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Key Documents

114286

Sigma-Aldrich

4-Hydroxyphenylpyruvic acid

98%

Synonyme(s) :

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

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About This Item

Formule linéaire :
HOC6H4CH2COCO2H
Numéro CAS:
Poids moléculaire :
180.16
Numéro Beilstein :
2691632
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

98%

Forme

solid

Pf

219-220 °C (dec.) (lit.)

Solubilité

ethanol: soluble 50 mg/mL

Chaîne SMILES 

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)

Clé InChI

KKADPXVIOXHVKN-UHFFFAOYSA-N

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Description générale

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>

Notes préparatoires

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

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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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
Dingding Shao et al.
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Macrophage migration inhibitory factor homologues have been identified from several genera of parasites, including Plasmodium, and have shown some functional similarities to the host molecule. It was hypothesized that MIF molecules can act as a regulator in host-parasite interaction in
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
Panqing He et al.
Biochemistry, 49(9), 1998-2007 (2010-02-02)
Hydroxymandelate synthase (HMS) catalyzes the committed step in the formation of p-hydroxyphenylglycine, a recurrent substructure of polycyclic nonribosomal peptide antibiotics such as vancomycin. HMS has the same structural fold as and uses the same substrates as 4-hydroxyphenylpyruvate dioxygenase (HPPD) (4-hydroxyphenylpyruvate
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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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