4-Hydroxyphenylpyruvic acid

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An intermediate in the metabolism of the amino acid phenylalanine


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4-Hydroxyphenylpyruvic acid is an intermediate in the metabolism of the amino acid phenylalanine. It plays a crucial role in the tyrosine degradation pathway and is involved in several metabolic processes.

Structure and Properties[edit | edit source]

4-Hydroxyphenylpyruvic acid is a keto acid with the chemical formula C9H8O4. It contains a hydroxy group attached to the phenyl ring, which is characteristic of its structure. The presence of both a carboxylic acid group and a keto group makes it a key intermediate in various biochemical reactions.

Biosynthesis[edit | edit source]

4-Hydroxyphenylpyruvic acid is synthesized from phenylalanine through a series of enzymatic reactions. The first step involves the conversion of phenylalanine to tyrosine by the enzyme phenylalanine hydroxylase. Tyrosine is then converted to 4-hydroxyphenylpyruvic acid by the enzyme tyrosine aminotransferase.

Metabolic Pathway[edit | edit source]

In the tyrosine catabolism pathway, 4-hydroxyphenylpyruvic acid is further metabolized to homogentisic acid by the enzyme 4-hydroxyphenylpyruvate dioxygenase. This step is crucial for the breakdown of tyrosine and the production of energy and other metabolites.

Clinical Significance[edit | edit source]

Deficiencies or malfunctions in the enzymes involved in the metabolism of 4-hydroxyphenylpyruvic acid can lead to metabolic disorders. For example, a deficiency in 4-hydroxyphenylpyruvate dioxygenase can result in tyrosinemia type III, a rare genetic disorder characterized by elevated levels of tyrosine and its metabolites in the blood.

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Contributors: Prab R. Tumpati, MD