified to a UV absorbing, blue fluorescent chromophore. The chromophore consists of a conjugated, 5-membered heterocyclic ring and side chain of modified glutamine.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amino Acid Sequence
  • Amino Acids / genetics
  • Anti-Bacterial Agents / metabolism*
  • Peptides / metabolism*
  • Protein Processing, Post-Translational / genetics*
  • Rhizobium / genetics

Substances

  • Amino Acids
  • Anti-Bacterial Agents
  • Peptides
  • trifolitoxin