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L-Glutamine-[13C5,15N2]

General Information
Catalog: BLP-009330
CAS: 285978-14-5
Molecular Formula: [13C]5H10[15N]2O3
Molecular Weight: 153.09
Chemical Structure
L-Glutamine-[13C5,15N2]
Description L-Glutamine-[13C5,15N2] is a labelled L-Glutamine. Glutamine is an α-amino acid used in the biosynthesis of proteins.
Synonyms (2R)-2-amino-4-(15N)carbamoyl(1,2,3,4,5-13C5)butanoic acid
IUPAC Name (2S)-2,5-bis(15N)(azanyl)-5-oxo(1,2,3,4,5-13C5)pentanoic acid
Related CAS 56-85-9 (unlabelled)
Isomeric SMILES [13CH2]([13CH2][13C](=O)[15NH2])[13C@@H]([13C](=O)O)[15NH2]
Canonical SMILES C(CC(=O)N)C(C(=O)O)N
InChI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1/i1+1,2+1,3+1,4+1,5+1,6+1,7+1
InChI Key ZDXPYRJPNDTMRX-YIDSDQPMSA-N
Melting Point 185°C (dec.) (lit.)
Purity 98% by HPLC; 99% atom 13C, 99% atom 15N

L-Glutamine-[13C5,15N2] is an isotopically labeled amino acid used in various scientific studies to trace metabolic pathways and investigate cellular functions. Here are some key applications of L-Glutamine-[13C5,15N2]:

Metabolic Flux Analysis: L-Glutamine-[13C5,15N2] is used in metabolic flux analysis to trace the incorporation of glutamine into metabolic pathways. By using mass spectrometry or nuclear magnetic resonance, researchers can quantitatively analyze how cells utilize glutamine in processes such as the TCA cycle and amino acid biosynthesis. This helps in understanding cellular metabolism under different physiological and pathological conditions.

Cancer Research: In cancer research, L-Glutamine-[13C5,15N2] is employed to study the altered metabolic pathways in tumor cells. Tumor cells often exhibit glutamine addiction, relying on it for energy and biosynthetic processes. By tracing L-Glutamine-[13C5,15N2], scientists can identify specific metabolic pathways that are upregulated in cancer, aiding in the development of targeted therapies.

Nutritional Studies: L-Glutamine-[13C5,15N2] is used in nutritional studies to assess glutamine metabolism and its role in muscle protein synthesis and immune function. By tracking the labeled glutamine, researchers can evaluate how dietary glutamine is processed and utilized in the body. This information is valuable for designing nutritional interventions, especially in clinical settings like critical care and sports nutrition.

Biotechnology: L-Glutamine-[13C5,15N2] serves as a key tool in biotechnology for optimizing cell culture conditions and recombinant protein production. By monitoring the metabolic fate of labeled glutamine in cell cultures, scientists can tweak nutrient formulations to enhance cell growth and productivity. This is particularly important for the production of biologics and other industrial bioproducts.

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