The structure of tautomycetin, a dialkylmaleic anhydride antibiotic.
The chemical structure of tautomycetin (C33H50O10) was determined by chemical degradation and spectroscopic evidence. Tautomycetin exists in methanol-buffer solution (1% diethylamine-formic acid, pH 7.3) as an equilibrium mixture of a 2,3-dialkylmaleic anhydride and its dicarboxylic acid. The structure of tautomycetin is similar to tautomycin in many respects.
Cheng
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Antibiotics Laboratory, RIKEN (The Institute of Physical and Chemical Research), Saitama, Japan.
Ubukata
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Isono
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D000107:Acetylation; D000935:Antifungal Agents / Q000032:analysis* / Q000378:metabolism; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D004952:Esters; D005663:Furans; D006868:Hydrolysis; D008055:Lipids; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
D000935:Antifungal Agents; D004952:Esters; D005663:Furans; D008055:Lipids; C058744:tautomycetin