MW 147.13 Da, Purity >99%. Excitotoxic amino acid. Prototypic agonist at the ionotropic NMDA glutamate receptor which is involved in long-term potentiation, ischemia, and epilepsy.
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- Neural regeneration research 18:1124-11312022Overexpressing NeuroD1 reprograms Müller cells into various types of retinal neurons.Applications:Unspecified applicationReactive species:Unspecified reactive speciesDi Xu,Li-Ting Zhong,Hai-Yang Cheng,Zeng-Qiang Wang,Xiong-Min Chen,Ai-Ying Feng,Wei-Yi Chen,Gong Chen,Ying XuPubMed 36255002
- Biology of reproduction 107:916-9272022Glutamate can act as a signaling molecule in mouse preimplantation embryos†.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAlexandra Špirková,Veronika Kovaříková,Zuzana Šefčíková,Jozef Pisko,Martina Kšiňanová,Juraj Koppel,Dušan Fabian,Štefan ČikošPubMed 35746896
- Proceedings of the National Academy of Sciences of 117:25830-258392020The auxiliary glutamate receptor subunit dSol-1 promotes presynaptic neurotransmitter release and homeostatic potentiation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesBeril Kiragasi et. al.PubMed 32973097
- Journal of neurochemistry 152:523-5412019NYX-2925 induces metabotropic N-methyl-d-aspartate receptor (NMDAR) signaling that enhances synaptic NMDAR and α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor.Applications:Unspecified applicationReactive species:Unspecified reactive speciesM Scott Bowers,Luisa P Cacheaux,Srishti U Sahu,Mary E Schmidt,Joseph A Sennello,Katherine Leaderbrand,M Amin Khan,Roger A Kroes,Joseph R MoskalPubMed 31376158
- Journal of neuroscience research 96:391-4062017Activation of caspase-6 and cleavage of caspase-6 substrates is an early event in NMDA receptor-mediated excitotoxicity.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKimberly D Girling,Marie-Josee Demers,Jean Laine,Shu Zhang,Yu Tian Wang,Rona K GrahamPubMed 29193273
- Cell reports 19:2694-27062017A Presynaptic Glutamate Receptor Subunit Confers Robustness to Neurotransmission and Homeostatic Potentiation.Reactive species:Drosophila melanogasterBeril Kiragasi,Joyce Wondolowski,Yan Li,Dion K DickmanPubMed 28658618
- Scientific reports 7:465142017IFNβ Protects Neurons from Damage in a Murine Model of HIV-1 Associated Brain Injury.Applications:Unspecified applicationReactive species:Unspecified reactive speciesVictoria E Thaney,Alan M O'Neill,Melanie M Hoefer,Ricky Maung,Ana B Sanchez,Marcus KaulPubMed 28425451
- Antimicrobial agents and chemotherapy 60:168-792015Antiretrovirals, Methamphetamine, and HIV-1 Envelope Protein gp120 Compromise Neuronal Energy Homeostasis in Association with Various Degrees of Synaptic and Neuritic Damage.Applications:Unspecified applicationReactive species:Unspecified reactive speciesAna B Sanchez,Giuseppe P Varano,Cyrus M de Rozieres,Ricky Maung,Irene C Catalan,Cari C Dowling,Natalia E Sejbuk,Melanie M Hoefer,Marcus KaulPubMed 26482305
- Molecular psychiatry 20:959-732014Neuregulin 1 signalling modulates mGluR1 function in mesencephalic dopaminergic neurons.Applications:Unspecified applicationReactive species:Unspecified reactive speciesA Ledonne et. al.PubMed 25266126
- PloS one 9:e862502014Hilar somatostatin interneurons contribute to synchronized GABA activity in an in vitro epilepsy model.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSabine Grosser et. al.PubMed 24465989
Key facts
- CAS number
6384-92-5
- Purity
> 99%
- Form
Solid
- Molecular weight
147.13 Da
- Molecular formula
C5H9NO4
- PubChem identifier
22880
- Nature
Synthetic
Alternative names
