Disodium (R)-2-Hydroxyglutarateinhibitor of α-ketoglutarate-dependent dioxygenases CAS# 103404-90-6 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 103404-90-6 | SDF | Download SDF |
| PubChem ID | 51051608 | Appearance | Powder |
| Formula | C5H6Na2O5 | M.Wt | 192.08 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | Disodium (R)-2-hydroxyglutarate | ||
| Solubility | H2O : ≥ 32 mg/mL (166.60 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | disodium;(2R)-2-hydroxypentanedioate | ||
| SMILES | C(CC(=O)[O-])C(C(=O)[O-])O.[Na+].[Na+] | ||
| Standard InChIKey | DZHFTEDSQFPDPP-HWYNEVGZSA-L | ||
| Standard InChI | InChI=1S/C5H8O5.2Na/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/q;2*+1/p-2/t3-;;/m1../s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Oncometabolite produced by mutant isocitrate dehydrogenase 1 (IDH1) and IDH2. Inhibits KDM4A in murine embryonic fibroblasts resulting in activation of mTOR. Also activates NF-κB in bone marrow stromal cells. |
Disodium (R)-2-Hydroxyglutarate Dilution Calculator
Disodium (R)-2-Hydroxyglutarate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 5.2062 mL | 26.0308 mL | 52.0616 mL | 104.1233 mL | 130.1541 mL |
| 5 mM | 1.0412 mL | 5.2062 mL | 10.4123 mL | 20.8247 mL | 26.0308 mL |
| 10 mM | 0.5206 mL | 2.6031 mL | 5.2062 mL | 10.4123 mL | 13.0154 mL |
| 50 mM | 0.1041 mL | 0.5206 mL | 1.0412 mL | 2.0825 mL | 2.6031 mL |
| 100 mM | 0.0521 mL | 0.2603 mL | 0.5206 mL | 1.0412 mL | 1.3015 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Information here is from (R)-2-hydroxyglutarate ((R)-2HG) instead of Disodium (R)-2-Hydroxyglutarate. (R)-2HG inhibits adenosine triphosphate (ATP) synthase [1]. The IC50 value has not been found.
ATP synthase containing a rotary motor involved in energy conversion in organisms. It produces ATP from inorganic phosphate and adenosine diphosphate (ADP). It functions using the energy from a respiration- or photosynthesis-generated transmembrane proton-motive force [2].
Data showed that (R)-2HG accumulated in human cancers carrying mutant isocitrate dehydrogenase (IDH) 1 and 2 genes. In IDH1 mutant cells, the inhibition of (R)-2HG to ATP synthase was mirrored. This indicated that (R)-2HG has a growth-suppressive function. In glioblastoma cells, consistently, the inhibition of (R)-2HG to ATP synthase is sufficient for tumor cell killing and growth arrest under glucose limitation conditions, e.g., when ketone bodies are supplied for energy instead of glucose. In cells, treatment with (R)-2HG decreased the rate of ATP synthase-linked oxygen consumption [1].
The normal cellular concentration of (R)-2HG is 200 mM. At this concentration, ATP synthase is unlikely to be significantly inhibited by (R)-2HG. In glioma patients with IDH mutations, (R)-2HG accumulates to 10-100 times of normal levels, and ATP synthase would be possible to be inhibited. (R)-2HG extended the lifespan of C. elegans, in a similar way of α-KG. Data showed that 2-HG increased lifespan ATP-synthase-dependently [1].
References:
[1]. Fu X, Chin RM, Vergnes L, et al. 2-Hydroxyglutarate inhibits ATP synthase and mTOR signaling. Cell metabolism, 2015, 22(3): 508-515.
[2]. Stock D, Leslie AGW and Walker JE. Molecular architecture of the rotary motor in ATP synthase. Science, 1999, 286(5445): 1700-1705.
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