Structure of bacillomycin F, a new peptidolipid antibiotic of the iturin group

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Abstract
The structure of a new antibiotic of the iturin group, bacillomycin F, has been demonstrated. It is a mixture of homologous peptidolipids, essentially C51H80N12O14 and C52N82N12O14. The lipid moiety consists of minor isoC15, anteisoC15β‐amino acids and major isoC16, isoC17 and anteisoC17β‐amino acids. The peptide sequence was determined by studying the peptides obtained after mild HCl hydrolysis and by Edman degradation of bacillomycin F treated with N‐bromosuccinimide. The sequence was confirmed by two‐dimensional NMR spectrometry and fast‐atom‐bombardment mass spectrometry gave the molecular masses of the homologous compounds. Bacillomycin F is a cyclic peptidolipid; its complete structure is given in the paper.