SKU: Z006  / 
    CAS Number: 142561-96-4

    Zaragozic Acid A

    $28,681.00 - $123,822.80

    Zaragozic Acid A is the major metabolite of a class of unusual bicyclic tricarboxylic acids, produced by a number of fungi in the genera Curvularia, Exserohilum, Setosphaeria and others, discovered at Merck and Glaxo in the early 1990s. Zaragozic Acid A is presented as the free acid rather than the tri-sodium salt to avoid stability problems associated with hydrolysis of the salt.

    Zaragozic acids are natural products, the first ones being characterized were Zaragozic Acid A, B and C from fungal cultures of an unidentified culture, Sporormiella intermedia, and Leptodontium elatius respectively.  

    The Zaragozic acids are characterized by a novel 2,8-dioxobicyclo[3.2.1]octane-4,6,7- trihydroxyl-3,4,5-tricarboxylic acid core and differ from each other in the structures of the 6-acyl and 1-alkyl side chains.


    Zaragozic Acid A is soluble in ethanol, methanol, DMF and DMSO.  It has moderate water solubility.

    Mechanism of Action Zaragozic Acid A is an inhibitor of squalene synthase, an enzyme involved in sterol biosynthesis.  Squalene synthase is the first enzyme involved in sterol synthesis, catalyzing the reductive condensation of farnesyl pyrophosphate to form squalene.
    Eukaryotic Cell Culture Applications Zaragozic acids inhibited cholesterol synthesis in Hep G2 cells.
    References

    Bergstrom J.D. et al (1993)  The Zaragozic acids. A family of fungal metabolites that are picomolar competitive inhibitors of squalene synthase. Proc. Nat. Acad. Sci. 90(1):80-84

    Bills GF (1994)  Distribution of Zaragozic acids (squalestatins) among filamentous ascomycetes.  Mycol. Res. 98:733-739

    Nadin A and Nicolaou KC (1996)  Chemistry and biology of the Zaragozic Acids (Squalestatins).  Journal # 35 (15):1622-1656