A5930

N-Acetyl-Asp-Glu

≥97% (TLC), mGluR3 agonist, powder or crystals

• Synonym(s): N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid
• Empirical Formula (Hill Notation): C₁₁H₁₆N₂O₈
• CAS Number: 3106-85-2
• Molecular Weight: 304.25
• UNSPSC Code: 12352209
• PubChem Substance ID: 24891036
• NACRES: NA.32
• MDL number: MFCD00076652
• Assay: ≥97% (TLC)
• Form: powder or crystals
• Storage condition: (Tightly closed. Dry)

Properties

• Product Name: N-Acetyl-Asp-Glu, ≥97% (TLC)
• Quality Segment: 200
• assay: ≥97% (TLC)
• form: powder or crystals
• optical activity: [α]22/D −34.5°, c = 1.1 in H₂O(lit.)
• storage condition: (Tightly closed. Dry)
• color: white to off-white
• solubility: H₂O: 50 mg/mL
• storage temp.: −20°C
• SMILES string: 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)
• InChI key: OPVPGKGADVGKTG-UHFFFAOYSA-N
• Gene Information: 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

General description

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[1] and mass-spectroscopy-based stable isotope-resolved metabolomics (SIRM) with 13C515N2-labeled-glutamine.

Biochem/physiol Actions

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.

Endogenous neurotransmitter localized to neurons with high affinity for metabotropic glutamate receptors, mGluR₃; NMDA receptor antagonist.

N-Acetyl-Asp-Glu (NAAG) is an abundant neuropeptide and neurotransmitter found in the mammalian brain.[2] NAAG acts as an agonist for metabotropic glutamate receptors, mGluR3.[1] In addition, it also acts as an antagonist for the N-methyl d-aspartate (NMDA) receptors.[2] 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.[1]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Disclaimer

Store desiccated.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves