The total structure of the antibiotic longicatenamycin.
The peptide antibiotic longicatenamycin produced by a Streptomyces strain S-520 is a complex mixture of several congeners. The determination of the total structure of longicatenamycin was performed on the mixture using the procedure of N-bromosuccinimide oxidation followed by EDMAN degradation. The structure of the most abundant congener of longicatenamycin can be represented as cyclo (glycyl-L-2-amino-6-methylheptanoyl-D-valyl-D-ornithyl-threo-beta-hydroxy-L-glutamyl-5-chloro-D-tryptophyl) (Fig. 1: 1=4, m=0, n=3). There are three amino acid positions in which variations are found. The antibiotic complex contains compounds in which L-2-amino-6-methyl-heptanoic acid is replaced with either L-2-amino-5-methylhexanoic acid of L-2-amino-7-methyloctanoic acid; further D-valine with D-isoleucine as well as D-ornithine with D-lysine.
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000032:analysis; D000900:Anti-Bacterial Agents / Q000032:analysis*; D055598:Chemical Phenomena; D002621:Chemistry; D010456:Peptides, Cyclic / Q000032:analysis
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D010456:Peptides, Cyclic