AMPA 1, AMPA-selective glutamate receptor 1, AW490526, CHNG1, EB11, EC 3.4.21., EIEE27, EPND, FESD, GLUH1, GRIA1_HUMAN, GRIN 2A, GRIN 2B, GRIN3A, GRIN3B, GluA1, GluN1, GluN2A, GluN2C, GluN2D, GluR-1, GluR-A, GluR-K1, Glutamate Receptor Ionotropic N Methyl D Aspartate 2B, Glutamate Receptor Ionotropic N Methyl D Aspartate 2C, Glutamate Receptor Ionotropic N Methyl D Aspartate subunit 2B, Glutamate Receptor Ionotropic N methyl D aspartate 3A, Glutamate [NMDA] receptor subunit epsilon-1, Glutamate [NMDA] receptor subunit epsilon-2, Glutamate [NMDA] receptor subunit epsilon-3, Glutamate [NMDA] receptor subunit epsilon-4, Glutamate [NMDA] receptor subunit zeta-1, Glutamate receptor, Glutamate receptor 1, Glutamate receptor ionotropic, Glutamate receptor ionotropic AMPA 1, Glutamate receptor ionotropic N methyl D aspartate 1, Glutamate receptor ionotropic N methyl D aspartate 2A, Glutamate receptor ionotropic N methyl D aspartate 3B, Glutamate receptor ionotropic NMDA2B, Glutamate receptor ionotropic, N-methyl-D aspartate, subunit 1, Glutamate receptor ionotropic, NMDA 2C, Glutamate receptor subunit epsilon 2, Glutamate receptor, ionotropic, N-methyl D-aspartate 2D, Glutamate receptor, ionotropic, NMDA2B (epsilon 2), Grin2c, Grin2d, HBGR1, HEPS_HUMAN, Hepsin, Hpn, LGR 3, LKS, MGC133252, MGC142178, MGC142180, MGC75129, MRD6, MRD8, N Methly D Aspartate Receptor Channel Subunit Epsilon 3, N methyl D asparate receptor channel subunit epsilon 2, N methyl D aspartate receptor channel subunit zeta 1, N methyl D aspartate receptor channel, subunit epsilon 1, N methyl D aspartate receptor subunit 2A, N methyl D aspartate receptor subunit 2B, N methyl D aspartate receptor subunit 2C, N methyl d aspartate receptor subunit 2D, N-methyl D-aspartate receptor subtype 2A, N-methyl D-aspartate receptor subtype 2B, N-methyl D-aspartate receptor subtype 2C, N-methyl D-aspartate receptor subtype 2D, N-methyl-D-aspartate receptor, N-methyl-D-aspartate receptor subunit 3, N-methyl-D-aspartate receptor subunit NR1, NMD-R1, NMDA 1, NMDA 2D, NMDA NR2B, NMDA receptor 1, NMDA receptor subtype 2A, NMDA receptor subunit 3A, NMDA receptor subunit 3B, NMDAR, NMDAR2C, NMDAR2D, NMDE1_HUMAN, NMDE2_HUMAN, NMDE3_HUMAN, NMDE4_HUMAN, NMDZ1_HUMAN, NR1, NR2A, NR2B, NR2C, NR2D, NR3, OTTHUMP00000041930, OTTHUMP00000160135, OTTHUMP00000160643, OTTHUMP00000165781, OTTHUMP00000174531, OTTHUMP00000224241, OTTHUMP00000224242, OTTHUMP00000224243, Serine protease hepsin, Serine protease hepsin catalytic chain, Serine protease hepsin non catalytic chain, Seven transmembrane helix receptor, TMPRSS 1, TSH Receptor, TSHR_HUMAN, Thyroid adenoma hyperfunctioning, Thyroid carcinoma with thyrotoxicosis, Thyroid stimulating hormone receptor, isoform 2, Thyroid-stimulating hormone receptor, Thyrotropin receptor, Thyrotropin receptor I, Thyrotropin receptor I, hTSHR I, Transmembrane protease serine 1, estrogen receptor binding CpG island, glutamate receptor ionotropic NMDA 2D, glutamate receptor ionotropic, NMDA 1, hNR 3, hNR2A, hTSHR I
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MW 147.13 Da, Purity >99%. Excitotoxic amino acid. Prototypic agonist at the ionotropic NMDA glutamate receptor which is involved in long-term potentiation, ischemia, and epilepsy.
Key facts
- CAS number
6384-92-5
- Purity
> 99%
- Form
Solid
- Molecular weight
147.13 Da
- Molecular formula
C5H9NO4
- PubChem identifier
22880
- Nature
Synthetic
- Biochemical name
N-methyl-D-aspartic acid
- Biological description
Excitotoxic amino acid. Prototypic agonist at the ionotropic NMDA glutamate receptor which is involved in long-term potentiation, ischemia, and epilepsy.
