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> Sterigmatocystin [10048-13-2]

Sterigmatocystin [10048-13-2]

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Référence S7973-49-5mg

Conditionnement : 5mg

Marque : US Biological

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S7973-49 Sterigmatocystin

Grade
Highly Purified
Shipping Temp
Blue Ice
Storage Temp
-20°C

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 be an inhibitor of acyl-CoA:cholesterol acyltransferase (ACAT) with selectivity for the ACAT2 isoenzyme.

Source:
Aspergillus sp. (strain WDMH51).

Synonyms:
(3aR,12cS)-3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one; 3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one; (3aR-cis)-3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furo[3',2':4,5]furo[2,3-c]xanthen-7-one; NSC 201423; NSC 204985; Sterigmatocystine

CAS No:
10048-13-2

Molecular Formula:
C18H12O6

Molecular Weight:
324.3

Purity:
≥98% (HPLC

Appearance:
Pale yellow powder

Solubility:
Soluble in DMSO, ethanol, methanol, pyridine or acetone.

Method of Determining identity:
1H-NMR Spectometry

Storage and Stability:
Lyophilized and reconstituted products are stable for 6 months after receipt at -20°C. Reconstitute with sterile buffer. Aliquot to avoid repeated freezing and thawing. Store at -20°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.

Applications
Important Note: This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological. ||Toxicity and Hazards: All products should be handled by qualified personnel only, trained in laboratory procedures.
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.