Molecular structure of 4-Hydroxyphenylpyruvic acid, CAS Number: 156-39-8
4-Hydroxyphenylpyruvic acid (CAS 156-39-8)
Alternate Names:
3-(4-Hydroxyphenyl)-2-oxopropanoic acid
Application:
4-Hydroxyphenylpyruvic acid is an enzyme inhibitor
CAS Number:
156-39-8
Purity:
≥96%
Molecular Weight:
180.16
Molecular Formula:
C9H8O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
4-Hydroxyphenylpyruvic acid is a significant organic compound that naturally occurs in various biological systems and exhibits enzyme-inhibiting properties. This compound serves as an intermediate metabolite in the phenylalanine-tyrosine pathway, playing a role in the synthesis of neurotransmitters like dopamine and norepinephrine. The precise mechanism of action of 4-Hydroxyphenylpyruvic acid is not yet fully elucidated. However, it is believed to exert its effects by modulating the activity of enzymes involved in the metabolism of dopamine and other neurotransmitters. Additionally, it is thought to influence the activity of proteins associated with apoptosis and inhibit the generation of reactive oxygen species. These molecular interactions contribute to the diverse physiological effects attributed to 4-Hydroxyphenylpyruvic acid.
4-Hydroxyphenylpyruvic acid (CAS 156-39-8) References
- Mutations in the 4-hydroxyphenylpyruvic acid dioxygenase gene are responsible for tyrosinemia type III and hawkinsinuria. | Tomoeda, K., et al. 2000. Mol Genet Metab. 71: 506-10. PMID: 11073718
- Aromatic amino acid biosynthesis and production of related compounds from p-hydroxyphenylpyruvic acid by rumen bacteria, protozoa and their mixture. | Khan, RI., et al. 2002. Amino Acids. 22: 167-77. PMID: 12395184
- Electrochemical study on the keto-enol tautomerization of p-hydroxyphenylpyruvic acid in aqueous solution. | Chi, Y., et al. 2003. Bioelectrochemistry. 60: 37-45. PMID: 12893308
- The formation of 4-hydroxyphenylpyruvic acid and phenylpyruvic acid by tryptophan auxotrophs and wild-type Aerobacter aerogenes considered in relation to the general aromatic pathway. | DOY, CH. and GIBSON, F. 1961. Biochim Biophys Acta. 50: 495-505. PMID: 13724173
- Alkaline conversion of 4-hydroxyphenylpyruvic acid to 4-hydroxybenzaldehyde. | DOY, CH. 1960. Nature. 186: 529-31. PMID: 13817925
- Presence of the 3-mono- and 3,5-di-iodo-derivatives of 4-hydroxyphenylpyruvic acid in rat thyroid glands. | HANEY, JF. and LISSITZKY, S. 1962. Biochim Biophys Acta. 63: 557-9. PMID: 13952514
- DNA damage and repair in mammalian cells exposed to p-hydroxyphenylpyruvic acid. | van Dyk, E. and Pretorius, PJ. 2005. Biochem Biophys Res Commun. 338: 815-9. PMID: 16263080
- Study on the kinetics of keto-enol tautomerism of p-hydroxyphenylpyruvic acid using capillary electrophoresis. | Huang, L., et al. 2007. J Chromatogr A. 1175: 283-8. PMID: 18021791
- A murine model for type III tyrosinemia: lack of immunologically detectable 4-hydroxyphenylpyruvic acid dioxygenase enzyme protein in a novel mouse strain with hypertyrosinemia. | Endo, F., et al. 1991. Am J Hum Genet. 48: 704-9. PMID: 2014797
- Characterization of Arabidopsis thaliana Hydroxyphenylpyruvate Reductases in the Tyrosine Conversion Pathway. | Xu, JJ., et al. 2018. Front Plant Sci. 9: 1305. PMID: 30233632
- Interference of hydroxyphenylpyruvic acid, hydroxyphenyllactic acid and tyrosine on routine serum and urine clinical chemistry assays; implications for biochemical monitoring of patients with alkaptonuria treated with nitisinone. | Curtis, SL., et al. 2019. Clin Biochem. 71: 24-30. PMID: 31228435
- Enzymatic conversion of dehydrocoelenterazine to coelenterazine using FMN-bound flavin reductase of NAD(P)H:FMN oxidoreductase. | Inouye, S., et al. 2022. Biochem Biophys Res Commun. 587: 24-28. PMID: 34864391
- The hydroperoxyl antiradical activity of natural hydroxycinnamic acid derivatives in physiological environments: the effects of pH values on rate constants. | Hoa, NT., et al. 2022. RSC Adv. 12: 15115-15122. PMID: 35702430
- Method development and validation for analysis of phenylalanine, 4-hydroxyphenyllactic acid and 4-hydroxyphenylpyruvic acid in serum and urine. | Hughes, AT., et al. 2022. JIMD Rep. 63: 341-350. PMID: 35822095
- Four-hydroxyphenylpyruvic acid oxidase deficiency with normal fumarylacetoacetase: a new variant form of hereditary hypertyrosinemia. | Endo, F., et al. 1983. Pediatr Res. 17: 92-6. PMID: 6828337
Inhibitor of:
Enzyme.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
4-Hydroxyphenylpyruvic acid, 1 g | sc-254683 | 1 g | $117.00 | |||
4-Hydroxyphenylpyruvic acid, 5 g | sc-254683A | 5 g | $382.00 | |||
4-Hydroxyphenylpyruvic acid, 25 g | sc-254683B | 25 g | $1810.00 |