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Submit ReviewCycloheximide
Description: Inhibitor of protein synthesis
Chemical Name: 4-[2-(3,5-Dimethyl-2-oxo-cyclohexyl)-2-hydroxyethyl]-2,6-piperidinedione
Purity: ≥97% (HPLC)
Biological Activity for Cycloheximide
Cycloheximide is a 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 for Cycloheximide
| 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 for Cycloheximide
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 14.07 | 50 | |
| water | 7.03 | 25 |
Preparing Stock Solutions for Cycloheximide
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.
| 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 for Cycloheximide
References for Cycloheximide
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 (2021) Screening of FDA-approved drugs using a MERS-CoV clinical isolate from South Korea identifies potential therapeutic options for COVID-19. Viruses 13 PMID: 33918958
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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⚠ 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:
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
Gupta et al (2014) Opioid receptor function is regulated by post-endocytic peptide processing. J Biol Chem 289 19613 PMID: 24847082
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
Pont et al (2012) Oxytocin-stimulated NFAT transcriptional activation in human myometrial cells. Mol.Endocrinol. 26 1743 PMID: 22902539
Wiedermann et al (2015) A balance of positive and negative regulators determines the pace of the segmentation clock. Elife 4 PMID: 26357015
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
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
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
Argadine et al (2009) The effect of denervation on protein synthesis and degradation in adult rat diaphragm muscle. J Neurosci 107 438 PMID: 19520837
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
Paige et al (2019) AMPK activation regulates P-body dynamics in mouse sensory neurons in vitro and in vivo. Neurobiol Pain 5 PMID: 31080914
Briz et al (2015) Activity-dependent rapid local RhoA synthesis is required for hippocampal synaptic plasticity. Neurobiol Dis 35 2269 PMID: 25653381
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
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
Do you know of a great paper that uses Cycloheximide from Tocris? Please let us know.
Reviews for Cycloheximide
Average Rating: 5 (Based on 3 Reviews.)
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CHX.
By
P Kumar on 05/28/2021
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: H9C2
Treated H9C2 to inhibit protein translation.
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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