M3262

N-Methyl-D-aspartic acid

≥98% (TLC), suitable for cell culture

• Synonym(s): (R)-2-(Methylamino)succinic acid, NMDA
• Empirical Formula (Hill Notation): C₅H₉NO₄
• CAS Number: 6384-92-5
• Molecular Weight: 147.13
• Beilstein/REAXYS Number: 1724431
• MDL number: MFCD00004226
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 24277987
• NACRES: NA.32

Properties

• product name: N-Methyl-D-aspartic acid, ≥98% (TLC), solid
• assay: ≥98% (TLC)
• form: solid
• technique(s): cell culture | mammalian: suitable
• color: white
• mp: 189-190 °C
• application(s): cell analysis
• SMILES string: CN[C@H](CC(O)=O)C(O)=O
• 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
• InChI key: HOKKHZGPKSLGJE-GSVOUGTGSA-N
• Gene Information: human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRINA(2907) ; rat ... Gria1(50592) , Grik1(29559) , Grin2a(24409)

Description

General description

N-Methyl-D-aspartic acid (NMDA) is an endogenously generated molecule in rat nervous system and endocrine glands. NMDA is present at low level (nmol/g) in the adenohypophysis, hypothalamus, brain, and testis. NMDA is derived from D-Asp by an S-adenosylmethionine-dependent enzyme also referred to as NMDA synthase.

Application

N-Methyl-D-aspartic acid has been used to induce N-methyl-d-aspartic acid (NMDA) toxicity, cultures of retinal cells were supplemented with NMDA.

Biochem/physiol Actions

Excitotoxic amino acid. Prototypic agonist at the NMDA-type glutamate receptor that regulates ion channels; important in long-term potentiation, ischemia, and epilepsy.

N-Methyl-D-aspartic acid (NMDA) plays a crucial role in release of luteinizing hormone and PRL (prolactin) in the pituitary gland and GnRH (gonadotropin releasing hormone) in the hypothalamus. It acts as a specific agonist for NMDA type glutamate receptors.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)