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Merck

A5930

N-Acetyl-Asp-Glu

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

Synonyme(s) :

N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid

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A propos de cet article

Formule empirique (notation de Hill) :
C11H16N2O8
Numéro CAS:
Poids moléculaire :
304.25
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
MDL number:
Assay:
≥97% (TLC)
Form:
powder or crystals
Storage condition:
(Tightly closed. Dry)
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Nom du produit

N-Acetyl-Asp-Glu, ≥97% (TLC)

Quality Segment

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

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

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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