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4-hydroxyphenyl acetic acid
acetic acid, 4-hydroxyphenyl-

Supplier Sponsors

CAS Number: 156-38-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:205-851-3
Nikkaji Web:J5.873D
Beilstein Number:1448766
XlogP3:0.80 (est)
Molecular Weight:152.14936000
Formula:C8 H8 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 152.00 °C. @ 760.00 mm Hg
Boiling Point: 346.63 °C. @ 760.00 mm Hg (est)
Flash Point: 352.00 °F. TCC ( 177.60 °C. ) (est)
logP (o/w): 0.750
Soluble in:
 water, 1.73E+04 mg/L @ 22 °C (exp)
 water, 1.604e+005 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
Atenolol impurity F >98%
Odor: characteristic
Use: 4-Hydroxyphenylacetic acid is a phenolic compound found in olive oil and beer. In industry 4-Hydroxyphenylacetic acid is an intermediate used to synthesize atenolol and Daidzein.
EMD Millipore
For experimental / research use only.
(4-Hydroxyphenyl)-acetic acid
For experimental / research use only.
4-Hydroxyphenylacetic Acid
Penta International
Santa Cruz Biotechnology
For experimental / research use only.
4-Hydroxyphenylacetic acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
4-Hydroxyphenylacetic acid 98%
For experimental / research use only.
4-Hydroxyphenylacetic Acid >99.0%(GC)(T)
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 3500 mg/kg
Farmaco, Edizione Scientifica. Vol. 13, Pg. 286, 1958.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
pharmaceuticals / chemical synthisis
Recommendation for 4-hydroxyphenyl acetic acid usage levels up to:
 not for fragrance use.
Recommendation for 4-hydroxyphenyl acetic acid flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):156-38-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :127
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-(4-hydroxyphenyl)acetic acid
RTECS:AI2680000 for cas# 156-38-7
 2-(4-hydroxyphenyl)acetic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:156-38-7
Pubchem (cid):127
Pubchem (sid):134974268
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Golm Metabolome Database:Search
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C00642
HMDB (The Human Metabolome Database):HMDB00020
YMDB (Yeast Metabolome Database):YMDB01486
Export Tariff Code:2918.29.7500
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 cacao bean
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 clover yellow sweet clover
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 dandelion root
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 dandelion shoot
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 evening-primrose plant
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 olive fruit
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Search PMC Picture
 acetic acid, (p-hydroxyphenyl)-
 acetic acid, 4-hydroxyphenyl-
 benzeneacetic acid, 4-hydroxy-
4-hydroxy-benzeneacetic acid
(4-hydroxy-phenyl)-acetic acid
4-hydroxybenzene acetic acid
4-hydroxybenzeneacetic acid
p-hydroxyphenyl acetic acid
para-hydroxyphenyl acetic acid
(p-hydroxyphenyl)-acetic acid
(4-hydroxyphenyl)acetic acid
(p-hydroxyphenyl)acetic acid
2-(4-hydroxyphenyl)acetic acid
2-(4-hydroxyphenyl)ethanoic acid
4-hydroxyphenylacetic acid
p-hydroxyphenylacetic acid


