Journal of Organic Chemistry p. 4424 - 4429 (1994)
Update date:2022-08-29
Topics:
Chatterjee, Moneesh
Townsend, Craig A.
The final steps in the biosynthesis of the potent environmental carcinogen aflatoxin B1 (8) are believed to involve the oxidative cleavage and rearrangement of O-methylsterigmatocystin (7) with loss of a C1-unit.The means by which this overall transformation occurs is not known and has been addressed using cell-free conversions of samples of radiolabeled 7 that were obtained by the incorporation of either <1-14C>- or <2-14C>acetate.The proportion of radioisotope detected in aflatoxin B1 relative to that of the C1-unit liberated (formaldehyde, formic acid, or carbon dioxide) was tested. <14C>Carbon dioxide alone was isolated in the proper stoichiometry to limit the possible mechanisms that can be acting at the conclusion of this biosynthetic pathway.
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