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

• 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.[1][2]. It has also been used as a metabolite standard in liquid chromatography-mass spectrometry (LC-MS) targeted metabolomics analysis[3] and mass-spectroscopy-based stable isotope-resolved metabolomics (SIRM) with 13C515N2-labeled-glutamine.[4]

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.

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.[5] NAAG acts as an agonist for metabotropic glutamate receptors, mGluR3.[3] In addition, it also acts as an antagonist for the N-methyl d-aspartate (NMDA) receptors.[5] 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.[3]

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