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N-acetyl-D-glucosamine-[6-13C,15N]

General Information
Catalog: BLP-012725
Molecular Formula: C7[13C]H15[15N]O6
Molecular Weight: 223.20
Chemical Structure
N-acetyl-D-glucosamine-[6-13C,15N]
Synonyms N-acetyl-D-[6-13C,15N]glucosamine; 2-[15N]acetamido-2-deoxy-D-[6-13C]glucose; 2-Acetamido-2-Deoxy-D-Glucopyranose-6-13C,15N; 2-Acetamido-2-Deoxy-D-Glucopyranoside-6-13C,15N; D-GlcNAc-6-13C,15N
IUPAC Name N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxy(1-13C)methyl)oxan-3-yl]acetamide-15N
Related CAS 7512-17-6 (unlabelled)
Canonical SMILES CC(=O)NC1C(C(C(OC1O)CO)O)O
InChI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8?/m1/s1/i2+1,9+1
InChI Key OVRNDRQMDRJTHS-KFKIHPDBSA-N
Solubility Soluble in Acetone (Slightly), Methanol (Very Slightly, Heated), Water (Sparingly)
Appearance Beige Solid
Storage Store at -20°C

N-acetyl-D-glucosamine-[6-13C,15N], a stable isotope-labeled sugar derivative extensively utilized in diverse realms of bioscience research, possesses numerous applications. Here are the key applications of N-acetyl-D-glucosamine-[6-13C,15N]:

Metabolic Pathway Tracing: An indispensable tool for investigating glycosylation and carbohydrate metabolism, this isotopically labeled sugar intricately guides researchers in tracing metabolic pathways. By introducing N-acetyl-D-glucosamine-[6-13C,15N] into cells, scientists meticulously monitor its voyage through various metabolic pathways, employing cutting-edge techniques like mass spectrometry and NMR spectroscopy. This meticulous process unveils intricate details on metabolic fluxes and the intricate regulation of cellular metabolism.

Structural Biology: Within the domain of structural biology, N-acetyl-D-glucosamine-[6-13C,15N] emerges as a critical element in unraveling the three-dimensional structures of glycoproteins and other biomolecules. Through the strategic integration of stable isotopes, in-depth NMR and crystallography studies are facilitated, aiding in the elucidation of the structures and dynamics of glycosylated molecules. This profound understanding is pivotal for advancing the development of therapeutic antibodies and deciphering nuanced protein functionalities.

Proteomics: In the expansive realm of proteomics, the application of this labeled sugar proves invaluable for discerning and quantifying glycoproteins within complex biological samples. By tagging glycoproteins with N-acetyl-D-glucosamine-[6-13C,15N], researchers employ mass spectrometry to distinguish and quantify these proteins with heightened precision. This precise methodology expedites the discovery of crucial biomarkers and fuels investigations into protein modifications during disease states.

Drug Metabolism Studies: Employed extensively in pharmacokinetic and drug metabolism research, N-acetyl-D-glucosamine-[6-13C,15N] serves as a potent tool for scrutinizing the biotransformation of drugs interacting with glycosylated molecules. By monitoring the labeled sugar's trajectory, scientists gain profound insights into how drugs are metabolized and excreted within the body. This crucial information underpins drug design strategies and facilitates the optimization of therapeutic regimens, propelling advancements in pharmacological research.

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