4-Hydroxyphenylpyruvic acid
![]() | |
Names | |
---|---|
Preferred IUPAC name
3-(4-Hydroxyphenyl)-2-oxopropanoic acid | |
Other names
4-Hydroxyphenylpyruvate
p-Hydroxyphenylpyruvic acid p-Hydroxyphenylpyruvate | |
Identifiers | |
3D model (JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.005.322 ![]() |
IUPHAR/BPS
|
|
KEGG | |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C9H8O4 | |
Molar mass | 180.157 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
![]() ![]() ![]() | |
Infobox references | |
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.[1] Additionally, 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment.[2]
It is an intermediary compound in the biosynthesis of scytonemin.
See also[]
References[]
- ^ Brand, Larry; Harper, Alfred (1974). "Effect of glucagon on phenylalanine metabolism and phenylalanine-degrading enzymes in the rat". Biochemical Journal. 142 (2): 231–45. PMC 1168273. PMID 4155291.
- ^ Denoya, Claudio; Skinner, Deborah; Morgenstern, Margaret (September 1994). "A Streptomyces avermitilis gene encoding a 4-hydroxyphenylpyruvic acid dioxygenase-like protein that directs the production of homogentisic acid and an ochronotic pigment in Escherichia coli". Journal of Bacteriology. 1 (17): 5312–5319. PMC 196716.
Categories:
- Natural phenols
- Phenols
- Alpha-keto acids
- Propionic acids
- Hydroxy acids
- Biochemistry stubs