(2S,4R)-4-Methylglutamic Acid (CAS 31137-74-3)
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(2S,4R)-4-Methylglutamic Acid belongs to the class of amino acids and exhibits unique structural and functional properties. (2S,4R)-4-Methylglutamic Acid is characterized by its specific stereochemistry, denoted by the designation (2S,4R), which indicates the configuration of the molecule′s chiral centers. It is a derivative of glutamic acid, an essential amino acid with vital roles in protein synthesis and neurotransmitter function. (2S,4R)-4-Methylglutamic Acid is a highly selective and potent agonist for kainate receptors. (2S,4R)-4-Methylglutamic Acid also selectively inhibits the cloned excitatory amino acid transporter EAAT2 at higher concentrations. With its distinctive molecular structure, (2S,4R)-4-Methylglutamic Acid offers potential applications in various scientific fields, including medicinal chemistry, biochemistry, and pharmacology. Researchers explore its properties to study structure-activity relationships, develop pharmaceutical agents, and investigate its interactions with biological systems.
(2S,4R)-4-Methylglutamic Acid (CAS 31137-74-3) References
- Neuroprotective Effects of SYM 2081, Targeting Kainate Receptors in the Neonatal Hypoxic-Ischemic Brain Injury | Jong Hoon Lee, Eun Joo Lee, Yoon Young Jang, Ji Eun Jeong, Hai Lee Chung, Woo Taek Kim. Perinatology. 27(3): 149-157.
- Pharmacological characterization of a GluR6 kainate receptor in cultured hippocampal neurons. | Bleakman, D., et al. 1999. Eur J Pharmacol. 378: 331-7. PMID: 10493110
- Synthesis and receptor binding affinity of new selective GluR5 ligands. | Bunch, L., et al. 2001. Bioorg Med Chem. 9: 875-9. PMID: 11354670
- Tethered ligands reveal glutamate receptor desensitization depends on subunit occupancy. | Reiner, A. and Isacoff, EY. 2014. Nat Chem Biol. 10: 273-80. PMID: 24561661
- (2S,4R)-4-methylglutamic acid (SYM 2081): a selective, high-affinity ligand for kainate receptors. | Zhou, LM., et al. 1997. J Pharmacol Exp Ther. 280: 422-7. PMID: 8996224
- Conformational analysis of glutamic acid analogues as probes of glutamate receptors using molecular modelling and NMR methods. Comparison with specific agonists. | Todeschi, N., et al. 1997. Bioorg Med Chem. 5: 335-52. PMID: 9061198
- Inhibition of [3H] gamma-aminobutyric acid release by kainate receptor activation in rat hippocampal synaptosomes. | Cunha, RA., et al. 1997. Eur J Pharmacol. 323: 167-72. PMID: 9128835
- Molecular pharmacology of 4-substituted glutamic acid analogues at ionotropic and metabotropic excitatory amino acid receptors. | Bráuner-Osborne, H., et al. 1997. Eur J Pharmacol. 335: R1-3. PMID: 9369383
- LY339434, a GluR5 kainate receptor agonist. | Small, B., et al. 1998. Neuropharmacology. 37: 1261-7. PMID: 9849663
- Diastereoselective synthesis of (2S,4R)-4-Methylglutamic acid (sym 2081): A high affinity and selective ligand at the kainate subtype of glutamate receptors | ZQ Gu, XF Lin, DP Hesson. 1995. Bioorganic & Medicinal Chemistry Letters. 5(17): 1973-1976.
- The first example of asymmetric Michael reaction catalyzed by chiral alkali metal alkoxides | Yu. N. Belokon', K. A. Kochetkov, T. D. Churkina, A. A. Chesnokov, V. V. Smirnov, N. S. Ikonnikov & S. A. Orlova and. 1998. Russian Chemical Bulletin. 47: 74–81.
- SYM 2081 Exerts Neuroprotective Effect Modulating Anti-Apoptosis in the Hypoxic-Ischemic Brain Injury of Neonatal Rats | Jin Kyung Park, Yoon Young Jang, Ji Eun Jeong, Eun Joo Lee, Eun Jin Choi, Hai Lee Chung, Woo Taek Kim. 2019. Perinatology. 30(3): 117-125.
- Asymmetric Michael addition of a glycine synthon to methyl methacrylate, mediated by disodium TADDOLate | Yurii N. Belokon', Konstantin A. Kochetkov, Tat'yana D. Churkina, Nikolai S. Ikonnikov, Svetlana A. Orlova, V V. Smirnov and Alexey A. Chesnokov. 137-138. Mendeleev Commun. 1997: 7.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(2S,4R)-4-Methylglutamic Acid, 5 mg | sc-216338 | 5 mg | $168.00 |