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Merck
모든 사진(1)

주요 문서

A5930

Sigma-Aldrich

N-Acetyl-Asp-Glu

≥97% (TLC)

동의어(들):

N-Acetylaspartylglutamicacid, NAAG, Spaglumic acid

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About This Item

실험식(Hill 표기법):
C11H16N2O8
CAS Number:
Molecular Weight:
304.25
MDL number:
UNSPSC 코드:
12352209
PubChem Substance ID:
NACRES:
NA.32

Quality Level

분석

≥97% (TLC)

양식

powder or crystals

광학 활성

[α]22/D −34.5°, c = 1.1 in H2O(lit.)

저장 조건

(Tightly closed. Dry)

색상

white to off-white

solubility

H2O: 50 mg/mL

저장 온도

−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

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Amino Acid Sequence

NAc-Asp-Glu

일반 설명

Research area: Neuroscience

애플리케이션

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.

생화학적/생리학적 작용

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.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

주의사항

Store desiccated.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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Preparation and affinity identification of glutamic acid-urea small molecule analogs in prostate cancer
Zhang Z, et al.
Oncology Letters, 12(2), 1001-1006 (2016)
Hyeong Hun Lee et al.
Magnetic resonance in medicine, 82(1), 33-48 (2019-03-13)
To develop a robust method for brain metabolite quantification in proton magnetic resonance spectroscopy (1 H-MRS) using a convolutional neural network (CNN) that maps in vivo brain spectra that are typically degraded by low SNR, line broadening, and spectral baseline
Yan Zhang et al.
Magnetic resonance in medicine, 66(2), 307-313 (2011-06-10)
This article introduces regularized lineshape deconvolution in conjunction with TE-averaged PRESS spectroscopy to measure N-acetyl-aspartyl-glutamate (NAAG). Averaging different echo times suppressed the signals of multiplets from strongly coupled spin systems near 2 ppm; thus, minimizing the interfering signals to detect
Richard Bergeron et al.
Current medicinal chemistry, 19(9), 1360-1364 (2012-02-07)
At central synapses, glutamate is the main excitatory neurotransmitter. Once released from presynaptic terminals, glutamate activates a number of different glutamatergic receptors one of which is the ligand gated ionophore glutamatergic subtype N-methyl-D-aspartate receptors (NMDARs). NMDARs play a crucial role
Rosane Gomez et al.
Biological psychiatry, 71(3), 239-246 (2011-08-23)
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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