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.