Cycloheximide

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Cat.No. 0970 - Cycloheximide | C15H23NO4 | CAS No. 66-81-9
Description: Inhibitor of protein synthesis
Chemical Name: 4-[2-(3,5-Dimethyl-2-oxo-cyclohexyl)-2-hydroxyethyl]-2,6-piperidinedione
Purity: ≥97% (HPLC)
Datasheet
Citations (18)
Reviews (2)
Literature (1)

Biological 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. Competitively inhibits the PPIase hFKBP12 (Ki = 3.4 μM). Also inhibits ferroptosis. Antifungal antibiotic. Exhibits anti-MERS-CoV activity in Vero cells in vitro (IC50 = 0.16 μM).

Technical Data

M. Wt 281.35
Formula C15H23NO4
Storage Desiccate at RT
Purity ≥97% (HPLC)
CAS Number 66-81-9
PubChem ID 6197
InChI Key YPHMISFOHDHNIV-FSZOTQKASA-N
Smiles O=C(N1)CC(C[C@@H](O)[C@]2([H])C[C@@H](C)C[C@H](C)C2=O)CC1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 50
water 25

Preparing Stock Solutions

The following data is based on the product molecular weight 281.35. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 7.11 mL 35.54 mL 71.09 mL
2.5 mM 1.42 mL 7.11 mL 14.22 mL
5 mM 0.71 mL 3.55 mL 7.11 mL
25 mM 0.14 mL 0.71 mL 1.42 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Christner et al (1999) Synthesis and cytotoxic evaluation of cycloheximide derivatives as potential inhibitors of FKBP12 with neuroregenerative properties. J.Med.Chem. 42 3615 PMID: 10479292

Obrig et al (1971) The mechanism by which cycloheximide and related glutarimide antibiotics inhibit peptide synthesis on reticulocyte ribosomes. J.Biol.Chem. 246 174 PMID: 5541758

Tang et al (1999) Cycloheximide-induced T-cell death is mediated by a Fas-associated death domain-dependent mechanism. J.Biol.Chem. 274 7245 PMID: 10066786

Xie et al (2016) Ferroptosis: process and function. Cell.Death.Differ. 23 369 PMID: 26794443

Ko et al (2020) Screening of FDA-approved drugs using a MERS-CoV clinical isolate from South Korea identifies potential therapeutic options for COVID-19. BioRxiv - Paper not yet peer reviewed

Sawicki and Sawicki et al (1986) Coronavirus minus-strand RNA synthesis and effect of cycloheximide on coronavirus RNA synthesis. J.Virol. 57 328 PMID: 2867230


If you know of a relevant reference for Cycloheximide, please let us know.

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View all DNA, RNA and Protein Synthesis Inhibitors

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⚠ WARNING: This product can expose you to chemicals including Cycloheximide, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov

18 Citations for Cycloheximide

Citations are publications that use Tocris products. Selected citations for Cycloheximide include:

Chan et al (2007) Heat shock protein 60 or 70 activates nitric-oxide synthase (NOS) I- and inhibits NOS II-associated signaling and depresses the mitochondrial apoptotic cascade during brain stem death. J Neurosci 282 4585 PMID: 17150954

Wu and Tasker (2017) Nongenomic Glucocorticoid Suppression of a Postsynaptic Potassium Current via Emergent Autocrine Endocannabinoid Signaling in Hypothalamic Neuroendocrine Cells following Chronic Dehydration. Eneuro 4 PMID: 28966975

Bhatnagar et al (2014) Phosphorylation and degradation of tomosyn-2 de-represses Ins secretion. J Biol Chem 289 25276 PMID: 25002582

Wang et al (2014) A molecular brake controls the magnitude of long-term potentiation. Nat Commun 5 3051 PMID: 24394804

Wiedermann et al (2015) A balance of positive and negative regulators determines the pace of the segmentation clock. Elife 4 PMID: 26357015

Bernard et al (2013) Phosphorylation of FMRP and alterations of FMRP complex underlie enhanced mLTD in adult rats triggered by early life seizures. J Appl Physiol (1985) 59 42736 PMID: 23831253

Pont et al (2012) Oxytocin-stimulated NFAT transcriptional activation in human myometrial cells. Mol.Endocrinol. 26 1743 PMID: 22902539

Huang et al (2010) Pharmacological and genetic accumulation of hypoxia-inducible factor-1alpha enhances excitatory synaptic transmission in hippocampal neurons through the production of vascular endothelial growth factor. J Neurosci 30 6080 PMID: 20427666

Zhang et al (2018) Rhomboid domain-containing protein 1 promotes breast cancer progression by regulating the p-Akt and CDK2 levels. Cell Commun Signal 16 65 PMID: 30286765

Gupta et al (2014) Opioid receptor function is regulated by post-endocytic peptide processing. J Biol Chem 289 19613 PMID: 24847082

Zhao et al (2011) Dual regulation of fragile X mental retardation protein by group I metabotropic glutamate receptors controls translation-dependent epileptogenesis in the hippocampus. J Neurosci 31 725 PMID: 21228181

Wong et al (2009) Cyclooxygenase-2-derived prostaglandin F2alpha mediates endothelium-dependent contractions in the aortae of hamsters with increased impact during aging. Circ Res 104 228 PMID: 19096033

Paul et al (2018) Staufen1 links RNA stress granules and autophagy in a model of neurodegeneration. Nat Commun 9 3648 PMID: 30194296

Di et al (2016) Acute Stress Suppresses Synaptic Inhibition and Increases Anxiety via Endocannabinoid Release in the Basolateral Amygdala. J.Neurosci. 36 8461 PMID: 27511017

Ramiro-Cortés (2013) Long lasting protein synthesis- and activity-dependent spine shrinkage and elimination after synaptic depression. PLoS One 8 e71155 PMID: 23951097

Argadine et al (2009) The effect of denervation on protein synthesis and degradation in adult rat diaphragm muscle. J Neurosci 107 438 PMID: 19520837

Briz et al (2015) Activity-dependent rapid local RhoA synthesis is required for hippocampal synaptic plasticity. Neurobiol Dis 35 2269 PMID: 25653381

Paige et al (2019) AMPK activation regulates P-body dynamics in mouse sensory neurons in vitro and in vivo. Neurobiol Pain 5 PMID: 31080914


Do you know of a great paper that uses Cycloheximide from Tocris? Please let us know.

Reviews for Cycloheximide

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complete inhibition of protein synthesis.
By Paramananda Saikia on 01/11/2018
Assay Type: In Vitro
Species: Mouse
Cell Line/Tissue: AML12

20 microgram/ml for 5 hours

required dilution made fresh.


protein synthesis inhibitor.
By Winnie Hui on 01/04/2018
Species: Human

Product is easy to resuspend and works well with experiments


Literature in this Area

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