Cycloheximide

Catalog #:

IN0039

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IN0039-250mg

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Synonyms: Cycloheximide, Actidione, Neocycloheximide

IUPAC Name:

4-[2-(3,5-Dimethyl-2-oxo-cyclohexyl )-2-hydroxyethyl]-2,6-piperidinedione

Functional Activity:

Selective inhibitor of eukaryotic (over prokaryotic) protein synthesis, blocking tRNA binding and release from ribosomes. Induces apoptosis in a variety of transformed and normal cell lines, including T-cells. It inhibits the protein synthesis (DNA-dependent RNA) of saprobic fungi eukaryotes by binding with the 80S ribosome, while inactive against dermatophytes and systemic fungi. Competitively inhibits the PPIase hFKBP12 (Ki = 3.4 μM). It is used in the selection of wild type genes. It is also used as a plant growth regulator to stimulate ethylene production. It is used as a rodenticide and other animal pesticide. It can be used as a media to detect to unwanted bacteria by suppressing yeasts and molds in beer fermentation. Some products such as nisin have this effective function as a preservative for food and beverage.

Technical Data:

M.Wt: 281.35

Formula: C₁₅H₂₃ NO₄

Solubility: Soluble to 50 mM in ethanol and to 25 mM in water

Purity: >97%

Storage: Dessicate at 2-8 degree C

CAS No.: 66-81-9

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References for Cycloheximide:

1. Guo, H. F., Li, Y. H., Yi, H., Zhang, T., Wang, S. Q., Tao, P. Z., and Li, Z. R. Synthesis, structures and anti-HBV activities of derivatives of the glutarimide antibiotic cycloheximide. J Antibiot (Tokyo), 62: 639-642, 2009.

2. Saito, K., Matsunaga, H., Ohmura, A., Takekuma, M., Matsuki, Y., and Nakazawa, H. Highly sensitive reporter gene assay for dioxins in human plasma by using cycloheximide as an enhancer substance. Anal Sci, 25: 1029-1032, 2009.

3. Gordon, R. Y., Mugantseva, E. A., Khutzian, S. S., and Podolski, I. Y. Cycloheximide-induced inhibition of protein synthesis in hippocampal pyramidal neurons is time-dependent: differences between CA1 and CA3 areas. Neurosci Lett, 461: 249-251, 2009.

4. Donovan, M. J., Maciuba, B. Z., Mahan, C. E., and McDowell, M. A. Leishmania infection inhibits cycloheximide-induced macrophage apoptosis in a strain-dependent manner. Exp Parasitol, 123: 58-64, 2009.

5. Kumagai, K., Ito, K., Ando, Y., Hakamata, S., Teranishi, M., Nakayama, H., and Manabe, S. Neutralization of IL-10 exacerbates cycloheximide-induced hepatocellular apoptosis and necrosis. Toxicol Pathol, 37: 536-546, 2009.

6. Satsu, H., Hyun, J. S., Shin, H. S., and Shimizu, M. Cycloheximide treatment induces the uptake of neutral and dibasic amino acids via the activation of system b(0,+) in human intestinal Caco-2 cells. J Nutr Sci Vitaminol (Tokyo), 55: 44-51, 2009.

7. Lagasse, F., Devaud, J. M., and Mery, F. A switch from cycloheximide-resistant consolidated memory to cycloheximide-sensitive reconsolidation and extinction in Drosophila. J Neurosci, 29: 2225-2230, 2009.

8. Abe, F. and Hiraki, T. Mechanistic role of ergosterol in membrane rigidity and cycloheximide resistance in Saccharomyces cerevisiae. Biochim Biophys Acta, 1788: 743-752, 2009.

Certificate of Analysis/MSDS is available upon request with lot number