Bacillomycin Lc, a new antibiotic of the iturin group: isolations, structures, and antifungal activities of the congeners.
Bacillomycin Lc, a new antifungal antibiotic of the iturin class, was isolated from a strain of Bacillus subtilis as a set of five congeners. The structure as determined by chemical and spectrometric analyses has been shown to differ from that of bacillomycin L by sequence changes from aspartate-1 to asparagine-1 and from glutamine-5 to glutamate-5. The five congeners differ from each other only in the structure of the aliphatic side chain of the constituent beta-amino acid. The hydrophobicity of the beta-amino acid affects the antifungal activity of the congener, as activity increased in the order of increased congener retention on a reversed-phase HPLC column.
Eshita
S M
SM
USDA Forest Service, Forestry Sciences Laboratory, Delaware, OH 43015, USA.
Roberto
N H
NH
Beale
J M
JM
Mamiya
B M
BM
Workman
R F
RF
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000032:analysis / Q000737:chemistry; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001412:Bacillus subtilis / Q000378:metabolism*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002851:Chromatography, High Pressure Liquid; D005658:Fungi / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D017421:Sequence Analysis; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000596:Amino Acids; D000935:Antifungal Agents; D010456:Peptides, Cyclic; C097818:bacillomycin Lc; C015015:bacillomycin L