A5930

N-Acetyl-Asp-Glu

≥97% (TLC)

• Synonyme(s) : N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid
• Formule empirique (notation de Hill): C₁₁H₁₆N₂O₈
• Numéro CAS: 3106-85-2
• Poids moléculaire : 304.25
• Numéro MDL: MFCD00076652
• Code UNSPSC : 12352209
• ID de substance PubChem : 24891036
• Nomenclature NACRES : NA.32

Propriétés

• Pureté: ≥97% (TLC)
• Forme: powder or crystals
• Activité optique: [α]22/D −34.5°, c = 1.1 in H₂O(lit.)
• Conditions de stockage: (Tightly closed. Dry)
• Couleur: white to off-white
• Solubilité: H₂O: 50 mg/mL
• Température de stockage: −20°C
• Chaîne SMILES: CC(=O)NC(CC(O)=O)C(=O)NC(CCC(O)=O)C(O)=O
• InChI: 1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)
• Clé InChI: OPVPGKGADVGKTG-UHFFFAOYSA-N
• Informations sur le gène: human ... GRIN1(2902) , GRIN2A(2903) , GRIN2B(2904) , GRIN2C(2905) , GRIN2D(2906) , GRIN3A(116443) , GRIN3B(116444) , GRINA(2907) , GRM3(2913) ; mouse ... GRIN1(14810) , GRIN2A(14811) , GRIN2B(14812) , GRIN2C(14813) , GRIN2D(14814) , GRIN3A(242443) , GRIN3B(170483) , GRINA(66168) , GRM3(108069) ; rat ... GRIN1(24408) , GRIN2A(24409) , GRIN2B(24410) , GRIN2C(24411) , GRIN2D(24412) , GRIN3A(191573) , GRIN3B(170796) , GRINA(266668) , GRM3(24416)

Description

Amino Acid Sequence

NAc-Asp-Glu

Description générale

Research area: Neuroscience

Application

N-Acetyl-Asp-Glu has been used in N-acetylated α-linked acidic dipeptidase (NAALADase) assay and affinity experiments.. It has also been used as a metabolite standard in liquid chromatography-mass spectrometry (LC-MS) targeted metabolomics analysis and mass-spectroscopy-based stable isotope-resolved metabolomics (SIRM) with 13C515N2-labeled-glutamine.

Actions biochimiques/physiologiques

Endogenous neurotransmitter localized to neurons with high affinity for metabotropic glutamate receptors, mGluR₃. It is an antagonist at NMDA receptors. Catabolized by carboxypeptidase II, which is expressed on astrocyte membranes, to N-acetylaspartate and glutamate.

N-Acetyl-Asp-Glu (NAAG) is an abundant neuropeptide and neurotransmitter found in the mammalian brain. NAAG acts as an agonist for metabotropic glutamate receptors, mGluR3. In addition, it also acts as an antagonist for the N-methyl d-aspartate (NMDA) receptors. It yields N-acetyl aspartate and glutamate through glutamate carboxypeptidase II (GCP II) dependent pathway. Thus, it serves as a key glutamate reservoir in cancer cells. NAAG levels in plasma could be used as a non-invasive biomarker for tumor progression.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Attention

Store desiccated.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves