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Phenylalanine & tyrosine metabolism

Catalog No.
M1118
A metabolic intermediate that can be synthesized into 3-phenyllactic acid via lactate dehydrogenase.
Grouped product items
SizePriceStock Qty
5g
$74.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

Phenylalanine & tyrosine metabolism (CAS No.: 156-06-9) phenylpyruvic acid is an endogenous metabolite derived from the transamination of the essential amino acid L-phenylalanine and belongs to the class of phenylpyruvic acid derivatives, serving as a key intermediate in phenylalanine and tyrosine metabolic pathways. It functions as a biosynthetic precursor to 3-phenyllactic acid, a compound with recognized antifungal properties, and has been shown to enhance the antifungal activity of lactic acid bacteria by increasing metabolite production in culture systems. Mechanistically, phenylpyruvic acid modulates cellular redox metabolism by affecting enzymes of the oxidative branch of the pentose phosphate pathway, including inhibition of glucose-6-phosphate dehydrogenase activity observed in biochemical assays at low millimolar concentrations, thereby influencing NADPH generation and oxidative stress responses. Elevated levels of this metabolite are associated with phenylketonuria, reflecting disrupted phenylalanine hydroxylation and making it a relevant biomarker and tool compound for studying metabolic dysfunction. In vitro, it demonstrates antifungal activity against common contaminants such as Aspergillus niger and Penicillium roqueforti, typically within micromolar to millimolar concentration ranges depending on the experimental system. This compound is widely utilized in metabolic research, microbiology, and enzymology to investigate amino acid catabolism, redox enzyme regulation, and microbial metabolite-mediated antifungal mechanisms, with experimental concentrations adjusted according to specific cellular, microbial, or in vivo model requirements.

Chemical Properties

Physical AppearanceA solid
Storage-20°C
M.Wt164.16
Cas No.156-06-9
FormulaC9H8O3
SynonymsPhenylpyroracemic Acid; 3-Phenylpyruvic Acid; β-Phenylpyruvic Acid; PPA
Solubility≥30.4 mg/mL in DMSO; ≥33.6 mg/mL in EtOH; ≥5.23 mg/mL in H2O with gentle warming
Chemical Name2-oxo-3-phenylpropanoic acid
Canonical SMILESO=C(C/N=C(O)/CC1=CC=CC=C1)O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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