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 (10)
Literature

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). Antifungal antibiotic.

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 50 mM in ethanol and to 25 mM in water

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 solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.55 mL 17.77 mL 35.54 mL
5 mM 0.71 mL 3.55 mL 7.11 mL
10 mM 0.36 mL 1.78 mL 3.55 mL
50 mM 0.07 mL 0.36 mL 0.71 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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

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Keywords: Cycloheximide, supplier, inhibitors, inhibits, protein, synthesis, Antifungal, antibiotics, DNA,, RNA, and, Protein, Synthesis, Antibiotics, Ferroptosis, DNA,, RNA, and, Protein, Synthesis, Tocris Bioscience

10 Citations for Cycloheximide

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

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

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

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

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

Bhatnagar et al (2014) Phosphorylation and degradation of tomosyn-2 de-represses insulin 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

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

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

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


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