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N-Acetyl-Asp-Glu-OH-[15N2]

General Information
Catalog: BLP-011539
Molecular Formula: C11H16[15N]2O8
Molecular Weight: 306.24
Chemical Structure
N-Acetyl-Asp-Glu-OH-[15N2]
Description N-Acetyl-Asp-Glu-OH-[15N2] is the labelled analogue of N-Acetylaspartylglutamate (NAAG), which is a neuropeptide found in brain and a mGluR3 receptor agonist.
Synonyms N-Acetyl-Asp-Glu-OH-15N2; N-acetyl-L-alpha-aspartyl-L-glutamic acid-15N2; Spaglumic Acid-15N2; N-(N-Acetyl-L-α-aspartyl)-L-glutamic Acid-15N2; N-(N-Acetylaspartyl)glutamic Acid-15N2; N-Acetyl-α-aspartylglutamic Acid-15N2; N-Acetylaspartylglutamic Acid-15N2; NAAG-15N2; α-Spaglumic Acid-15N2
IUPAC Name (2S)-2-[[(2S)-2-(acetyl(15N)amino)-3-carboxypropanoyl](15N)amino]pentanedioic acid
Related CAS 3106-85-2 (unlabelled)
Canonical SMILES CC(=O)NC(CC(=O)O)C(=O)NC(CCC(=O)O)C(=O)O
InChI 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)/t6-,7-/m0/s1/i12+1,13+1
InChI Key OPVPGKGADVGKTG-VRXKZSBSSA-N
Purity 95% by HPLC; 98% atom 15N
Solubility Soluble in Methanol (Slightly), Water (Slightly, Sonicated)
Appearance Pale Brown Solid
Storage Store at -20°C under inert atmosphere

N-Acetyl-Asp-Glu-OH-[15N2] is a stable isotope-labeled dipeptide that has various applications in scientific research, particularly in protein and peptide studies. Here are some key applications of N-Acetyl-Asp-Glu-OH-[15N2]:

Metabolomics Research: In metabolomics, N-Acetyl-Asp-Glu-OH-[15N2] can be utilized as an internal standard for quantitative analysis of metabolic compounds. By incorporating this isotope-labeled dipeptide into samples, researchers can achieve accurate quantification of metabolites through mass spectrometry. This is essential for studying metabolic pathways and understanding disease-related metabolic alterations.

Protein Structure Analysis: This isotope-labeled peptide can be used in nuclear magnetic resonance (NMR) spectroscopy to investigate protein folding and dynamics. The [15N2] labeling allows for enhanced sensitivity in NMR experiments, facilitating detailed structural analysis of peptides and proteins. Such studies are crucial for elucidating mechanisms of protein interactions and conformational changes.

Biopharmaceutical Development: N-Acetyl-Asp-Glu-OH-[15N2] can serve as a reference material in the development and quality control of peptide-based therapeutics. By providing a well-characterized standard, it assists in verifying the identity and purity of peptides in pharmaceutical formulations. This ensures compliance with regulatory standards and maintains consistency in drug production.

Enzymatic Reaction Studies: Researchers can use this labeled dipeptide to study enzymatic reactions involving aspartate and glutamate residues. The [15N2] label allows for tracing the fate of nitrogen atoms during enzymatic processes such as transamination and amidation. Insights gained from these studies can contribute to a deeper understanding of enzyme specificity and catalytic mechanisms.

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