Abstract
A novel ansamycin, rifamycin W, was isolated from a mutant strain of Nocardia mediterranei. The metabolic origin of rifamycin W was studied by 13C nuclear magnetic resonance spectroscopy. Examination of the proton-decoupled pulse and Fourier transform 13C spectra of rifamycin W biogenetically enriched with [1-13C]-, [2-13C]-, and [3-13C]propionate and with [1-13C]acetate has revealed that the alignment of acetate and propionate units corresponds to that previously proposed for rifamycin S. Washed mycelium from a rifamycin B-producing strain of N. mediterranei transformed rifamycin W into rifamycin B. We suggest that rifamycin W is a normal intermediate in the biosynthesis of the other rifamycins. These results, together with the structural similarity of rifamycin W to the streptovaricins, reinforce our hypothesis that a common progenitor is involved in the biogenesis of all naphthalenic ansamycins.
Keywords: 13C-enriched precursors, 13C magnetic resonance spectroscopy, blocked mutant
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