An active metabolite of phenylalanine
Related Products
Isomer(s)
37236m-Coumaric Acid 20929p-Coumaric Acid
Parent Compound(s)
31498L-Phenylalanine
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Phenylpyruvic Acid

Item No. 36363

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-oxo-benzenepropanoic acid
CAS Number
156-06-9
Synonyms
  • Phenylpyroracemic Acid
  • 3-Phenylpyruvic Acid
  • β-Phenylpyruvic Acid
  • PPA
Molecular Formula
C9H8O3
Formula Weight
164.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
λmax
289 nm
SMILES
O=C(C(CC1=CC=CC=C1)=O)O
InChi Code
InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)
InChi Key
BTNMPGBKDVTSJY-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 g

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    Product Description

    Phenylpyruvic acid is an active metabolite of the essential amino acid L-phenylalanine (Item No. 31498) and a biosynthetic precursor to the antifungal phenyl alkanoic acid 3-phenyllactic acid (Item No. 36365).1,2 It inhibits glucose-6-phosphate dehydrogenase (G6PDH) in rat brain homogenates when used at concentrations of 0.6 and 1.2 mM.1 Addition of phenylpyruvic acid to the culture medium of lactic acid bacteria increases 3-phenyllactic acid levels in, and the antifungal activity of, the cell-free culture supernatant.2 Urinary levels of phenylpyruvic acid are increased in patients with phenylketonuria (PKU), an inborn error of metabolism characterized by a deficiency in phenylalanine hydroxylase (PAH) activity.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rosa, A.P., Jacques, C.E.D., Moraes, T.B., et al. Phenylpyruvic acid decreases glucose-6-phosphate dehydrogenase activity in rat brain. Cell. Mol. Neurobiol. 32(7), 1113-1118 (2012).

    2. Valerio, F., Di Biase, M., Lattanzio, V.M.T., et al. Improvement of the antifungal activity of lactic acid bacteria by addition to the growth medium of phenylpyruvic acid, a precursor of phenyllactic acid. Int. J. Food Microbiol. 222, 1-7 (2016).

    3. Xiong, X., Sheng, X., Liu, D., et al. A GC/MS-based metabolomic approach for reliable diagnosis of phenylketonuria. Anal. Bioanal. Chem. 407(29), 8825-8833 (2015).