- Canonical SMILES
CNC(CC(=O)O)C(=O)O
- Isomeric SMILES
CN[C@H](CC(=O)O)C(=O)O
- InChI
InChI=1S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1
- InChIKey
HOKKHZGPKSLGJE-GSVOUGTGSA-N
- IUPAC name
(2R)-2-(methylamino)butanedioic acid
Storage
- Shipped at conditions
Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
+4°C
- Appropriate long-term storage conditions
+4°C
- Storage information
Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
The target proteins NMDAR2A NMDAR2B GluN2C NMDAR1 TSH Receptor/TSH-R and Glutamate Receptor 1 (AMPA subtype) play key roles within the central nervous system and endocrine system. NMDAR2A NMDAR2B and GluN2C are subunits of NMDAR a glutamate receptor and ion channel. These subunits contribute to the receptor's structure and function facilitating synaptic transmission and plasticity. NMDAR molecules generally have high molecular weights due to their complex structure. NMDARs are widely expressed in the brain particularly in the hippocampus and cortex. The TSH Receptor (TSH-R) found in the thyroid gland mediates thyroid-stimulating hormone activity important for thyroid hormone production regulation. Glutamate Receptor 1 (AMPA subtype) is an ionotropic receptor that also facilitates synaptic transmission throughout the CNS.
- Biological function summary
These proteins participate in neurotransmission and signal transduction. NMDARs form part of a receptor complex interacting with various regulatory proteins facilitating calcium ion influx when activated by glutamate. This ion movement is essential for long-term potentiation and synaptic plasticity important for learning and memory. The TSH receptor functions in the thyroid hormone synthesis signaling pathway initiating cascades upon thyroid stimulating hormone binding. Meanwhile AMPA receptors mediate fast synaptic transmission primarily through sodium ion flux contributing significantly to excitatory neurotransmission in the brain.
- Pathways
NMDARs are central to the glutamatergic pathway involving neurotransmitter release and various intracellular signaling mechanisms. This pathway intersects with the calcium/calmodulin-dependent protein kinase (CaMK) pathway. Proteins such as CaMKII associate with NMDARs impacting synaptic strength and excitability. The TSH receptor operates within the hypothalamic-pituitary-thyroid (HPT) axis influencing thyroid hormone levels. This receptor collaborates with other proteins like G-proteins to propagate intracellular signaling. AMPA receptors interact with NMDA receptors in synaptic transmission pathways influencing neuronal communication and plasticity.
- Associated diseases and disorders
NMDAR dysfunction is associated with neurological disorders such as Alzheimer's disease and schizophrenia. Alterations in synaptic plasticity linked to these receptors affect memory and cognition. The TSH receptor through its role in the thyroid hormone pathway is connected to disorders such as Graves' disease and thyroid cancer. The autoantibodies against TSH receptors play a pivotal role in disease pathology affecting thyroid function. AMPA receptor dysregulation can contribute to neurodegenerative diseases where excitotoxicity plays an important role affecting neuronal survival.
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Chemical Structure - NMDA, excitotoxic amino acid (ab120052)
2D chemical structure image of ab120052, NMDA, excitotoxic amino acid
Immunocytochemistry/ Immunofluorescence - NMDA, excitotoxic amino acid (ab120052)
Anti-GABA B Receptor 1 antibody [2D7] ab55051 staining GABA B receptor 1 in SK-N-SH cells treated with NMDA (ab120052), by ICC/IF. Internalization of GABA B receptor 1 correlates with increased concentration of NMDA, as described in literature.
The cells were incubated at 37°C for 30 minutes in media containing different concentrations of ab120052 (NMDA) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with Anti-GABA B Receptor 1 antibody [2D7] ab55051 (1 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 goat anti-mouse polyclonal antibody (Goat Anti-Mouse IgG H&L (DyLight® 488) preadsorbed ab96879) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.
Sims et al PLoS One. 2013;8(1):e53814. doi: 10.1371/journal.pone.0053814. Epub 2013 Jan 11. Fig 1. Reproduced under the Creative Commons license http://creativecommons.org/licenses/by/4.0/Functional Studies - NMDA, excitotoxic amino acid (ab120052)
Release of adenosine by depolarisation and agonists.
(Panel c) NMDA application also evoked neuronal depolarisation and firing accompanied by subsequent release of adenosine and inosine.
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