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A5930

Sigma-Aldrich

N-Acetyl-Asp-Glu

≥97% (TLC)

Sinônimo(s):

N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid

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25 MG
R$ 1.195,00
100 MG
R$ 3.061,00

About This Item

Fórmula empírica (Notação de Hill):
C11H16N2O8
Número CAS:
Peso molecular:
304.25
Número MDL:
Código UNSPSC:
12352209
ID de substância PubChem:
NACRES:
NA.32

R$ 1.195,00


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Ensaio

≥97% (TLC)

Formulário

powder or crystals

atividade óptica

[α]22/D −34.5°, c = 1.1 in H2O(lit.)

condição de armazenamento

(Tightly closed. Dry)

cor

white to off-white

solubilidade

H2O: 50 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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)

chave InChI

OPVPGKGADVGKTG-UHFFFAOYSA-N

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Amino Acid Sequence

NAc-Asp-Glu

Descrição geral

Research area: Neuroscience

Aplicação

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]

Ações bioquímicas/fisiológicas

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]

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Atenção

Store desiccated.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Frank Jessen et al.
Schizophrenia bulletin, 39(1), 197-205 (2011-09-15)
BACKGROUND : Imbalance of glutamatergic neurotransmission has been proposed as a key mechanism underlying symptoms of schizophrenia. The neuropetide N-acetylaspartylglutamate (NAAG) modulates glutamate release. NAAG provides a component of the proton magnetic resonance spectrum (1H-MRS) in humans. The signal of NAAG
Multi-omics approaches to disease
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Ethanol modulates glutamate and γ-aminobutyric (GABA) function. However, little is known about the acute pharmacologic effects of ethanol on levels of GABA, glutamate, and other metabolites measurable in the human cortex in vivo with proton magnetic resonance spectroscopy ((1)H-MRS). Eleven
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Traumatic spinal cord injury (SCI) results in direct physical damage and the generation of local factors contributing to secondary pathogenesis. Untargeted metabolomic profiling was used to uncover metabolic changes and to identify relationships between metabolites and neurobehavioral functions in the

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