Identification of averantin as an aflatoxin B1 precursor: placement in the biosynthetic pathway.
A new blocked mutant of Aspergillus parasiticus produces no detectable aflatoxin B1, but accumulates several polyhydroxyanthraquinones. One of these pigments was identified as averantin. This is the first report of its formation by A. parasiticus. Radiotracer studies with [14C]averantin showed that 15.3% of label from averantin was incorporated into aflatoxin B1. This incorporation was blocked by dichlorvos. With radiotracers and other mutants, averantin was placed after norsolorinic acid and before averufin in the biosynthetic pathway in which the general steps are norsolorinic acid leads to averantin leads to averufin leads to versiconal hemiacetal acetate leads to versicolorin A leads to sterigmatocystin leads to aflatoxin B1.
D000348:Aflatoxins / Q000096:biosynthesis*; D000880:Anthraquinones / Q000032:analysis / Q000378:metabolism*; D001230:Aspergillus / Q000378:metabolism*; D055598:Chemical Phenomena; D002621:Chemistry; D002855:Chromatography, Thin Layer; D009682:Magnetic Resonance Spectroscopy; D009154:Mutation; D013057:Spectrum Analysis
D000348:Aflatoxins; D000880:Anthraquinones; C024820:averantin