Chemical studies on tuberactinomycin.  VIII.  Isolation of tuberactinamine N, the cyclic peptide moiety of tuberactinomycin N, and conversion of tuberactinomycin N to O.
Tuberactinamine N, the cyclic peptide moiety of tuberactinomycin N, was obtained in a crystalline state through liberation of gamma-hydroxy-beta-lysine from tuberactinomycin N by acid treatment.  Tuberactinamine N possesses an intramolecular hydrogen bond in its molecule and showed antibacterial activities comparable to those of the original antibiotics.  Conversion of tuberactinomycin N to O was achieved through coupling of diacyl-beta-lysine with tuberactinamine N followed by removal of the protecting groups.
D000904:Antibiotics, Antitubercular / Q000302:isolation & purification*; D001500:BCG Vaccine; D001419:Bacteria / Q000187:drug effects; D002852:Chromatography, Ion Exchange; D002855:Chromatography, Thin Layer; D004590:Electrophoresis, Paper; D004776:Enviomycin / Q000031:analogs & derivatives / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009163:Mycobacterium bovis / Q000187:drug effects; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010456:Peptides, Cyclic / Q000302:isolation & purification*; D013056:Spectrophotometry, Ultraviolet
D000904:Antibiotics, Antitubercular; D001500:BCG Vaccine; D010456:Peptides, Cyclic; D004776:Enviomycin