Abstract
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.
Publication types
-
Comparative Study
-
Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
-
Amino Acid Sequence
-
Amino Acids / analysis
-
Amino Acids / chemistry
-
Antifungal Agents / chemistry
-
Antifungal Agents / isolation & purification*
-
Antifungal Agents / pharmacology
-
Bacillus subtilis / metabolism*
-
Chemical Phenomena
-
Chemistry, Physical
-
Chromatography, High Pressure Liquid
-
Fungi / drug effects
-
Magnetic Resonance Spectroscopy
-
Molecular Sequence Data
-
Molecular Structure
-
Peptides, Cyclic / chemistry
-
Peptides, Cyclic / isolation & purification
-
Peptides, Cyclic / pharmacology
-
Sequence Analysis
-
Spectrometry, Mass, Fast Atom Bombardment
Substances
-
Amino Acids
-
Antifungal Agents
-
Peptides, Cyclic
-
bacillomycin Lc
-
bacillomycin L