Structures of trichovirins II, peptaibol antibiotics from the mold Trichoderma viride NRRL 5243

J Pept Sci. 1999 Aug;5(8):341-51. doi: 10.1002/(SICI)1099-1387(199908)5:8<341::AID-PSC204>3.0.CO;2-0.

Abstract

From the culture broth of the mold Trichoderma viride NRRL 5243 a mixture of polypeptides, named trichovirins (TV), could be isolated and purified by chromatography on XAD-2 adsorber resin and Sephadex LH-20 gel. Chromatography on silica gel using chloroform/methanol 8:2 as eluent provided a mixture of peptides named TV I. Subsequent elution with chloroform/methanol 1:1 yielded a second group of peptides named TV II. That group could be separated into individual components by repetitive HPLC on an octadecylsilyl and a fluorocarbon stationary phase. The sequences of 12 peptides of TV II could be determined by electrospray ionization tandem mass spectrometry of isolated peptides and gas chromatography-mass spectrometry of methanolysates. The N-termini of the 18-mer peptides are acetylated and the C-termini consist of leucinol. Owing to the presence of alpha-aminoisobutyric acid (Aib) residues and the bactericidal and hemolytic activity, the peptides belong to the family of peptaibol antibiotics.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Chromatography, High Pressure Liquid
  • Hemolysis / drug effects
  • Mass Spectrometry
  • Microbial Sensitivity Tests
  • Molecular Sequence Data
  • Peptides*
  • Protein Conformation
  • Sequence Homology, Amino Acid
  • Sheep
  • Trichoderma / chemistry*

Substances

  • Anti-Bacterial Agents
  • Peptides