A CPT1 inhibitor and prodrug form of 4-hydroxyphenylglyoxylic acid
Related Products
Active Metabolite(s)
381214-Hydroxyphenylglyoxylic Acid
Isomer(s)
37479(R,S)-3-HPG
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Oxfenicine

Item No. 33698

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
αS-amino-4-hydroxy-benzeneacetic acid
CAS Number
32462-30-9
Synonyms
  • 4-hydroxy-L-Phenylglycine
  • p-hydroxy-L-Phenylglycine
  • UK 25842
Molecular Formula
C8H9NO3
Formula Weight
167.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solublePBS (pH 7.2): slightly soluble
λmax
227 nm
SMILES
OC([C@H](C1=CC=C(C=C1)O)N)=O
InChi Code
InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1
InChi Key
LJCWONGJFPCTTL-ZETCQYMHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $41

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    5 g

    $80

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    10 g

    $140

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    25 g

    $293

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    Product Description

    Oxfenicine is an inhibitor of carnitine palmitoyltransferase 1 (CPT1) and a prodrug form of 4-hydroxyphenylglyoxylic acid.1,2 Oxfenicine is transaminated to 4-hydroxyphenylglyoxylic acid by branched-chain amino acid aminotransferase in rat heart homogenates.3 It inhibits fatty acid oxidation and increases carbohydrate oxidation in isolated rat hearts perfused with palmitate (Item No. 10010279), glucose, and insulin.4 Oxfenicine increases the ex vivo activity of cardiac pyruvate dehydrogenase (PDH) in rats with an ED50 value of 0.3 mmol/kg.1 It reduces increases in plasma levels of lactate and lactate dehydrogenase 1 (LDH-1), markers of ischemic injury, in a dog model of microsphere-induced coronary ischemia when administered at a dose of 0.1 mmol/kg.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Barnish, I.T., Cross, P.E., Danilewicz, J.C., et al. Promotion of carbohydrate oxidation in the heart by some phenylglyoxylic acids. J. Med. Chem. 24(4), 399-404 (1981).

    2. Bielefeld, D.R., Vary, T.C., and Neely, J.R. Inhibition of carnitine palmitoyl-CoA transferase activity and fatty acid oxidation by lactate and oxfenicine in cardiac muscle. J. Mol. Cell. Cardiol. 17(6), 619-625 (1985).

    3. Stephens, T.W., Higgins, A.J., Cook, G.A., et al. Two mechanisms produce tissue-specific inhibition of fatty acid oxidation by oxfenicine. Biochem. J. 227(2), 651-660 (1985).

    4. Higgins, A.J., Morville, M., Burges, R.A., et al. Oxfenicine diverts rat muscle metabolism from fatty acid to carbohydrate oxidation and protects the ischaemic rat heart. Life Sci. 27(11), 963-970 (1980).

    5. Burges, R.A., Gardiner, D.G., and Higgins, A.J. Protection of the ischaemic dog heart by oxfenicine. Life Sci. 29(18), 1847-1853 (1981).