Malioxamycin, a new antibiotic with spheroplast-forming activity. II. Structural elucidation and total synthesis.
Malioxamycin (1) is a new antibiotic produced by Streptomyces lydicus No. 15748. The structure of malioxamycin has been determined by nmr and mass spectra to possess a hydroxamic acid bond between L-valine and D-malic acid. This structure was confirmed by total synthesis of the antibiotic with (R)-aminooxysuccinic acid and the active ester of L-valine.
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D004151:Dipeptides / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010455:Peptides; D013104:Spheroplasts / Q000187:drug effects*; D013302:Streptomyces / Q000145:classification / Q000378:metabolism*; D013386:Succinates; D014633:Valine
D000900:Anti-Bacterial Agents; D004151:Dipeptides; D010455:Peptides; D013386:Succinates; C030867:aminooxysuccinic acid; C030866:malioxamycin; D014633:Valine