BIOSYNTHESIS OF GRISEOLIC ACIDS: INCORPORATION OF ¹³C-LABELED COMPOUNDS INTO GRISEOLIC ACID A

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Biosynthesis of griseolic acids, competitive inhibitors of cyclic nucleotide phosphodiesterase, was investigated with the culture of a producing strain of Streptomyces griseoaurantiacus. ¹³C-Labeled and ¹⁵N-labeled compounds were added into the culture, and ¹³C-enriched and ¹⁵N-enriched griseolic acid A was isolated from the culture medium and analyzed by ¹³C NMR and ¹⁵N NMR spectroscopy. The compounds added to growth medium were [2-¹³C]acetate, [1, 2-¹³C] acetate, [1, 4-¹³C]succinate, [1-¹³C]glucose, [6-¹³C]glucose, [2-¹³C]ribose, and [1-¹³C, ¹⁵N]glycine.
The results suggest that adenosine, which is formed from amino acids and sugars contributes the adenine and ribose moieties to griseolic acid A. The data also suggest that a dicarboxylic acid from the Krebs tricarboxylic acid cycle contributes to the dicarboxylic part of the compound.