4-Hydroxyphenylpyruvic acid

4-Hydroxyphenylpyruvic acid Structure
4-Hydroxyphenylpyruvic acid structure
Common Name 4-Hydroxyphenylpyruvic acid
CAS Number 156-39-8 Molecular Weight 180.15700
Density 1.397 g/cm3 Boiling Point 380.8ºC at 760 mmHg
Molecular Formula C9H8O4 Melting Point 219-220 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 198.3ºC
Symbol GHS07
GHS07
Signal Word Warning

Structural variation governs substrate specificity for organic anion transporter (OAT) homologs. Potential remote sensing by OAT family members.

J. Biol. Chem. 282 , 23841-53, (2007)

Organic anion transporters (OATs, SLC22) interact with a remarkably diverse array of endogenous and exogenous organic anions. However, little is known about the structural features that determine their substrate selectivity. We examined the substrate binding ...

Mechanistic insights into Mg2+-independent prenylation by CloQ from classical molecular mechanics and hybrid quantum mechanics/molecular mechanics molecular dynamics simulations.

Biochemistry 53(30) , 5034-41, (2014)

Understanding the mechanism of prenyltransferases is important to the design of engineered proteins capable of synthesizing derivatives of naturally occurring therapeutic agents. CloQ is a Mg(2+)-independent aromatic prenyltransferase (APTase) that transfers ...

Elucidation of common pharmacophores from analysis of targeted metabolites transported by the multispecific drug transporter—Organic anion transporter1 (Oat1)

Bioorg. Med. Chem. 19 , 3320-40, (2011)

Organic anion transporter 1 (Oat1), first identified as NKT, is a multispecific transporter responsible for the handling of drugs and toxins in the kidney and choroid plexus, but its normal physiological role appears to be in small molecule metabolite regulat...

Allosteric inhibition of macrophage migration inhibitory factor revealed by ibudilast.

Proc. Natl. Acad. Sci. U. S. A. 107(25) , 11313-8, (2010)

AV411 (ibudilast; 3-isobutyryl-2-isopropylpyrazolo-[1,5-a]pyridine) is an antiinflammatory drug that was initially developed for the treatment of bronchial asthma but which also has been used for cerebrovascular and ocular indications. It is a nonselective in...

Production of 4-hydroxyphenyllactic acid by Lactobacillus sp. SK007 fermentation.

J. Biosci. Bioeng. 109(4) , 369-71, (2010)

The production of 4-hydroxyphenyllactic acid (4-HO-PLA), a novel antifungal compound, was studied in Lactobacillus sp. SK007 growth. When grown in MRS broth, the strain could produce 75 microg/ml HO-4-PLA, which was the highest reported so far. Tyrosine and 4...

Tyrosine-derived 4-hydroxyphenylpyruvate reacts with ketone test fields of 3 commercially available urine dipsticks.

Vet. Clin. Pathol. 39(3) , 354-7, (2010)

The enzyme 4-hydroxyphenylpyruvate dioxygenase (HPPD) is key in tyrosine catabolism. Inhibition of HPPD results in tyrosinemia and increased urinary excretion of 3 phenylketones: 4-hydroxyphenylpyruvate (HPPA), 4-hydroxyphenyllactate (HPLA), and 4-hydroxyphen...

Plantar keratoderma: a manifestation of tyrosinemia type II (Richner-Hanhart syndrome).

Ann. Saudi Med. 25(5) , 422-4, (2005)

Clinical, biochemical, and genetic analysis of a Korean neonate with hereditary tyrosinemia type 1.

Clin. Chem. Lab Med. 47(8) , 930-3, (2009)

Hereditary tyrosinemia type 1 (HT1; MIM 276700) is caused by mutations in the fumarylaceto-acetate hydrolase (FAH) gene, and is the most severe disorder associated with the tyrosine catabolic pathway. HT1 is a very rare disorder and no genetically confirmed c...

Effects of ethyl pyruvate and other α-keto carboxylic acid derivatives in a rat model of multivisceral ischemia and reperfusion.

J. Surg. Res. 165(1) , 151-7, (2011)

Ethyl pyruvate (EP) has been shown to ameliorate hepatic, renal, and intestinal mucosal injury and down-regulate expression of several pro-inflammatory mediators in a wide variety of preclinical models of critical illnesses, such as sepsis, burn injury, acute...

(4-Hydroxyphenyl)pyruvate dioxygenase from Streptomyces avermitilis: the basis for ordered substrate addition.

Biochemistry 42(7) , 2072-80, (2003)

(4-hydroxyphenyl)pyruvate dioxygenase (HPPD) catalyzes the second step in the pathway for the catabolism of tyrosine, the conversion of (4-hydroxyphenyl)pyruvate (HPP) to homogentisate (HG). This reaction involves decarboxylation, substituent migration, and a...