2-NBDG
2-NBDG (CAS: 186689-07-6) is a fluorescently labeled derivative of 2-deoxyglucose employed as a tracer for cellular glucose uptake. Upon entering the cell via glucose transporter proteins, 2-NBDG undergoes phosphorylation by hexokinase, resulting in intracellular retention. Due to its fluorescent properties, uptake of 2-NBDG can be conveniently analyzed through methods like flow cytometry, fluorescence microscopy, or microplate assays. This compound enables the monitoring of glucose metabolism dynamics in various cell types, such as HepG2, L6 myocytes, MCF-7 cancer cells, and astrocytes, as well as in disease models including diabetes, epilepsy, hyperglycemia, and tumor xenografts.
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| Physical Appearance | A crystalline solid |
| Storage | Store at -20°C |
| M.Wt | 342.26 |
| Cas No. | 186689-07-6 |
| Formula | C12H14N4O8 |
| Solubility | insoluble in DMSO; ≥17.1 mg/mL in H2O with ultrasonic; ≥2.93 mg/mL in EtOH with gentle warming and ultrasonic |
| Chemical Name | (3R,4R,5S,6R)-6-(hydroxymethyl)-3-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)tetrahydro-2H-pyran-2,4,5-triol |
| SDF | Download SDF |
| Canonical SMILES | OC[C@](O1)([H])[C@](O)([H])[C@@](O)([H])[C@](NC2=CC=C(N(=O)=O)C3=NON=C23)([H])C1([H])O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1,2]: | |
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Cell lines |
HepG2 human hepatocarcinoma cells, L6 rat skeletal muscle cells, MCF-7 breast cancer epithelial cells |
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Preparation method |
General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
10 μM for 10 min |
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Applications |
In HepG2 human hepatocarcinoma cells and L6 rat skeletal muscle cells, 2-NBDG concentrations higher than 0.25 mM might show a high degree of self-quenching. 2-NBDG could be used as a fluorescent indicator for direct glucose uptake measurement. In the MCF-7 breast cancer cells, 2-NBDG uptake displayed rapid uptake for the first one to five minutes, then slowed, reaching an apparent maximum uptake near 20–30 minutes. |
| Animal experiment [3]: | |
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Animal models |
Sprague–Dawley male adult rat |
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Dosage form |
200 mg |
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Application |
2-NBDG can be used for localizing epileptic foci. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Zou C, Wang Y, Shen Z. 2-NBDG as a fluorescent indicator for direct glucose uptake measurement[J]. Journal of biochemical and biophysical methods, 2005, 64(3): 207-215. [2]. O’Neil R G, Wu L, Mullani N. Uptake of a fluorescent deoxyglucose analog (2-NBDG) in tumor cells[J]. Molecular Imaging and Biology, 2005, 7(6): 388-392. [3]. Tsytsarev V, Maslov K I, Yao J, et al. In vivo imaging of epileptic activity using 2-NBDG, a fluorescent deoxyglucose analog[J]. Journal of neuroscience methods, 2012, 203(1): 136-140. |
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Quality Control & MSDS
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