Biosynthesis of griseolic acids: incorporation of 13C-labeled compounds into griseolic acid A.
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.
Miyakoshi
S
S
Fermentation Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Haruyama
H
H
Shioiri
T
T
Takahashi
S
S
Torikata
A
A
Yamazaki
M
M
D015105:3',5'-Cyclic-AMP Phosphodiesterases / Q000037:antagonists & inhibitors*; D000241:Adenosine / Q000031:analogs & derivatives* / Q000096:biosynthesis; D002247:Carbon Isotopes; D013302:Streptomyces / Q000378:metabolism
D002247:Carbon Isotopes; C046499:griseolic acid; D015105:3',5'-Cyclic-AMP Phosphodiesterases; D000241:Adenosine