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2-Deoxy-D-glucose-[1-13C]

General Information
Catalog: BLP-006104
CAS: 478518-95-5
Molecular Formula: [13C]C5H12O5
Molecular Weight: 165.15
Chemical Structure
2-Deoxy-D-glucose-[1-13C]
Description 2-Deoxy-D-glucose-[1-13C] is intended for use as an internal standard for 2-Deoxy-D-glucose. 2-Deoxy-D-glucose is a non-metabolizable glucose analogue that inhibits phosphorylation of glucose by hexokinase, the first step of glycolysis.
Synonyms 2-Deoxy-D-arabinohexose-1-13C
IUPAC Name (3R,4S,5S,6R)-3-fluoro-6-(hydroxymethyl)(2-13C)oxane-2,4,5-triol
Related CAS 154-17-6 (unlabelled)
Canonical SMILES C(C1C(C(C(C(O1)O)F)O)O)O
InChI InChI=1S/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2/t2-,3-,4-,5-,6?/m1/s1/i6+1
InChI Key PMMURAAUARKVCB-UPKQYVFDSA-N
Boiling Point 146-147°C
Purity 98% by CP; 99% atom 13C
Appearance Solid

D-2-Deoxy-D-glucose-1-[13C], an isotopically labeled glucose analogue widely used in biochemical and clinical research. Here are some key applications of D-2-Deoxy-D-glucose-1-[13C]:

Metabolic Pathway Tracing: D-2-Deoxy-D-glucose-1-[13C] is utilized to trace glucose metabolism in cells and tissues. By incorporating this labeled compound, researchers can track the metabolic fate of glucose and investigate alterations in glycolysis and other metabolic pathways. This is particularly valuable in understanding metabolic diseases such as cancer and diabetes.

Positron Emission Tomography (PET) Imaging: In clinical diagnostics, D-2-Deoxy-D-glucose-1-[13C] is employed as a radiotracer in PET imaging. By visualizing the uptake and utilization of glucose in various tissues, experts can detect abnormalities in metabolic activity. This technique is instrumental in diagnosing and monitoring conditions such as tumors where glucose metabolism is often upregulated.

Cancer Research: Researchers use D-2-Deoxy-D-glucose-1-[13C] to study the Warburg effect in cancer cells, where there is an increased reliance on glycolysis for energy production even in the presence of oxygen. By measuring how cancer cells metabolize this glucose analogue, insights into tumor metabolism and potential therapeutic targets are gained. This helps in the design of better cancer treatment strategies.

Neuroscience: D-2-Deoxy-D-glucose-1-[13C] is also employed in neuroscience to study brain metabolism. By examining how different regions of the brain uptake and process glucose, researchers can gain insights into neuronal activity and brain function. This is particularly useful in the study of neurological disorders such as Alzheimer's disease and epilepsy.

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