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 (11)
Literature
Pathways

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 Desiccate 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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 26.53 100
ethanol 13.27 50

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 solvent 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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Safety Datasheet

References

References are publications that support the products' biological activity.

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.

View Related Products by Product Action

View all JNK/c-Jun Activators

Keywords: Protein synthesis inhibitors inhibits blocks blocker translation activates Activator JNK stress-activated SAPK p38 MAP protein kinases MAPK Signaling Signalling c-Jun N-Terminal Kinase Mitogen-Activated antibiotics JNK/c-jun

11 Citations for Anisomycin

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

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

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

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

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

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

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

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

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

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

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


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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.

Protocols

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