Biosynthesis of antibiotic 1233A (F-244) and preparation of [14C]1233A

H. Kumagai, H. Tomoda, S. Omura

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19 Scopus citations

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 β-lactone is derived from the α-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, [I4C]1233A was obtained with high specific radioactivity (27.2μCi/μmol).

Original languageEnglish (US)
Pages (from-to)563-567
Number of pages5
JournalThe Journal of Antibiotics
Volume45
Issue number4
DOIs
StatePublished - 1992

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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