Cerulenin (Helicocerin, NSC 116069, 2,3-Epoxy-4-oxo-7,10-dodecadienamide)

Cerulenin is an epoxy fatty acid amide isolated from the fungus Cephalosporium caerulens and identified as an antifungal in the 1960s. Over the past 40 years cerulenin has found broad application in lipid biochemistry as an inhibitor fatty acid and sterol biosynthesis. Cerulenin binds to B-keto-acyl-ACP synthase blocking the interaction of malonyl CoA. Cerulenin is also an inhibitor of bacterial fatty acid synthesis acting on the FabH, FabB and FabF condensation enzymes. Cerulenin stimulates fatty acid oxidation and inhibits HMG-CoA synthetase activity.\n\nApperance: Off-white powder\n\nSolubility: Soluble in DMSO, methanol or ethanol. Slightly soluble in water. \n\nStorage and Stability:\nLyophilized powder may be stored at -20 degrees C. Stable for 12 months at -20 degrees C. Reconstitute with DMSO, methanol or ethanol. Aliquot and store at -20 degrees C. Reconstituted product is stable for 6 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

C2890

Size

5mg

Purity

~98%

References

1. Studies on cerulenin, III. Isolation and physico-chemical properties of cerulenin. Sano Y. et al., J. Antibiot. 1967, 200, 344. 2. Preparation of 13C and 3H-labelled cerulenin and biosynthesis with 13C NMR. Awaya J., J. Antibiot. 1975, 28, 824. 3. The antibiotic cerulenin, a novel tool for biochemistry as an inhibitor of fatty acid synthesis. Omura S., Bact. Rev. 1976, 40, 681. 4. Inhibition of the phosphatidylinositol 3-kinase/Akt pathway sensitizes MDA-MB468 human breast cancer cells to cerulenin-induced apoptosis. Liu X. et al., Mol Cancer Ther. 2006, 5, 494.