A metabolite of L-leucine
Related Products
Isomer(s)
364402-Methylglutaric Acid
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3-Methylglutaric Acid

Item No. 34357

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-methyl-pentanedioic acid
CAS Number
626-51-7
Synonyms
  • NSC 14870
Molecular Formula
C6H10O4
Formula Weight
146.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C(CC(CC(O)=O)C)O
InChi Code
InChI=1S/C6H10O4/c1-4(2-5(7)8)3-6(9)10/h4H,2-3H2,1H3,(H,7,8)(H,9,10)
InChi Key
XJMMNTGIMDZPMU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $57

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    10 g

    $85

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    25 g

    $154

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    50 g

    $279

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    Product Description

    3-Methylglutaric acid is a metabolite of the essential amino acid L-leucine (Item No. 34342).1 It is produced by hydrolysis of the L-leucine catabolic intermediate 3-methylglutaconyl-CoA (3-MG-CoA), which accumulates when the activity of 3-MG-CoA hydratase, the enzyme that converts 3-MG-CoA to HMG-CoA, is deficient, in the mitochondria. 3-Methylglutaric acid (5 mM) inhibits N+/K+-ATPase activity and induces the production of reactive oxygen species (ROS) in rat cortical synaptosomes, as well as induces lipid peroxidation in rat cortical supernatants.2,3 Urinary levels of 3-methylglutaric acid are increased in patients with 3-methylglutaconic aciduria type I, an inborn error of metabolism characterized by mutations in the gene encoding 3-MG-CoA hydratase that can lead to neurological impairments.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mack, M., Schniegler-Mattox, U., Peters, V., et al. Biochemical characterization of human 3-methylglutaconyl-CoA hydratase and its role in leucine metabolism. FEBS J. 273(9), 2012-2022 (2006).

    2. Riberio, C.A.J., Hickmann, F.H., and Wajner, M. Neurochemical evidence that 3-methylglutaric acid inhibits synaptic Na+,K+-ATPase activity probably through oxidative damage in brain cortex of young rats. Int. J. Dev. Neurosci. 29(1), 1-7 (2011).

    3. Leipnitz, G., Seminotti, B., Amaral, A.U., et al. Induction of oxidative stress by the metabolites accumulating in 3-methylglutaconic aciduria in cerebral cortex of young rats. Life Sci. 82(11-12), 652-662 (2008).