(2R)-Octyl-α-hydroxyglutarate ((2R)-Octyl-2-HG) (Synonyms: (2R)Octyl2-HG) |
| Catalog No.GC32754 |
(2R)-Octyl-α-hydroxyglutarate ((2R)-Octyl-2-HG) is a cell-permeable modification of the D-isomer of 2-Hydroxyglutarate.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 1391194-67-4
Sample solution is provided at 25 µL, 10mM.
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(2R)-Octyl-α-hydroxyglutarate ((2R)-Octyl-2-HG) is a cell-permeable modification of the D-isomer of 2-Hydroxyglutarate[1]. (2R)-Octyl-α-hydroxyglutarate is a membrane-permeable precursor of the oncometabolite (R)-2-hydroxyglutarate (R-2HG) produced in IDH1 mutant tumor cells[2]. (2R)-Octyl-α-hydroxyglutarate can act as a competitive inhibitor of α-ketoglutarate (α-KG)-dependent deoxygenase[3]. (2R)-Octyl-α-hydroxyglutarate can inhibit homology-directed repair (HDR) activity in IDH1/2 mutant cells[4].
In vitro, treatment of wild-type HCT116 cells with (2R)-Octyl-α-hydroxyglutarate (0-1000μM) for 10 days increased the sensitivity of the cells to poly(adenosine 5′-diphosphate ribose) polymerase (PARP) inhibitors[5]. Treatment of THP1 cells with (2R)-Octyl-α-hydroxyglutarate (300μM) for 7 days did not increase the level of (R)-2-hydroxyglutarate in the cells[6].
References:
[1] Reitman Z J, Duncan C G, Poteet E, et al. Cancer-associated isocitrate dehydrogenase 1 (IDH1) R132H mutation and d-2-hydroxyglutarate stimulate glutamine metabolism under hypoxia[J]. Journal of Biological Chemistry, 2014, 289(34): 23318-23328.
[2] Kim G H, Choi S Y, Oh T I, et al. IDH1R132H causes resistance to HDAC inhibitors by increasing NANOG in glioblastoma cells[J]. International Journal of Molecular Sciences, 2019, 20(11): 2679.
[3] Wang X, Liu R, Qu X, et al. α-Ketoglutarate-activated NF-κB signaling promotes compensatory glucose uptake and brain tumor development[J]. Molecular cell, 2019, 76(1): 148-162. e7.
[4] Dow J, Krysztofiak A, Liu Y, et al. Vulnerability of IDH1-mutant cancers to histone deacetylase inhibition via orthogonal suppression of DNA repair[J]. Molecular Cancer Research, 2021, 19(12): 2057-2067.
[5] Sulkowski P L, Corso C D, Robinson N D, et al. 2-Hydroxyglutarate produced by neomorphic IDH mutations suppresses homologous recombination and induces PARP inhibitor sensitivity[J]. Science translational medicine, 2017, 9(375): eaal2463.
[6] Bassal M A, Samaraweera S E, Lim K, et al. Germline mutations in mitochondrial complex I reveal genetic and targetable vulnerability in IDH1-mutant acute myeloid leukaemia[J]. Nature communications, 2022, 13(1): 2614.
| Cell experiment [1]: | |
Cell lines | Wild-type HCT116 cells |
Preparation Method | After 4 days of culture in the presence of 300nM BMN-673 or DMSO control, wild-type HCT116 cells were treated with increasing concentrations of (2R)-Octyl-α-hydroxyglutarate ((2R)-Octyl-2-HG) (0-1000μM) for a short-term growth delay assay. For growth delay assays containing (2R)-octyl-2HG, cells were cultured with the indicated con centration for 10 days before plating. |
Reaction Conditions | 0-1000μM; 10 days |
Applications | Treatment of wild-type HCT116 cells with (2R)-Octyl-α-hydroxyglutarate conferred increased poly(adenosine 5′-diphosphate–ribose)polymerase (PARP) inhibitor sensitivity. |
| Cell experiment [2]: | |
Cell lines | THP1 cells |
Preparation Method | Parental THP1 cells seeded at 5×104 cells per ml were cultured for 7 days in RPMI supplemented with 1% serum in the presence of either 300μM (2R)-Octyl-α-hydroxyglutarate, 5μM IACS-010759, the combination of both or DMSO control. The ratio of live DAPI-positive cells to CountBright™ Absolute Counting Beads were determined on days 3, 5, and 7 using the BD FACSCanto™II flow cytometry system. |
Reaction Conditions | 300μM; 7 days |
Applications | (2R)-Octyl-α-hydroxyglutarate does not induce elevated (R)-2-hydroxyglutarate levels in THP1 cells. |
References: | |
| Cas No. | 1391194-67-4 | SDF | |
| Synonyms | (2R)Octyl2-HG | ||
| Canonical SMILES | O=C(OCCCCCCCC)[C@H](O)CCC(O)=O | ||
| Formula | C13H24O5 | M.Wt | 260.33 |
| Solubility | DMSO : 100 mg/mL (384.13 mM) | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 3.8413 mL | 19.2064 mL | 38.4128 mL |
| 5 mM | 0.7683 mL | 3.8413 mL | 7.6826 mL |
| 10 mM | 0.3841 mL | 1.9206 mL | 3.8413 mL |
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
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Quality Control & SDS
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- Purity: >97.00%
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Average Rating: 5 (Based on Reviews and 12 reference(s) in Google Scholar.)
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