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Cycloheximide (CAS 66-81-9)

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Alternate Names:
Cycloheximide is also known as Naramycin A, Actidione, and 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide
Application:
Cycloheximide is a highly effective antibiotic. It inhibits the synthesis of proteins and macromolecules.
CAS Number:
66-81-9
Purity:
≥98%
Molecular Weight:
281.35
Molecular Formula:
C15H23NO4
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Cycloheximide is also known as Naramycin A, Actidione, and 3-[2-(3,5-Dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]glutarimide. It is a highly effective antibiotic with activity against mold, yeast, and phytopathogenic fungi, with lower activity against bacteria. Cyclohexmide has been reported to inhibit the synthesis of both proteins and macromolecules, as well as affect apoptosis in eukaryotes. Inhibition of protein synthesis is believed to be mediated through DNA translation arrest, as demonstrated in rat thymocytes. Although cycloheximide has been reported to induce apoptosis in various cells, it has also been shown to inhibit or delay induced apoptosis. These observations suggest that cycloheximide′s effect on apoptosis may not be solely through protein translation arrest and that other mechanisms may be involved. It has also been reported to inhibit FKBP12 (peptidylprolylisomerase hFKBP12, PPIase hFKBP12) via competitive inhibition.


Cycloheximide (CAS 66-81-9) References

  1. The Production, Assay, and Antibiotic Activity of Actidione, an Antiobiotic from Streptomyces griseus.  |  Whiffen, AJ. 1948. J Bacteriol. 56: 283-91. PMID: 16561572
  2. Notch-1 up-regulation and signaling following macrophage activation modulates gene expression patterns known to affect antigen-presenting capacity and cytotoxic activity.  |  Monsalve, E., et al. 2006. J Immunol. 176: 5362-73. PMID: 16622004
  3. Proteome analysis reveals an energy-dependent central process for Populus×canadensis seed germination.  |  Zhang, H., et al. 2017. J Plant Physiol. 213: 134-147. PMID: 28384531
  4. A novel mutation (c.121‑13T>A) in the polypyrimidine tract of the splice acceptor site of intron 2 causes exon 3 skipping in mitochondrial acetoacetyl-CoA thiolase gene.  |  Aoyama, Y., et al. 2017. Mol Med Rep. 15: 3879-3884. PMID: 28393214
  5. Nitric oxide-regulated proteolysis of human CYP2B6 via the ubiquitin-proteasome system.  |  Lee, CM., et al. 2017. Free Radic Biol Med. 108: 478-486. PMID: 28427998
  6. Use of Chemicals to Inhibit DNA Replication, Transcription, and Protein Synthesis to Study Zygotic Genome Activation.  |  Uh, K. and Lee, K. 2017. Methods Mol Biol. 1605: 191-205. PMID: 28456966
  7. Detection and Quantification of Nuclear Morphology Changes in Apoptotic Cells by Fluorescence Microscopy and Subsequent Analysis of Visualized Fluorescent Signals.  |  Mandelkow, R., et al. 2017. Anticancer Res. 37: 2239-2244. PMID: 28476788
  8. Cycloheximide promotes paraptosis induced by inhibition of cyclophilins in glioblastoma multiforme.  |  Wang, L., et al. 2017. Cell Death Dis. 8: e2807. PMID: 28518150
  9. CIP2A mediates fibronectin-induced bladder cancer cell proliferation by stabilizing β-catenin.  |  Gao, F., et al. 2017. J Exp Clin Cancer Res. 36: 70. PMID: 28521777
  10. TRPV4-dependent induction of a novel mammalian cold-inducible protein SRSF5 as well as CIRP and RBM3.  |  Fujita, T., et al. 2017. Sci Rep. 7: 2295. PMID: 28536481
  11. Stabilization of 4E-BP1 by PI3K kinase and its involvement in CHK2 phosphorylation in the cellular response to radiation.  |  Yu, ZJ., et al. 2017. Int J Med Sci. 14: 452-461. PMID: 28539821
  12. Tumor Necrosis Factor-α Induced Apoptosis in U937 Cells Promotes Cathepsin D-Independent Stefin B Degradation.  |  Bidovec, K., et al. 2017. J Cell Biochem. 118: 4813-4820. PMID: 28543404
  13. Effects of meiotic inhibitors and gonadotrophins on porcine oocytes in vitro maturation, fertilization and development.  |  Gil, MA., et al. 2017. Reprod Domest Anim. 52: 873-880. PMID: 28543962
  14. Adenylyl cyclase mRNA localizes to the posterior of polarized DICTYOSTELIUM cells during chemotaxis.  |  Das, S., et al. 2017. BMC Cell Biol. 18: 23. PMID: 28545392
  15. Cellular conditions that modulate the fungicidal activity of occidiofungin.  |  Robinson, CA., et al. 2017. J Appl Microbiol. 123: 380-391. PMID: 28556561
  16. Regulation of bcl-2, bcl-XL and bax in the control of apoptosis by hematopoietic cytokines and dexamethasone.  |  Lotem, J. and Sachs, L. 1995. Cell Growth Differ. 6: 647-53. PMID: 7669718
  17. A novel protein expressed in mammalian cells undergoing apoptosis.  |  Grand, RJ., et al. 1995. Exp Cell Res. 218: 439-51. PMID: 7796880
  18. Reevaluation of the role of de novo protein synthesis in rat thymocyte apoptosis.  |  Chow, SC., et al. 1995. Exp Cell Res. 216: 149-59. PMID: 7813615

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cycloheximide, 100 mg

sc-3508B
100 mg
$40.00

Cycloheximide, 1 g

sc-3508
1 g
$82.00

Cycloheximide, 5 g

sc-3508A
5 g
$256.00

How can I inactivate CHX? By autoklaving?

Asked by: anai19
Thank you for your question. Cycloheximide can be inactivated at room temperature in an alkaline solution.
Answered by: Tech Support Europe
Date published: 2019-11-08

Is the material synthetic?

Asked by: chemsd02
Thank you for your question. sc-3508 (Cycloheximide, CAS 66-81-9) is not 100% synthetic. It's semi-fermented and semi-synthetic.
Answered by: Chemical Support 10
Date published: 2017-03-09

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-3508, is provided as a white to off-white crystalline powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-17

What is the solubility of this product in DMSO?

Asked by: hawkeye11
Thank you for you question. Cycloheximide, sc-3508, is soluble in DMSO at 32mg/mL.
Answered by: TechService7
Date published: 2022-10-13

What is the country of origin of this compound?

Asked by: two2igm05
Thank you for your question. This particular chemical is from China. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2018-11-02
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Rated 4 out of 5 by from ¡Todo bien!El producto llega tal y como aparece en las especificaciones :)
Date published: 2022-02-15
Rated 5 out of 5 by from Good qualityThis Cycloheximide gave us very consistent results in the past several years. Good quality.
Date published: 2017-10-09
Rated 5 out of 5 by from Saw good results in our experimentsSaw good results in our experiments.
Date published: 2015-05-19
Rated 5 out of 5 by from Worked well in our experimentsWorked well in our experiments, buy it routinely.
Date published: 2015-04-21
Rated 5 out of 5 by from Tang etTang et. al. (PubMed ID 10066786) used cycloheximide to study the molecular mechanism behind CHX-induced cell death. -SCBT Publication Review
Date published: 2015-02-08
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Cycloheximide is rated 4.8 out of 5 by 5.
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