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A5930

N-Acetyl-Asp-Glu

Name: N-Acetyl-Asp-Glu
Brand: SIGMA

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

Synonym(s):

N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid

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About This Item

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

Quality level:

200

Storage condition:

(Tightly closed. Dry)

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Properties

Product Name

N-Acetyl-Asp-Glu, ≥97% (TLC)

Quality Level

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

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 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. 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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Disclaimer

Store desiccated.

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