4-Hydroxyphenylpyruvic acid

SKU: H0013

Category: Building Blocks, Intermediates, Reagents

Synonyms: 3-(4-Hydroxyphenyl)-2-oxopropanoic acid , 4-HPPA, p-Hydroxyphenylpyruvic acid; 156-39-8
CAS-Number: C₉H₈O₄
Molecular Formula: 180.16
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: Light yellow crystalline powder

Properties

Density: ~1.4 g/cm3 (Predicted)
Refractive Index: n20D 1.60 (Predicted)
Boiling Point: ~380.8 °C at 760 mmHg (Predicted)
Melting Point: 219-220°C (lit.)(dec.)
Solvents: water, ethanol (50 mg/ml), ether, methanol

Downloads

Safety Data Sheet: CDX H0013 MSDS.pdf

Short Term Storage: +4°C
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: -20°C
Shipping: AMBIENT

Transportation: Not dangerous goods
Signal word: Warning
GHS Symbol: GHS07
Precautionary statements: P261-P305 + P351 + P338
Hazard statements: H315-H319-H335

Description: Keto acid that is involved in the tyrosine catabolism pathway. It is a product of the enzyme (R)-4-hydroxyphenyllactate dehydrogenase and is formed during tyrosine metabolism. The conversion from tyrosine to 4-HPPA is catalyzed by tyrosine aminotransferase. 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment. A deficiency in the catalytic activity of HPD is known to lead to tyrosinemia type III, an autosomal recessive disorder characterized by elevated levels of blood tyrosine and massive excretion of tyrosine derivatives into urine.
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)
References: (1) C.H. Doy, et al.: Nature 186, 529 (1960) , (2) W. Loffelhardt & H. Kindl , FEBS Lett 104, 332 (1979) , (3) K. Tomoeda, et al.: Mol. Genet. Metab. 71, 506 (2000) , (4) E. van Dyk & P. Pretorius , BBRC 338, 815 (2005)
InChi Key: KKADPXVIOXHVKN-UHFFFAOYSA-N
Smiles: OC1=CC=C(CC(C(O)=O)=O)C=C1

Keto acid that is involved in the tyrosine catabolism pathway. It is a product of the enzyme (R)-4-hydroxyphenyllactate dehydrogenase and is formed during tyrosine metabolism. The conversion from tyrosine to 4-HPPA is catalyzed by tyrosine aminotransferase. 4-HPPA can be converted to homogentisic acid which is one of the precursors to ochronotic pigment. A deficiency in the catalytic activity of HPD is known to lead to tyrosinemia type III, an autosomal recessive disorder characterized by elevated levels of blood tyrosine and massive excretion of tyrosine derivatives into urine.

SKU: H0013 Category: Building Blocks, Intermediates, Reagents

Additional information

Additional information

Synonyms	3-(4-Hydroxyphenyl)-2-oxopropanoic acid, 4-HPPA, p-Hydroxyphenylpyruvic acid
Purity	≥98% (HPLC)
Appearance	Light yellow crystalline powder
CAS-Number	156-39-8
Molecular Formula	C9H8O4
Molecular Weight	180.16
Identity	1H-NMR
Solvents	water, ethanol (50 mg/ml), ether, methanol
Melting Point	219-220°C (lit.)(dec.)
Boiling Point	~380.8 °C at 760 mmHg (Predicted)
Refractive Index	n20D 1.60 (Predicted)
Density	~1.4 g/cm3 (Predicted)
Smiles	OC1=CC=C(CC(C(O)=O)=O)C=C1
InChi Key	KKADPXVIOXHVKN-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H315-H319-H335
Precautionary statements	P261-P305 + P351 + P338
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) C.H. Doy, et al.: Nature 186, 529 (1960), (2) W. Loffelhardt & H. Kindl, FEBS Lett 104, 332 (1979), (3) K. Tomoeda, et al.: Mol. Genet. Metab. 71, 506 (2000), (4) E. van Dyk & P. Pretorius, BBRC 338, 815 (2005)
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)
Quantity	1 g, 5 g, Bulk