Iturin AL--a new long chain iturin a possessing an unusual high content of C16-beta-amino acids.
From a strain of Bacillus subtilis a new antifungal peptidolipid complex of the iturin group was isolated. This antibiotic complex contained six lipophilic beta-amino acids with 3-amino-14-methylpentanoic acid as the predominant component. Iturin AL contains: 2 D-Asp, 1 L-Asp, 1 L-Glu, 1 L-Pro, 1 L-Ser, 1 D-Tyr and a mixture of 2.9% iso-C14-beta-amino acid, 30.7% n-C14-beta-amino acid, 15% iso-C15-beta-amino acid, 9% anteiso-C15-beta-amino acid, 35.3% iso-C-16-beta-amino acid and 4.5% n-C16-beta-amino acid. The structures of the beta-amino acids were determined by combined GLC/MS. FAB mass spectroscopy revealed three M+H+ peaks (1,043, 1,057, 1,071). Iturin AL could be resolved into six components by HPLC whose structures confirm the high amount of long chain beta-amino acids.
D000596:Amino Acids / Q000032:analysis; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents / Q000302:isolation & purification*; D001412:Bacillus subtilis / Q000254:growth & development; D002849:Chromatography, Gas; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005285:Fermentation; D005658:Fungi / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010455:Peptides; D010456:Peptides, Cyclic / Q000302:isolation & purification / Q000633:toxicity
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D010455:Peptides; D010456:Peptides, Cyclic; C013579:iturin A