Synthesis of carbon-13 and carbon-14 labeled paldimycin tri-sodium salt

✍ Scribed by Richard S. P. Hsi; Dennis F. Witz; Jeronimo Visser; Wayne T. Stolle; Cathy L. Ditto

• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: French
• Weight: 694 KB
• Volume: 27
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580270205

✦ Synopsis

Carbon-14 labeled paldimycin trisodium salt was prepared by addition o f N-acetyl-L-cysteine to [14C]paulomycin, the radioactive antibiotic produced by fermentation of Streptomyces ~J U / U S in the presence of L-methionine labeled with carbon-14 in the S-methyl group Carbon-13 nuclear magnetic resonance (NMR) spectra o f paulomycin produced when the fermentation was carried out in the presence o f L-[S-methyl-13Clmethionine showed that isotope incorporation had occurred specifically at the methoxy group of ring C, i.e., the 2-deoxy sugar portion o f paulomycin. With sustained slow feed of labeled precursors during the optimum antibiotic production period, carbon-I4 isotope yields o f up t o 17.5% with specific activity o f up t o 11.4 pCi per milligram o f paulomycin, and carbon-13 isotope yieldsof up t o 24% with 17-fold isotope enrichment over natural abundance, were achieved.