SYM 2081

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Cat.No. 0903 - SYM 2081 | C6H11NO4 | CAS No. 31137-74-3
Description: Highly selective kainate agonist
Chemical Name: (2S,4R)-4-Methylglutamic acid
Purity: ≥97% (HPLC)
Datasheet
Citations (5)
Reviews
Literature

Biological Activity

Potent and highly selective kainate receptor agonist, with an IC50 for inhibition of [3H]-kainate binding of 35 nM and almost 3,000- and 200-fold selectivity for kainate receptors over AMPA and NMDA receptors respectively. Also selectively inhibits the cloned excitatory amino acid transporter EAAT2 at higher concentrations. Also available as part of the Excitatory Amino Acid Transporter Inhibitor Tocriset™ and Kainate Receptor Tocriset™.

Licensing Information

Sold with the permission of Annovis Inc.

Technical Data

M. Wt 161.16
Formula C6H11NO4
Storage Store at RT
Purity ≥97% (HPLC)
CAS Number 31137-74-3
PubChem ID 95883
InChI Key KRKRAOXTGDJWNI-DMTCNVIQSA-N
Smiles [H][C@@](N)(C(O)=O)C[C@]([H])([C@](O)=O)C

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
water 8.06 50

Preparing Stock Solutions

The following data is based on the product molecular weight 161.16. 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 6.21 mL 31.03 mL 62.05 mL
5 mM 1.24 mL 6.21 mL 12.41 mL
10 mM 0.62 mL 3.1 mL 6.21 mL
50 mM 0.12 mL 0.62 mL 1.24 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 biological activity of the product.

Donevan et al (1998) The methylglutamate, SYM 2081, is a potent and highly selective agonist at kainate receptors. J.Pharmacol.Exp.Ther. 285 539 PMID: 9580595

Jones et al (1997) Desensitization of kainate receptors by kainate, glutamate and diastereomers of 4-methylglutamate. Neuropharmacology 36 853 PMID: 9225313

Savidge et al (1999) Characterisation of kainate receptor mediated whole-cell currents in rat cultured cerebellar granule cells. Neuropharmacology 38 375 PMID: 10219975

Zhou et al (1997) (2S,4R)-4-Methylglutamic acid (SYM 2081): a selective, high affinity ligand for kainate receptors. J.Pharmacol.Exp.Ther. 280 422 PMID: 8996224


If you know of a relevant reference for SYM 2081, please let us know.

View Related Products by Product Action

View all Kainate Receptor Agonists

Keywords: SYM 2081, SYM 2081 supplier, inhibitors, inhibits, EAAT2, kainate, receptors, agonist, selective, EAAT, Excitatory, Amino, Acid, Transporters, GLT-1, Glutamate, Monoamine, Neurotransmitter, iGluR, Ionotropic, SYM2081, Kainate, Receptors, 0903, Tocris Bioscience

5 Citations for SYM 2081

Citations are publications that use Tocris products. Selected citations for SYM 2081 include:

Vielma et al (2014) Nitric oxide modulates the temporal properties of the glutamate response in type 4 OFF bipolar cells. PLoS One 9 e114330 PMID: 25463389

Rojas et al (2013) Activation of group I metabotropic glutamate receptors potentiates heteromeric kainate receptors. Mol Pharmacol 83 106 PMID: 23066089

Gangadharan et al (2011) Peripheral calcium-permeable AMPA receptors regulate chronic inflammatory pain in mice. J Clin Invest 121 1608 PMID: 21383497

Santos et al (2009) Transmission efficacy and plasticity in glutamatergic synapses formed by excitatory interneurons of the substantia gelatinosa in the rat spinal cord. PLoS One 4 e8047 PMID: 19956641

Yoshii et al (2013) A Myosin Va mutant mouse with disruptions in glutamate synaptic development and mature plasticity in visual cortex. Addict Biol 33 8472 PMID: 23658184


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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.


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