Abstract
The biosynthesis of antibiotic 1233A (F-244) was studied by feeding 13C-labeled precursors to the producing organism, Scopulariopsis sp. F-244. 13C NMR spectroscopy established that 1233A is derived from 4 methionines and 7 acetates. Seven acetates are condensed to form a hexaketide and 4 methyl residues from methionine are introduced into the main skeleton. The beta-lactone is derived from the alpha-carboxylic acid of the hexaketide. Since methionine was efficiently incorporated into 1233A, radiolabeled 1233A was prepared biosynthetically by feeding [14C]methionine to the producer. As a result, [14C]1233A was obtained with high specific radioactivity (27.2 muCi/mumols).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetates / metabolism
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Anti-Bacterial Agents / biosynthesis*
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Anti-Bacterial Agents / chemical synthesis
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Carbon Isotopes
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Carbon Radioisotopes
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Chromatography, High Pressure Liquid
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Fatty Acids, Unsaturated / biosynthesis*
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Fatty Acids, Unsaturated / chemical synthesis
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Hydroxymethylglutaryl-CoA Synthase / antagonists & inhibitors*
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Lactones / chemical synthesis
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Lactones / metabolism
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Magnetic Resonance Spectroscopy
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Methionine / metabolism
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Microbiological Techniques
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Mitosporic Fungi / metabolism
Substances
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Acetates
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Anti-Bacterial Agents
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Carbon Isotopes
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Carbon Radioisotopes
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Fatty Acids, Unsaturated
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Lactones
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antibiotic 1233A
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Methionine
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Hydroxymethylglutaryl-CoA Synthase