An internal standard for the quantification of α-ketoisocaproic acid
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α-Ketoisocaproic Acid-d3 (sodium salt)

Item No. 43984

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-methyl-2-oxo-pentanoic-5,5,5-d3 acid, sodium salt
CAS Number
93523-67-2
Synonyms
  • 2-Ketoisocaproate-d3
  • α-Ketoisocaproate-d3
  • 2-Ketoisocapronic Acid-d3
  • KIC-d3
  • 4-MOP-d3
  • 2-Oxoisocaproic Acid-d3
  • 4-methyl-2-Oxopentanoate-d3
  • 4-methyl-2-Oxovaleric Acid-d3
  • 4-methyl-2-Oxovalerate-d3
Molecular Formula
C6H6D3O3 • Na
Formula Weight
155.1
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS pH 7.2: Sparingly soluble: 1-10 mg/ml
SMILES
[2H]C([2H])(C(CC(C([O-])=O)=O)C)[2H].[Na+]
InChi Code
InChI=1S/C6H10O3.Na/c1-4(2)3-5(7)6(8)9;/h4H,3H2,1-2H3,(H,8,9);/q;+1/p-1/i1D3;
InChi Key
IXFAZKRLPPMQEO-NIIDSAIPSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    α-Ketoisocaproic acid-d3 is intended for use as an internal standard for the quantification of α-ketoisocaproic acid (Item Nos. 34749 | 21052) by GC- or LC-MS. α-Ketoisocaproic acid is a metabolite of L-leucine (Item No. 34342) catabolism.1 It increases the production of reactive species and decreases the activity of mitochondrial complex I, also known as NADH dehydrogenase, and complex II-III in the rat hippocampus when administered at an intracerebroventricular dose of 4 µmol.2 Urine levels of α-ketoisocaproic acid are reduced in db/db diabetic mice compared with heterozygous db/m non-diabetic mice.3 α-Ketoisocaproic acid accumulates in the tissues and body fluids of patients with maple syrup urine disease, an inborn error of metabolism characterized by branched-chain α-keto acid dehydrogenase (BCKAD) deficiency and leads to progressive ketoacidosis, failure to thrive, neurological dysfunction, and, potentially, death.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schiff, M., Ogier de Baulny, H., and Dionisi-Vici, C. Branched-chain organic acidurias/acidaemias. Inborn metabolic diseases: Diagnosis and treatment 277-294 (2016).

    2. Farias, H.R., Gabriel, J.R., Cecconi, M.L., et al. The metabolic effect of α-ketoisocaproic acid: In vivo and in vitro studies. Metab. Brain Dis. 36(1), 185-192 (2021).

    3. Kim, N.H., Hyeon, J.S., Kim, N.H., et al. Metabolic changes in urine and serum during progression of diabetic kidney disease in a mouse model. Arch. Biochem. Biophys. 646, 90-97 (2018).