SYM2081
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 532799

CAS#: 31137-74-3

Description: SYM2081 is a 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. SYM2081 also selectively inhibits the cloned excitatory amino acid transporter EAAT2 at higher concentrations.


Chemical Structure

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SYM2081
CAS# 31137-74-3

Theoretical Analysis

MedKoo Cat#: 532799
Name: SYM2081
CAS#: 31137-74-3
Chemical Formula: C6H11NO4
Exact Mass: 161.0688
Molecular Weight: 161.16
Elemental Analysis: C, 44.72; H, 6.88; N, 8.69; O, 39.71

Price and Availability

Size Price Availability Quantity
10.0mg USD 450.0 2 Weeks
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Synonym: SYM2081; SYM-2081; SYM 2081; (2S,4R)-Me-Glu.

IUPAC/Chemical Name: (2S,4R)-4-Methylglutamic acid

InChi Key: KRKRAOXTGDJWNI-DMTCNVIQSA-N

InChi Code: InChI=1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,4+/m1/s1

SMILES Code: N[C@@H](C[C@@H](C)C(O)=O)C(O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

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

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Møllerud S, Kastrup JS, Pickering DS. A pharmacological profile of the high-affinity GluK5 kainate receptor. Eur J Pharmacol. 2016 Oct 5;788:315-20. doi: 10.1016/j.ejphar.2016.06.049. Epub 2016 Jun 29. PubMed PMID: 27373850.

2: Rasmussen JL, Storgaard M, Pickering DS, Bunch L. Rational design, synthesis and pharmacological evaluation of the (2R)- and (2S)-stereoisomers of 3-(2-carboxypyrrolidinyl)-2-methyl acetic acid as ligands for the ionotropic glutamate receptors. ChemMedChem. 2011 Mar 7;6(3):498-504. doi: 10.1002/cmdc.201000543. Epub 2011 Jan 25. PubMed PMID: 21268287.

3: Erreger K, Geballe MT, Kristensen A, Chen PE, Hansen KB, Lee CJ, Yuan H, Le P, Lyuboslavsky PN, Micale N, Jørgensen L, Clausen RP, Wyllie DJ, Snyder JP, Traynelis SF. Subunit-specific agonist activity at NR2A-, NR2B-, NR2C-, and NR2D-containing N-methyl-D-aspartate glutamate receptors. Mol Pharmacol. 2007 Oct;72(4):907-20. Epub 2007 Jul 10. PubMed PMID: 17622578.

4: Lalo U, Verkhratsky A, Pankratov Y. Ivermectin potentiates ATP-induced ion currents in cortical neurones: evidence for functional expression of P2X4 receptors? Neurosci Lett. 2007 Jun 27;421(2):158-62. Epub 2007 May 31. PubMed PMID: 17566648.

5: Stoffel W, Körner R, Wachtmann D, Keller BU. Functional analysis of glutamate transporters in excitatory synaptic transmission of GLAST1 and GLAST1/EAAC1 deficient mice. Brain Res Mol Brain Res. 2004 Sep 28;128(2):170-81. PubMed PMID: 15363892.

6: Mascias P, Scheede M, Bloms-Funke P, Chizh B. Modulation of spinal nociception by GluR5 kainate receptor ligands in acute and hyperalgesic states and the role of gabaergic mechanisms. Neuropharmacology. 2002 Sep;43(3):327-39. PubMed PMID: 12243762.

7: Schmitz D, Mellor J, Frerking M, Nicoll RA. Presynaptic kainate receptors at hippocampal mossy fiber synapses. Proc Natl Acad Sci U S A. 2001 Sep 25;98(20):11003-8. Review. PubMed PMID: 11572960; PubMed Central PMCID: PMC58674.

8: Bleakman D, Ogden AM, Ornstein PL, Hoo K. Pharmacological characterization of a GluR6 kainate receptor in cultured hippocampal neurons. Eur J Pharmacol. 1999 Aug 13;378(3):331-7. PubMed PMID: 10493110.

9: Carver JM, Mansson PE, Cortes-Burgos L, Shu J, Zhou LM, Howe JR, Giordano T. Cytotoxic effects of kainate ligands on HEK cell lines expressing recombinant kainate receptors. Brain Res. 1996 May 13;720(1-2):69-74. PubMed PMID: 8782898.

SYM2081

10.0mg / USD 450.0