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Merck
CN

H5005

4-Hydroxyphenylpyruvic acid

Grade II, 98-100%, crystalline

Synonym(s):

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

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About This Item

Linear Formula:
HOC6H4CH2COCO2H
CAS Number:
Molecular Weight:
180.16
EC Number:
205-852-9
UNSPSC Code:
12352103
PubChem Substance ID:
Beilstein/REAXYS Number:
2691632
MDL number:
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InChI key

KKADPXVIOXHVKN-UHFFFAOYSA-N

InChI

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

SMILES string

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

type

Grade II

assay

98-100%

form

crystalline

color

off-white to tan

mp

219-220 °C (dec.) (lit.)

storage temp.

−20°C

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Haihua Yang et al.
Molecular microbiology, 65(4), 1064-1077 (2007-07-21)
Streptomyces coelicolor produces a brown pigment on nutrient-limited agar medium (Tyr-PM) using l-tyrosine as the sole nitrogen and carbon source. The pigment production is associated with the second step of l-tyrosine catabolism catalysed by 4-hydroxyphenylpyruvate dioxygenase (HppD), which converts 4-hydroxyphenylpyruvate
F Wu et al.
Guang pu xue yu guang pu fen xi = Guang pu, 21(3), 359-361 (2003-09-02)
A fluorescence quenching method for the determination of p-hydroxyphenylpyruvic acid with trytophan in the medium pH 11.01 NH3-NH4Cl is studied. The calibration curve is linear for p-hydroxyphenylpyruvic acid from 0 to 15 micrograms.mL-1 with lambda ex/lambda em = 285/356 nm.
R E Williams et al.
Toxicology, 201(1-3), 231-238 (2004-08-07)
D-serine selectively damages renal proximal tubule cells in rats by a mechanism that is not fully understood. Recent proteomic analysis identified that D-serine elevated plasma fumarylacetoacetate hydrolase (FAH). FAH is involved in tyrosine catabolism; hence, this pathway may be involved
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
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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