A cell-permeable form of α-ketoglutarate
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Octyl-α-ketoglutarate

Item No. 11970

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-oxo-pentanedioic acid, 1-octyl ester
CAS Number
876150-14-0
Synonyms
  • α-KG octyl ester
Molecular Formula
C13H22O5
Formula Weight
258.3
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
OC(CCC(C(OCCCCCCCC)=O)=O)=O
InChi Code
InChI=1S/C13H22O5/c1-2-3-4-5-6-7-10-18-13(17)11(14)8-9-12(15)16/h2-10H2,1H3,(H,15,16)
InChi Key
QNFIHKFBQFJVKV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $40

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    5 mg

    $139

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    10 mg

    $257

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    25 mg

    $541

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    Cayman Chemical
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    Product Description

    Octyl-α-ketoglutarate is a stable, cell-permeable form of α-ketoglutarate which accumulates rapidly and preferentially in cells with a dysfunctional TCA cycle.1 When used at 1 mM, it stimulates PHD activity, increasing HIF-1α turnover.1,2 In addition, octyl-α-ketoglutarate competitively blocks succinate- or fumarate-mediated inhibition of PHD.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. MacKenzie, E.D., Selak, M.A., Tennant, D.A., et al. Cell-permeating α-ketoglutarate derivatives alleviate pseudohypoxia in succinate dehydrogenase-deficient cells. Mol. Cell. Biol. 27(9), 3282-3289 (2007).

    2. Zhao, S., Lin, Y., Xu, W., et al. Glioma-derived mutations in IDH1 dominantly inhibit IDH1 catalytic activity and induce HIF-1α. Science 324(5924), 261-265 (2009).