Berninamycins B, C, and D, minor metabolites from Streptomyces bernensis.
Berninamycins B, C, and D were isolated from fermentation of Streptomyces bernensis and their structures were studied with 13C NMR and FAB mass spectrometry. Berninamycin B has a valine unit in its cyclic peptide loop instead of the beta-hydroxyvaline unit found in berninamycin A. Berninamycin D has two fewer dehydroalanine units attached to the carboxyl carbon of the pyridine ring. Based on FAB-MS results, berninamycin C is postulated to have only one dehydroalanine unit attached to the carboxyl carbon of pyridine. The biogenesis of berninamycins B, C, and D is discussed.
Roger Adams Laboratory, University of Illinois, Urbana 61801.
R C
RC
Lau
K L
KL
Rinehart
D000595:Amino Acid Sequence; D000900:Anti-Bacterial Agents / Q000096:biosynthesis / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D008969:Molecular Sequence Data; D010455:Peptides; D010456:Peptides, Cyclic; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013302:Streptomyces / Q000378:metabolism*
D000900:Anti-Bacterial Agents; D010455:Peptides; D010456:Peptides, Cyclic; C091817:berninamycin B; C091818:berninamycin C; C091819:berninamycin D; C011405:berninamycin A