Biogenetic Studies on Oxazolomycin, a Metabolite ofStreptomyces albus (Strain JA 3453)
Autor: | Ralf Thiericke, Udo Gräfe, Heinz Kluge |
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Rok vydání: | 1992 |
Předmět: | |
Zdroj: | Liebigs Annalen der Chemie. 1992:429-432 |
ISSN: | 1099-0690 0170-2041 |
DOI: | 10.1002/jlac.199219920178 |
Popis: | Feeding experiments with sodium [13C]-labelled acetate, sodium [1-13C]propionate, L-[methyl-13C]methionine, L-[1-13C]-alanine, and [1-13C]glycine on Streptomyces albus (strain JA 3453) produced oxazolomycin (1), whose NMR analysis provided information about the biogenetic construction of its carbon skeleton. Both the (E,E)-diene and the (Z,Z,E)-triene chains are built up from acetate via the polyketide pathway each starting with a glycine-derived building block. The use of glycine predicts an uncommon biosynthetic pathway leading to oxazole rings in actinomycetes. The spiro-ring system in 1 is formed from acetate, glycine, and a C3 unit of unknown origin. The oxazolomycin producing organism combines carbon, oxygen, and nitrogen methylation activity via methionine (C1 pool) for the biosynthesis of 1. |
Databáze: | OpenAIRE |
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