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4-Hydroxyphenylpyruvic acid

Name: 4-Hydroxyphenylpyruvic acid
Brand: ALDRICH

98%

Synonym(s):

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

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About This Item

Linear Formula:

HOC₆H₄CH₂COCO₂H

CAS Number:

156-39-8

Molecular Weight:

180.16

Beilstein:

2691632

EC Number:

205-852-9

MDL number:

MFCD00002591

UNSPSC Code:

12352100

PubChem Substance ID:

24847164

NACRES:

NA.22

Quality Level

100

Assay

98%

form

solid

mp

219-220 °C (dec.) (lit.)

solubility

ethanol: soluble 50 mg/mL

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

GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Precautionary Statements

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Determination of α-keto acids in pork meat and Iberian ham via tandem mass spectrometry.

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

Electrochemical study on the keto-enol tautomerization of p-hydroxyphenylpyruvic acid in aqueous solution.

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

DNA damage and repair in mammalian cells exposed to p-hydroxyphenylpyruvic acid.

Etresia van Dyk et al.

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

Fungal metabolic model for tyrosinemia type 3: molecular characterization of a gene encoding a 4-hydroxy-phenyl pyruvate dioxygenase from Aspergillus nidulans.

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

Transcriptome analysis of a phenol-producing Pseudomonas putida S12 construct: genetic and physiological basis for improved production.

Nick J P Wierckx et al.

Journal of bacteriology, 190(8), 2822-2830 (2007-11-13)

The unknown genetic basis for improved phenol production by a recombinant Pseudomonas putida S12 derivative bearing the tpl (tyrosine-phenol lyase) gene was investigated via comparative transcriptomics, nucleotide sequence analysis, and targeted gene disruption. We show upregulation of tyrosine biosynthetic genes

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