4-Hydroxyphenylpyruvic acid
Encyclopedia
4-Hydroxyphenylpyruvic acid (4-HPPA) is an intermediate in the metabolism of the amino acid phenylalanine
. The aromatic side chain of phenylalanine is hydroxylated by the enzyme phenylalanine hydroxylase
to form tyrosine
. The conversion from tyrosine to 4-HPPA is in turn catalyzed by tyrosine aminotransferase
. Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment.
Phenylalanine
Phenylalanine is an α-amino acid with the formula C6H5CH2CHCOOH. This essential amino acid is classified as nonpolar because of the hydrophobic nature of the benzyl side chain. L-Phenylalanine is an electrically neutral amino acid, one of the twenty common amino acids used to biochemically form...
. The aromatic side chain of phenylalanine is hydroxylated by the enzyme phenylalanine hydroxylase
Phenylalanine hydroxylase
Phenylalanine hydroxylase is an enzyme that catalyzes the hydroxylation of the aromatic side-chain of phenylalanine to generate tyrosine. PheOH is one of three members of the pterin-dependent amino acid hydroxylases, a class of monooxygenase that uses tetrahydrobiopterin and a non-heme iron for...
to form tyrosine
Tyrosine
Tyrosine or 4-hydroxyphenylalanine, is one of the 22 amino acids that are used by cells to synthesize proteins. Its codons are UAC and UAU. It is a non-essential amino acid with a polar side group...
. The conversion from tyrosine to 4-HPPA is in turn catalyzed by tyrosine aminotransferase
Tyrosine aminotransferase
Tyrosine aminotransferase is an enzyme present in the liver and catalyzes the conversion of tyrosine to 4-hydroxyphenylpyruvate. In humans, the tyrosine aminotransferase protein is encoded by the TAT gene...
. Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment.