4-Hydroxyphenylpyruvic acid

4-Hydroxyphenylpyruvic acid
	IUPAC name 3-(4-hydroxyphenyl)-2-oxo-propanoic acid
Identifiers
CAS number	156-39-8
PubChem	979
ChemSpider	954
DrugBank	DB07718
KEGG	C01179
ChEBI	CHEBI:15999
ChEMBL	CHEMBL607712
Jmol-3D images	Image 1
	SMILES O=C(O)C(=O)Cc1ccc(O)cc1 ;
	InChI InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13) ; Key: KKADPXVIOXHVKN-UHFFFAOYSA-N InChI=1/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13); Key: KKADPXVIOXHVKN-UHFFFAOYAH ;
Properties
Molecular formula	C9H8O4
Molar mass	180.157 g/mol
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

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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]

[edit] 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. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1168273.
^ Denoya, Claudio; Skinner, Deborah; Morgenstern, Margaret (September 1994). Journal of Bacteriology 1 (17): 5312–5319. http://jb.asm.org/cgi/reprint/176/17/5312. Retrieved 18 July 2011.

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