Temporal separation of steps in the biosynthesis of verruculogen.
A mixture of 2[3H] mevalonate and U[14C] proline, given to Penicillium simplicissimum on days 2, 3, 4, 5 or 6 of stationary liquid culture, gave rise to radiolabelled verruculogen in which the ratio of 3H to 14C measured on day 8 increased from 2.0:1 to 9.5:1 over the period of administration of radiolabelled precursors. This suggests temporal separation of the formation of the diketopiperazine moiety and its subsequent prenylation. The putative precursor diketopiperazine, cyclo-L-tryptophanyl-L-proline, was isolated from 21 day culture broth.
Mantle
P G
PG
Biochemistry Department, Imperial College, London, U.K.
Shipston
N F
NF
D002250:Carbon Radioisotopes; D005285:Fermentation; D007211:Indoles / Q000096:biosynthesis*; D008798:Mevalonic Acid / Q000378:metabolism; D009183:Mycotoxins / Q000096:biosynthesis*; D010407:Penicillium / Q000378:metabolism*; D011392:Proline / Q000378:metabolism; D014316:Tritium; D014364:Tryptophan / Q000378:metabolism
D002250:Carbon Radioisotopes; D007211:Indoles; D009183:Mycotoxins; D014316:Tritium; C009658:verruculogen; D014364:Tryptophan; D011392:Proline; D008798:Mevalonic Acid