M3262
N-Methyl-D-aspartic acid
≥98% (TLC), suitable for cell culture
Synonym(s):
(R)-2-(Methylamino)succinic acid, NMDA
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About This Item
Empirical Formula (Hill Notation):
C5H9NO4
CAS Number:
Molecular Weight:
147.13
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32
Beilstein/REAXYS Number:
1724431
MDL number:
Product Name
N-Methyl-D-aspartic acid, ≥98% (TLC), solid
Quality Level
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)
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Calpain- and caspase-mediated aII-spectrin
and tau proteolysis in rat cerebrocortical
neuronal cultures after ecstasy or
methamphetamine exposure.
and tau proteolysis in rat cerebrocortical
neuronal cultures after ecstasy or
methamphetamine exposure.
Warren MW
The International Journal of Neuropsychopharmacology, 9, 1-11 (2006)
Occurrence of D-aspartic acid and N-methyl-D-aspartic acid in rat neuroendocrine tissues and their role in the modulation of luteinizing hormone and growth hormone release.
D'Aniello A
Faseb Journal, 14(5), 699-714 (2000)
Guendalina Olivero et al.
Molecular neurobiology, 56(9), 6142-6155 (2019-02-09)
Mouse hippocampal glutamatergic nerve endings express presynaptic release-regulating NMDA autoreceptors (NMDARs). The presence of GluN1, GluN2A, GluN2B, and GluN3A subunits in hippocampal vesicular glutamate transporter type 1-positive synaptosomes was confirmed with confocal microscopy. GluN2C, GluN2D, and GluN3B immunopositivity was scarcely