title: Biosynthesis of ketomycin.
abstract: The antibiotic ketomycin is formed from shikimic acid via chorismic acid and prephenic acid. Phenylalanine and 2',5'-dihydrophenylalanine are not intermediates in the biosynthesis. Degradation of ketomycin derived from [1,6-14C]shikimic acid showed that prephenic acid is converted into ketomycin with stereospecific discrimination between the two enantiotopic edges of the ring, the pro-S-R edge giving rise to the C-2', C-3' side of the cyclohexene ring of ketomycin.
mesh_terms: D000900:Anti-Bacterial Agents / Q000096:biosynthesis*; D006038:Glyoxylates / Q000096:biosynthesis; D012765:Shikimic Acid / Q000378:metabolism; D013303:Streptomyces antibioticus / Q000378:metabolism
chemical_list: D000900:Anti-Bacterial Agents; D006038:Glyoxylates; C008231:ketomycin; D012765:Shikimic Acid