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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.

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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

Recommended products

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

Purity
> 99%
PubChem identifier
22880
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 NMDAR family including subunits like NMDAR2A NMDAR2B (also known as GluN2B) GluN2C and GluN2D forms parts of the NMDA receptor complex critical for synaptic transmission and plasticity in the central nervous system. NMDAR1 (or GluN1) provides the obligatory subunit for functional receptor formation. NMDAR3A and 3B lesser-known components also contribute differentially to receptor composition and function. These receptors are expressed widely across the brain impacting processes like learning and memory. The thyroid-stimulating hormone receptor (TSH-R) with a mass around 84 kDa is important for thyroid gland function and is expressed in thyroid tissues. Hepsin (HPN) a serine protease found abundantly in liver and kidney tissues plays roles in cell growth and tissue homeostasis.

Biological function summary

The NMDA receptors integrated into a complex modify neuroplasticity and excitatory synaptic transmission. The receptor requires both ligand binding and voltage change for activation ensuring precise calcium ion flux modulation. The TSH receptor engages in the regulation of thyroid hormones influencing metabolism. Hepsin facilitates cellular processes such as proteolysis during tissue remodeling. These proteins by modulating neurotransmission or endocrine signaling have roles in maintaining cellular function and systemic balance.

Pathways

NMDA receptors participate critical roles in the glutamatergic signaling pathway impacting synapse formation and synaptic plasticity. Their interaction with other synaptic proteins like PSD-95 illustrates their involvement in neurodevelopment. The TSH receptor activates the cAMP signaling pathway which manages metabolic activities linking to the G protein-coupled receptor family. The overlap between Hepsin's enzymatic function and extracellular matrix components highlights its participation in cell proliferation pathways.

Associated diseases and disorders

Malfunctioning NMDA receptors associate with neurodegenerative diseases like Alzheimer's disease and mood disorders such as depression. Alterations in receptor subunits could lead to abnormal synaptic plasticity. Hepsin's expression has dysregulation ties to certain cancers where its proteolytic activity influences cancer progression. Furthermore aberrations in the TSH receptor associate with thyroid disorders such as Graves' disease affecting hormone regulation and metabolism.

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