Anisomycin

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Cat.No. 1290 - Anisomycin | C14H19NO4 | CAS No. 22862-76-6
Description: JNK, SAPK and p38 activator
Chemical Name: (2R,3S,4S)-2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate
Purity: ≥98% (HPLC)
Datasheet
Citations (21)
Reviews (1)
Literature (4)
Pathways (1)

Biological Activity

Protein synthesis inhibitor (blocks translation). Potent activator of stress-activated protein kinases (JNK/SAPK) and p38 MAP kinase. Acts as a potent signaling agonist to selectively elicit homologous desensitization of immediate early gene induction (c-fos, fosB, c-jun, junB and junD).

Technical Data

M. Wt 265.31
Formula C14H19NO4
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 22862-76-6
PubChem ID 253602
InChI Key YKJYKKNCCRKFSL-RDBSUJKOSA-N
Smiles O[C@H]1CN[C@H](CC2=CC=C(OC)C=C2)[C@@H]1OC(C)=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 13.27 50
DMSO 26.53 100

Preparing Stock Solutions

The following data is based on the product molecular weight 265.31. 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
1 mM 3.77 mL 18.85 mL 37.69 mL
5 mM 0.75 mL 3.77 mL 7.54 mL
10 mM 0.38 mL 1.88 mL 3.77 mL
50 mM 0.08 mL 0.38 mL 0.75 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.

Cano et al (1994) Anisomycin-activated protein kinases p45 and p55 but not mitogen-activated protein kinases ERK-1 and -2 are implicated in the induction of c-fos and c-jun. Mol.Cell.Biol. 14 7352 PMID: 7935449

Croons et al (2009) The protein synthesis inhibitor anisomycin induces macrophage apoptosis in rabbit atherosclerotic plaques through p38 mitogen-activated protein kinase. J.Pharmacol.Exp.Ther. 329 856 PMID: 19286921

Hazzalin et al (1998) Anisomycin selectively desensitizes signalling components involved in stress kinase activation and fos and jun induction. Mol.Cell.Biol. 18 1844 PMID: 9528756

Kyriakis et al (1994) The stress-activated protein kinase subfamily of c-Jun kinases. Nature 369 156 PMID: 8177321

Sanchez et al (1994) Role of SAPK/ERK kinase-1 in the stress-activated pathway regulating transcription factor c-Jun. Nature 372 794 PMID: 7997269


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

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21 Citations for Anisomycin

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

Zhao et al (2015) Extracellular glutamate exposure facilitates group I mGluR-mediated epileptogenesis in the hippocampus. Neurobiol Dis 35 308 PMID: 25568123

Liu et al (2013) Long-term potentiation of synaptic transmission in the adult mouse insular cortex: multielectrode array recordings. J Neurophysiol 110 505 PMID: 23636718

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

Fortin et al (2012) Brain-derived neurotrophic factor activation of CaM-kinase kinase via transient receptor potential canonical channels induces the translation and synaptic incorporation of GluA1-containing calcium-permeable AMPA receptors. J Neurosci 32 8127 PMID: 22699894

Fuortes et al (2010) Distinctions between persistent and reversible group I mGluR-induced epileptiform burst prolongation. Epilepsia 51 1633 PMID: 20659148

Beckelman et al (2019) Genetic reduction of eEF2 kinase alleviates pathophysiology in Alzheimer's disease model mice. J Clin Invest 129 820 PMID: 30667373

Li (2017) Metaplasticity mechanisms restore plasticity and associativity in an animal model of Alzheimer's disease. Proc Natl Acad Sci U.S.A. 114 5527 PMID: 28484012

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

Dieck et al (2012) Metabolic labeling with noncanonical amino acids and visualization by chemoselective fluorescent tagging. Curr Protoc Cell Biol Chapter 7 Unit7.11 PMID: 22968844

Gouet et al (2012) On the mechanism of synaptic depression induced by CaMKIIN, an endogenous inhibitor of CaMKII. PLoS One 7 e49293 PMID: 23145145

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

Zhong et al (2009) BC1 regulation of metabotropic glutamate receptor-mediated neuronal excitability. J Neurosci 29 9977 PMID: 19675232

Ma et al (2013) Suppression of eIF2α kinases alleviates Alzheimer's disease-related plasticity and memory deficits. Nat Neurosci 16 1299 PMID: 23933749

Dieck et al (2015) Direct visualization of newly synthesized target proteins in situ. Nat Methods 12 411 PMID: 25775042

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

Hays et al (2011) Altered neocortical rhythmic activity states in Fmr1 KO mice are due to enhanced mGluR5 signaling and involve changes in excitatory circuitry. J Neurosci 31 14223 PMID: 21976507

Wang et al (2014) SynGAP regulates protein synthesis and homeostatic synaptic plasticity in developing cortical networks. PLoS One 8 e83941 PMID: 24391850

Basu et al (2014) Suppression of MAPK/JNK-MTORC1 signaling leads to premature loss of organelles and nuclei by autophagy during terminal differentiation of lens fiber cells. Autophagy 10 1193 PMID: 24813396

Kim et al (2018) Enhanced Glycolysis Supports Cell Survival in EGFR-Mutant Lung Adenocarcinoma by Inhibiting Autophagy-Mediated EGFR Degradation. Cancer Res 78 4482 PMID: 29945964

Valentine et al (2014) Small molecule screen yields inhibitors of Pseudomonas homoserine lactone-induced host responses. Cell Microbiol 16 1 PMID: 23910799

Dobrikov et al (2014) Mitotic phosphorylation of eukaryotic initiation factor 4G1 (eIF4G1) at Ser1232 by Cdk1:cyclin B inhibits eIF4A helicase complex binding with RNA. Mol Cell Biol 34 439 PMID: 24248602


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Reviews for Anisomycin

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Increase p38 MAPK activity.
By Anonymous on 11/02/2017
Assay Type: In Vitro
Species: Rat

We use anisomycin to increrase p38 MAPK activity, though it can also be used to block protein synthesis.


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Pathways for Anisomycin

MAPK

MAPK Signaling Pathway

The mitogen-activated protein kinase pathway evokes an intracellular signaling cascade in response to extracellular stimuli such as heat and stress. It can influence cell division, metabolism and survival.