A metabolite of L-leucine catabolism
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Parent Compound(s)
34342L-Leucine 34749α-Ketoisocaproic Acid
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2-Hydroxyisocaproic Acid

Item No. 36439

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxy-4-methyl-pentanoic acid
CAS Number
498-36-2
Synonyms
  • α-Hydroxyisocaproic Acid
  • 2-hydroxy-4-Methylvaleric Acid
Molecular Formula
C6H12O3
Formula Weight
132.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 12 mg/mlDMSO: 11 mg/mlEthanol: Slightly solublePBS (pH 7.2): 5 mg/ml
SMILES
O=C(C(CC(C)C)O)O
InChi Code
InChI=1S/C6H12O3/c1-4(2)3-5(7)6(8)9/h4-5,7H,3H2,1-2H3,(H,8,9)
InChi Key
LVRFTAZAXQPQHI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $55

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    10 g

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    2-Hydroxyisocaproic acid is a metabolite of L-leucine (Item No. 34342) catabolism.1,2,3,4,5 It is formed from L-leucine via an α-ketoisocaproic acid (Item Nos. 34749 | 21052) intermediate by hydroxyisocaproic acid dehydrogenase in L. lactis.1 2-Hydroxyisocaproic acid is active against a variety of Gram-positive and -negative bacteria (IC50s = 0.6-4.5 mg/ml) and several Candida species (IC50s = 18-36 mg/ml).2,3 Dietary administration of 2-hydroxyisocaproic acid (50.4 g/kg) also prevents reductions in protein synthesis during the immobilization period and increases protein synthesis and muscle mass during the recovery period in casted animals in a rat model of immobilization-induced muscle atrophy.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Park, B., Hwang, H., Chang, J.Y., et al. Identification of 2-hydroxyisocaproic acid production in lactic acid bacteria and evaluation of microbial dynamics during kimchi ripening. Sci. Rep. 7(1), 10904 (2017).

    2. Sakko, M.T., L., Sorsa, T., Hietala, P., et al. 2-Hydroxyisocaproic acid (HICA): A new potential topical antibacterial agent. Int. J. Antimicrob. Agents 39(6), 539-540 (2012).

    3. Sakko, M., Moore, C., Novak-Frazer, L., et al. 2-hydroxyisocaproic acid is fungicidal for Candida and Aspergillus species. Mycoses 57(4), 214-221 (2013).

    4. Lang, C.H., Pruznak, A., Navaratnarajah, M., et al. Chronic α-hydroxyisocaproic acid treatment improves muscle recovery after immobilization-induced atrophy. Am. J. Physiol. Endocrinol. Metab. 305(3), E416-E428 (2013).

    5. Kuang, B., Dhara, V.G., Hoang, D., et al. Identification of novel inhibitory metabolites and impact verification on growth and protein synthesis in mammalian cells. Metab. Eng. Commun. 13, e00182 (2021).