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L-Asparagine-[13C4,15N2,2,3,3-d3]

General Information
Catalog: BLP-009805
Molecular Formula: [13C]4H5D3[15N]2O3
Molecular Weight: 141.09
Chemical Structure
L-Asparagine-[13C4,15N2,2,3,3-d3]
Description L-Asparagine-13C4,15N2,2,3,3-d3 is a labelled L-Asparagine. Asparagine is a non-essential amino acid biosynthesized from aspartic acid and ammonia. It is a precursor to aspartate.
Synonyms (S)-2-Aminosuccinic acid 4-amide-13C4,15N2,2,3,3-d3; L-Aspartic acid 4-amide-13C4,15N2,2,3,3-d3
IUPAC Name (2S)-2,4-bis(15N)(azanyl)-2,3,3-trideuterio-4-oxo(1,2,3,4-13C4)butanoic acid
Related CAS 70-47-3 (unlabelled)
Canonical SMILES C(C(C(=O)O)N)C(=O)N
InChI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1/i1+1D2,2+1D,3+1,4+1,5+1,6+1
InChI Key DCXYFEDJOCDNAF-YTEKHOIXSA-N
Melting Point 235°C (dec)(lit.)
Purity 95% by HPLC; 98% atom D, 99% atom 13C, 98% atom 15N

L-Asparagine-[13C4,15N2,2,3,3-d3] is a stable isotope-labeled compound used in various scientific research fields. Here are some key applications of this compound:

Metabolic Flux Analysis: L-Asparagine-[13C4,15N2,2,3,3-d3] is employed in metabolic flux studies to trace the pathways of nitrogen and carbon in cellular metabolism. By incorporating this labeled compound, researchers can quantitatively analyze the flow of atoms through metabolic networks. This information is invaluable for understanding the dynamics of metabolic processes and for developing strategies to optimize them in industrial applications.

Proteomics Research: In proteomics, L-Asparagine-[13C4,15N2,2,3,3-d3] is used as an internal standard in mass spectrometry to quantify protein abundance and turnover. The isotopic labeling allows for precise differentiation of endogenous proteins from labeled counterparts. This approach enhances the accuracy of protein quantification and can be applied to study changes in protein expression under different physiological conditions.

Cellular Physiological Studies: L-Asparagine-[13C4,15N2,2,3,3-d3] can be utilized to investigate the role of asparagine in cell growth and viability. By incorporating this compound into cell culture media, researchers can assess its influence on cellular responses such as proliferation and apoptosis. Understanding these effects contributes to insights into cell metabolism and the development of therapeutic strategies for cancer and other diseases.

Chemical Synthesis and Drug Development: The isotopically labeled L-Asparagine-[13C4,15N2,2,3,3-d3] serves as a reference material in the synthesis and characterization of drug compounds. Its use provides a means to verify the incorporation and distribution of nitrogen and carbon atoms in complex molecules. This is crucial for validating synthetic routes and ensuring the structural integrity of pharmaceuticals during development.

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