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Fórmula empírica (notación de Hill):
C5H9NO4
Número CAS:
Peso molecular:
147.13
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32
Beilstein/REAXYS Number:
1724431
MDL number:
Servicio técnico
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Permítanos ayudarleNombre del producto
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.
Clase de almacenamiento
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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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