Spaglumic Acid

Names

[ Name ]:
Spaglumic Acid

[Synonym ]:
N-Acetyl-L-aspartyl-L-glutamic acid
N-acetyl-1-aspartylglutamic acid
NAAGA
AC-ASP-GLU
SPAGLUMIC ACID
N-(N-Acetyl-L-a-aspartyl)-L-glutamic Acid
N-acetyl-L-aspartyl-L-glutamate
N-Acetyl-L-α-aspartyl-L-glutamic acid
isospaglumic acid
L-Glutamic acid, N-acetyl-L-α-aspartyl-
AC-ASP-GLU H2O
AC-ASP-GLU-OH
MFCD00076652
Tacrine hydrochloride
N-acetyl-aspartatylglutamate
N-(N-Acetyl-L-α-aspartyl)-L-glutamic acid
glutamic acid, N-acetylaspartyl-
ACETYL-D-E
Naaxia
NAAG
N-Acetylaspartylglutamic acid
NAAG Spaglumic acid

Biological Activity

[Description]:

Isospaglumic acid is a neuropeptide found in millimolar concentrations in brain.

[Related Catalog]:

Natural Products >> Acids and Aldehydes

Research Areas >> Neurological Disease

[Target]

Human Endogenous Metabolite

[In Vitro]

Isospaglumic acid (N-Acetylaspartylglutamate; NAAG) is released upon depolarization by a Ca2+-dependent process and is an agonist at mGluR3 receptors and an antagonist at NMDA receptors. NAAG is catabolized to N-acetylaspartate and glutamate primarily by glutamate carboxypeptidase II, which is expressed on the extracellular surface of astrocytes. The levels of NAAG and the activity of carboxypeptidase II are altered in a regionally specific fashion in several neuropsychiatric disorders[1].

[References]

[1]. Coyle JT. The nagging question of the function of N-acetylaspartylglutamate. Neurobiol Dis. 1997;4(3-4):231-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
769.5±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₁H₁₆N₂O₈

[ Molecular Weight ]:
304.253

[ Flash Point ]:
419.1±32.9 °C

[ Exact Mass ]:
304.090668

[ PSA ]:
170.10000

[ LogP ]:
-1.96

[ Vapour Pressure ]:
0.0±5.7 mmHg at 25°C

[ Index of Refraction ]:
1.540

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: 50 mg/mL

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2924199090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Differential effects of N-acetyl-aspartyl-glutamate on synaptic and extrasynaptic NMDA receptors are subunit- and pH-dependent in the CA1 region of the mouse hippocampus.

Neurobiol. Dis. 82 , 580-92, (2015)

Ischemic strokes cause excessive release of glutamate, leading to overactivation of N-methyl-d-aspartate receptors (NMDARs) and excitotoxicity-induced neuronal death. For this reason, inhibition of NM...

Standardized method for high-resolution 1H-NMR of cerebrospinal fluid.

Clin. Chem. 41(5) , 744-51, (1995)

This study describes a standardized method for recording single-pulse 1H-nuclear magnetic resonance (1H-NMR) spectra from cerebrospinal fluid (CSF). Quantitative data for alanine, valine, threonine, a...

Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism.

Clin. Biochem. 38(11) , 997-1008, (2005)

To set up a novel simple, sensitive, and reliable ion-pairing HPLC method for the synchronous separation of several purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemi...