The antibiotic edeine. XII. Isolation and structure of edeine F

The peptide antibiotic edeine F produced by Bacillus brevis Vm4, one of the components of edeine antibiotics complex, was isolated from a fermentation broth and was also obtained by amidination of edeine D. Edeine F is composed of amino acids: (S)-beta-phenyl-beta-alanine, (S)-isoserine, (S)-2,3-diaminopropionic acid, (2R,6S)-diamino-(7R)-hydroxyazelaic acid, glycine and a polyamine guanidylspermidine. Enzymatic degradation of antibiotic with carboxypeptidase B, dinitrophenylation of edeine and of its enzymatic degradation products and synthesis of edeine F from edeine D of known structure permitted to postulate the chemical structure for edeine F.