A5930

N-Acetyl-Asp-Glu

≥97% (TLC)

• Synonym(e): N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid
• Empirische Formel (Hill-System): C₁₁H₁₆N₂O₈
• CAS-Nummer: 3106-85-2
• Molekulargewicht: 304.25
• MDL-Nummer: MFCD00076652
• UNSPSC-Code: 12352209
• PubChem Substanz-ID: 24891036
• NACRES: NA.32

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥97% (TLC)
• Form: powder or crystals
• Optische Aktivität: [α]22/D −34.5°, c = 1.1 in H₂O(lit.)
• Lagerbedingungen: (Tightly closed. Dry)
• Farbe: white to off-white
• Löslichkeit: H₂O: 50 mg/mL
• Lagertemp.: −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)
• InChIKey: OPVPGKGADVGKTG-UHFFFAOYSA-N
• Angaben zum Gen: 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)

Beschreibung

Amino Acid Sequence

NAc-Asp-Glu

Allgemeine Beschreibung

Research area: Neuroscience

Anwendung

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.

Biochem./physiol. Wirkung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Vorsicht

Store desiccated.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves