Fungal metabolites. XIX. Structural elucidation of channel-forming peptides, trichorovins-I-XIV, from the fungus Trichoderma viride.
Trichorovins (TV)-I-XIV are new antibiotic peptides obtained from conidia of the fungus Trichoderma viride. The peptide mixture of TVs was repeatedly fractionated by preparative HPLC until individual TVs showed a single peak on their analytical HPLC chromatograms. Nevertheless, FAB-MS or NMR indicated that each of TVs-I-XIV was composed of at least two components. We attempted to elucidate their structures within the fractions by electrospray ionization (ESI)-MS, FAB-MS, FAB-MS/MS and NMR. TVs generally have molecular weights of approximately 1100-1200 Da, and are characterized by an acetylated N-terminus, the presence of an aminoalcohol, e.g. leucinol, isoleucinol or valinol, at the C-terminus, and eleven residues including three alpha-aminoisobutyric acids in the molecule. Thus, it was determined that TVs belong to the class of peptaibols.
Wada
S
S
Faculty of Pharmaceutical Sciences, Kyoto University, Japan.
Iida
A
A
Akimoto
N
N
Kanai
M
M
Toyama
N
N
Fujita
T
T
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D010455:Peptides; D016339:Spectrometry, Mass, Fast Atom Bombardment; D014242:Trichoderma / Q000737:chemistry*
D000596:Amino Acids; D000605:Amino Alcohols; D000900:Anti-Bacterial Agents; D010455:Peptides