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2-Amino-2-deoxy-D-[1-13C]glucose hydrochloride

General Information
Catalog: BLP-013189
CAS: 84247-63-2
Molecular Formula: C5[13C]H14ClNO5
Molecular Weight: 216.62
Chemical Structure
2-Amino-2-deoxy-D-[1-13C]glucose hydrochloride
Description 2-Amino-2-deoxy-D-[1-13C]glucose hydrochloride is the labelled derivative of D-Glucosamine. Novel application of glucosamine is to prepare medical agent for treating vertigo. Found in chitin, in mucoproteins, and in mucopolysaccharides. Antiarthritic.
Synonyms D-[1-13C]glucosamine hydrochloride
IUPAC Name (2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxy(1-13C)hexanal;hydrochloride
Related CAS 66-84-2 (unlabelled)
Canonical SMILES C(C(C(C(C(C=O)N)O)O)O)O.Cl
InChI InChI=1S/C6H13NO5.ClH/c7-3(1-8)5(11)6(12)4(10)2-9;/h1,3-6,9-12H,2,7H2;1H/t3-,4+,5+,6+;/m0./s1/i1+1;
InChI Key CBOJBBMQJBVCMW-MGYMDGOHSA-N
Melting Point >177.0°C (dec.)
Solubility Soluble in Methanol, Water
Appearance White Solid

2-Amino-2-deoxy-D-[1-13C]glucose hydrochloride, a stable isotopically labeled compound widely employed in biochemical research, finds diverse applications in metabolic studies. Here are the key applications:

Metabolic Flux Analysis: Researchers utilize 2-Amino-2-deoxy-D-[1-13C]glucose hydrochloride to unveil the intricate pathways of glucose metabolism within cells. By integrating this labeled glucose into metabolic cascades, scientists scrutinize the flow of carbon atoms through glycolysis and other metabolic pathways. This in-depth analysis aids in unraveling the complex processes of cellular energy generation and provides insights into metabolic disorders.

Glycoprotein and Glycolipid Biosynthesis Studies: Delving into the realm of glycan biology, this labeled glucose analog plays a pivotal role in investigating the intricate synthesis and modification of glycoproteins and glycolipids. By introducing 2-Amino-2-deoxy-D-[1-13C]glucose into these macromolecules, researchers trace the biosynthetic pathways and untangle the enzymatic intricacies involved. This exploration is essential for comprehending the multifaceted roles of glycosylation in both physiological health and disease states.

NMR Spectroscopy: At the forefront of structural analysis, 2-Amino-2-deoxy-D-[1-13C]glucose hydrochloride serves as a cornerstone in nuclear magnetic resonance (NMR) spectroscopy, enabling the in-depth study of carbohydrate dynamics and structures. The incorporation of the 13C label facilitates the detection of signals, allowing scientists to observe the behavior of glucose molecules across diverse biochemical environments. This technique is pivotal in deciphering molecular interactions and elucidating conformational changes, shedding light on the intricate world of carbohydrate biochemistry.

Cancer Metabolism Research: In the realm of oncology, this compound emerges as a powerful tool for investigating the aberrant glucose metabolism characteristic of cancer cells. With cancer cells exhibiting enhanced glucose uptake and altered metabolic pathways, the utilization of 2-Amino-2-deoxy-D-[1-13C]glucose aids in visualizing these metabolic shifts. This profound insight not only aids in the development of targeted therapies but also enhances our understanding of the metabolic foundations underpinning cancer progression, offering new avenues for combating this complex disease.

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