N-Acetyl-Asp-Glu

SIGMA/A5930 - ≥97% (TLC)

Synonym: N-Acetylaspartylglutamicacid; NAAG; Spaglumic acid

CAS Number: 3106-85-2
Empirical Formula (Hill Notation): C₁₁H₁₆N₂O₈
Molecular Weight: 304.25
MDL Number: MFCD00076652
Linear Formula: C₁₁H₁₆N₂O₈
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-A5930-25MG	25 mg	$137.00 1/EA		Add To Favorites
45-A5930-100MG	100 mg	$384.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (TLC)
color	white to off-white
form	powder or crystals
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
optical activity	[α]22/D −34.5°, c = 1.1 in H₂O(lit.)
Quality Level	200
SMILES string	CC(=O)NC(CC(O)=O)C(=O)NC(CCC(O)=O)C(O)=O
solubility	H₂O: 50 mg/mL
storage condition	(Tightly closed. Dry)
storage temp.	−20°C

Amino Acid Sequence:	NAc-Asp-Glu
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.
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.
Biochem/physiol Actions:	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.
Caution:	Store desiccated.
General description:	Research area: Neuroscience
Packaging:	Bottomless glass bottle. Contents are inside inserted fused cone.

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (TLC)
Storage Temp.	−20°C
UNSPSC	12352209

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