Conversion of versiconal acetate to versiconal and versicolorin C in extracts from Aspergillus parasiticus.
The primary product of hydrolysis of versiconal acetate catalyzed by porcine liver esterase and the 35-70% ammonium sulfate fraction from a soluble extract from mycelia of Aspergillus parasiticus was versiconal. Versiconal was stable at neutral pH for several hours and was rapidly converted to versicolorin C by treatment with 0.4 M HCl. The addition of NADPH to the 35-70% ammonium sulfate fraction resulted in conversion of versiconal acetate to both versiconal and versicolorin C. The conversion of versiconal acetate to versicolorin C in the cell-free system is proposed to involve an esterase and an NADPH-dependent cyclase.
Anderson
J A
JA
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock 79409.
Chung
C H
CH
D000880:Anthraquinones / Q000378:metabolism*; D001230:Aspergillus / Q000201:enzymology / Q000378:metabolism*; D055598:Chemical Phenomena; D002621:Chemistry; D004950:Esterases / Q000378:metabolism; D006868:Hydrolysis; D009249:NADP / Q000378:metabolism; D010860:Pigments, Biological / Q000378:metabolism*
D000880:Anthraquinones; D010860:Pigments, Biological; C005888:versicolorins; D009249:NADP; C009653:versiconal; D004950:Esterases