Antimetabolites produced by microorganisms. XII (S)-alanyl-3-[alpha-(S)-chloro-3-(S)-hydroxy 2-oxo-3-azetidinylmethyl]-(S)-alanine, a new beta-lactam containing natural product.
(S)-Alanyl-3-[alpha-(S)-chloro-3-(S)-hydroxy-2-oxo-3-azetidinylmethyl]-(S)-alanine was isolated from a fermentation broth of an unidentified Streptomyces species 372 A. The structure was determined by single crystal X-ray diffraction analysis. The substance inhibits the growth of several strains of gram-positive and gram-negative bacteria in a chemically defined medium but growth inhibition is relieved by addition of L-glutamine to the medium.
D000409:Alanine / Q000032:analysis / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000302:isolation & purification* / Q000494:pharmacology; D001384:Azetidines / Q000302:isolation & purification* / Q000494:pharmacology; D001385:Azetines / Q000302:isolation & purification*; D001409:Bacillus cereus / Q000187:drug effects; D001412:Bacillus subtilis / Q000187:drug effects; D004151:Dipeptides / Q000302:isolation & purification* / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects; D005973:Glutamine / Q000494:pharmacology; D007711:Klebsiella pneumoniae / Q000187:drug effects; D012705:Serratia / Q000187:drug effects; D013302:Streptomyces / Q000032:analysis* / Q000187:drug effects
D000900:Anti-Bacterial Agents; D001384:Azetidines; D001385:Azetines; D004151:Dipeptides; D005973:Glutamine; D000409:Alanine