Sterigmatocystin

Sterigmatocystin is a xanthone isolated by a number of groups in the 1950s as a mycotoxin produced by several species of Aspergillus associated with food and grain contamination. Sterigmatocystin is structurally related to the aflatoxins and while it is considered to be mutagenic, teratogenic and carcinogenic, it is less widespread and potent than the aflatoxins. Sterigmatocystin in the presence of microsomes covalently binds to DNA. It uncouples oxidative phosphorylation but, unlike the aflatoxins, does not induce mitochondrial swelling or hinder Ca2+-induced swelling of mitochondria. More recently, sterigmatocystin has been shown to \nbe an inhibitor of acyl-CoA:cholesterol acyltransferase (ACAT) with selectivity for the ACAT2 isoenzyme.\n\nSource: Aspergillus versicolor MST-FP2032\n\nApperance: Pale yellow solid\n\nSolubility: Soluble in DMF or DMSO. Sparingly soluble in methanol and ethanol with only limited water solubility. \n\nStorage and Stability:\nMay be stored at 4 degrees C for short-term only. For long-term storage store at -20 degrees C. Aliquots are stable for at least 12 months at -20 degrees C. For maximum recovery of product, centrifuge the original vial after thawing and prior to removing the cap. Further dilutions can be made in assay buffer.

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SPECIFICATIONS

Catalog Number

S7973-49

Size

1mg

Purity

~95%

References

1. Studies in the biochemistry of micro-organisms. 99. Metabolic products of Aspergillus versicolor (Vuillemin) Tiraboschi. Birkinshaw J.H. & Hammady I.M.M., Biochem. J. 1957, 65, 162. 2. Sterigmatocystin-DNA interactions: Identification of a major adduct formed after metabolic activation in vitro. Essigmann J.M., Proc. Nat. Acad. Sci. USA 1979, 76, 179. 3. Inhibitory effect of sterigmatocystin and 5,6-dimethoxysterigmatocystin on ATP synthesis in mitochondria. Kawai K. et al., Appl. Environ. Microbiol. 1984, 48, 1001. 4. Selective inhibition of acyl-CoA:cholesterol acyltransferase 2 isozyme by flavasperone and sterigmatocystin from Aspergillus species. Sakai K.J., Antibiot. 2008, 61, 568.