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Merck

114286

Sigma-Aldrich

4-Hydroxyphenylpyruvic acid

98%

Sinónimos:

3-(4-Hydroxyphenyl)-2-oxopropanoic acid

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About This Item

Fórmula lineal:
HOC6H4CH2COCO2H
Número de CAS:
Peso molecular:
180.16
Beilstein/REAXYS Number:
2691632
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

219-220 °C (dec.) (lit.)

solubility

ethanol: soluble 50 mg/mL

functional group

carboxylic acid
ketone

SMILES string

OC(=O)C(=O)Cc1ccc(O)cc1

InChI

1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)

InChI key

KKADPXVIOXHVKN-UHFFFAOYSA-N

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General description

4-hydroxyphenylpyruvic acid can be determined in pork meat and Iberian ham samples by a sensitive method of multiple reaction monitoring (MRM) by mass spectrometry.

Application

<ul>
<li><strong>Identification of serum biomarkers of ischemic stroke:</strong>4-Hydroxyphenylpyruvic acid is used as a potential diagnostic biomarker in the study to distinguish hypertensive ischemic stroke (IS) patients from both healthy individuals and those with hypertension (Zhao et al., 2023).</li>
</ul>

Preparation Note

50 gm of 4-Hydroxyphenylpyruvic acid dissolves in 1 mL of ethanol to yield a clear, light yellow solution.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Francisco J Hidalgo et al.
Food chemistry, 140(1-2), 183-188 (2013-04-13)
An analytical method which offers accurate determination and identification of eight α-keto acids (α-ketoglutaric acid, pyruvic acid, 4-hydroxyphenylpyruvic acid, 3-methyl-2-oxobutyric acid, α-keto-γ-methylthiobutyric acid, 4-methyl-2-oxovaleric acid, 3-methyl-2-oxovaleric acid, and phenylpyruvic acid) in pork meat and Iberian ham samples is reported. The
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Biochemical and biophysical research communications, 338(2), 815-819 (2005-11-03)
Tyrosinemia type 1 (HT1) is an autosomal recessive disorder of the tyrosine metabolism in which the fumarylacetoacetate hydrolase enzyme is defective. This disease is clinically heterogeneous and a chronic and acute form is discerned. Characteristic of the chronic form is
Márcia Eliana da Silva Ferreira et al.
Eukaryotic cell, 5(8), 1441-1445 (2006-08-10)
Mutations in the human HPD gene (encoding 4-hydroxyphenylpyruvic acid dioxygenase) cause hereditary tyrosinemia type 3 (HT3). We deleted the Aspergillus nidulans homologue (hpdA). We showed that the mutant strain is not able to grow in the presence of phenylalanine and
Yuwu Chi et al.
Bioelectrochemistry (Amsterdam, Netherlands), 60(1-2), 37-45 (2003-08-02)
The keto-enol tautomerization of p-hydroxyphenylpyruvic acid (pHPP) in aqueous solutions and the complexation reaction between enolic pHPP and boric acid have been studied by electrochemical techniques including linear sweep voltammetry (LSV), pulse voltammetry, and cyclic voltammetry (CV), combining with UV
Lu Huang et al.
Journal of chromatography. A, 1175(2), 283-288 (2007-11-21)
The kinetics of keto-enol tautomerism of p-hydroxyphenylpyruvic acid (pHPP) as a model of alpha-carbonyl compounds in aqueous solution at room temperature (25 degrees C) was first investigated by capillary electrophoresis with UV detection at 200 nm. The two tautomers could

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