PubMed:ORA1, a zebrafish olfactory receptor ancestral to all mammalian V1R genes, recognizes 4-hydroxyphenylacetic acid, a putative reproductive pheromone.
PubMed:Metabolites from the endophytic fungus HP-1 of Chinese eaglewood.
PubMed:4-hydroxyphenylacetic acid derivatives of inositol from dandelion (Taraxacum officinale) root characterised using LC-SPE-NMR and LC-MS techniques.
PubMed:Tyrosol and its analogues inhibit alpha-melanocyte-stimulating hormone induced melanogenesis.
PubMed:Antioxidant activity of selected phenols estimated by ABTS and FRAP methods.
PubMed:The transcriptional regulator CprK detects chlorination by combining direct and indirect readout mechanisms.
PubMed:MtrR control of a transcriptional regulatory pathway in Neisseria meningitidis that influences expression of a gene (nadA) encoding a vaccine candidate.
PubMed:Major phenylpropanoid-derived metabolites in the human gut can arise from microbial fermentation of protein.
PubMed:Increasing antioxidant activity of procyanidin extracts from the pericarp of Litchi chinensis processing waste by two probiotic bacteria bioconversions.
PubMed:Phenolic acid concentrations in plasma and urine from men consuming green or black tea and potential chemopreventive properties for colon cancer.
PubMed:[Serum metabolome by gas chromatography-mass spectrometry (GC-MS) in ulcerative colitis and celiac disease].
PubMed:[Biological properties of some sepsis-associated low molecular aromatic microbial metabolites].
PubMed:Simultaneous measurement of serotonin, dopamine and their metabolites in mouse brain extracts by high-performance liquid chromatography with mass spectrometry following derivatization with ethyl chloroformate.
PubMed:[Influence of bacteria of Bacillus genus on the causative agent of bacterial cancer of tomatoes].
PubMed:Root-derived auxin contributes to the phosphorus-deficiency-induced cluster-root formation in white lupin (Lupinus albus).
PubMed:Structural insight into the mechanism of DNA-binding attenuation of the Neisserial adhesin repressor NadR by the small natural ligand 4-hydroxyphenylacetic acid.
PubMed:Production of aromatic compounds by metabolically engineered Escherichia coli with an expanded shikimate pathway.
PubMed:Quorum sensing activity in Ophiostoma ulmi: effects of fusel oils and branched chain amino acids on yeast-mycelial dimorphism.
PubMed:Magnetic beads-based enzymatic spectrofluorometric assay for rapid and sensitive detection of antibody against ApxIVA of Actinobacillus pleuropneumoniae.
PubMed:Zinc oxide nanoparticles cause nephrotoxicity and kidney metabolism alterations in rats.
PubMed:Photoremovable protecting groups: development and applications.
PubMed:Applications of p-hydroxyphenacyl (pHP) and coumarin-4-ylmethyl photoremovable protecting groups.
PubMed:Design and synthesis of novel bone-targeting dual-action pro-drugs for the treatment and reversal of osteoporosis.
PubMed:Comparative metabolite profiling and fingerprinting of medicinal licorice roots using a multiplex approach of GC-MS, LC-MS and 1D NMR techniques.
PubMed:A new inositol derivative from Prenanthes macrophylla.
PubMed:In the NadR regulon, adhesins and diverse meningococcal functions are regulated in response to signals in human saliva.
PubMed:Label-free fluorescence method for screening G-quadruplex ligands.
PubMed:Urinary metabolite markers of precocious puberty.
PubMed:Chemical constituents of Cichorium intybus and their inhibitory effects against urease and alpha-chymotrypsin enzymes.
PubMed:Kinetic cooperativity of tyrosinase. A general mechanism.
PubMed:Route of administration determines the anxiolytic activity of the flavonols kaempferol, quercetin and myricetin--are they prodrugs?
PubMed:UPLC-MS-based urine metabolomics reveals indole-3-lactic acid and phenyllactic acid as conserved biomarkers for alcohol-induced liver disease in the Ppara-null mouse model.
PubMed:Study on urinary metabolic profile of phenylketonuria by micellar electrokinetic capillary chromatography with dual electrochemical detection--potential clinical application in fast diagnosis of phenylketonuria.
PubMed:Nematicidal activities of 4-hydroxyphenylacetic acid and oidiolactone D produced by the fungus Oidiodendron sp.
PubMed:3-Hydroxyphenylacetic acid induces the Burkholderia cenocepacia phenylacetic acid degradation pathway - toward understanding the contribution of aromatic catabolism to pathogenesis.
PubMed:Metabolism of [2-14C]p-hydroxyphenyl acetic acid in rat, monkey and human hepatocytes and in bile-duct cannulated rats.
PubMed:Purification and physiochemical characterization of melanin pigment from Klebsiella sp. GSK.
PubMed:Anti-hyperglycemic effect of Opuntia streptacantha Lem.
PubMed:pH-dependent studies reveal an efficient hydroxylation mechanism of the oxygenase component of p-hydroxyphenylacetate 3-hydroxylase.
PubMed:Profiling of phenols in human fecal water after raspberry supplementation.
PubMed:Haemocytes play a commensal rĂ´le in the synthesis of the dihydroxybenzoate required as a precursor for sclerotization of the egg case (ootheca) in the cockroach Periplaneta americana (L).
PubMed:Alterations on monoamines concentration in rat hippocampus produced by lipoic acid.
PubMed:Auxin influx inhibitors 1-NOA, 2-NOA, and CHPAA interfere with membrane dynamics in tobacco cells.
PubMed:[Studies on the chemical constituents of extract with water from Forsythia suspensa].
PubMed:Identification of noninvasive biomarkers for alcohol-induced liver disease using urinary metabolomics and the Ppara-null mouse.
PubMed:The 3,4-dihydroxyphenylacetic acid catabolon, a catabolic unit for degradation of biogenic amines tyramine and dopamine in Pseudomonas putida U.
PubMed:Urinary excretion of phenolic acids in rats fed cranberry.
PubMed:A novel phase variation mechanism in the meningococcus driven by a ligand-responsive repressor and differential spacing of distal promoter elements.
PubMed:Hydroxytyrosol from tyrosol using hydroxyphenylacetic acid-induced bacterial cultures and evidence of the role of 4-HPA 3-hydroxylase.
PubMed:Nitration of the salivary component 4-hydroxyphenylacetic acid in the human oral cavity: enhancement of nitration under acidic conditions.
PubMed:Inactivation of cystathionine beta-synthase with peroxynitrite.
PubMed:Biocontrol ability of Lysobacter antibioticus HS124 against Phytophthora blight is mediated by the production of 4-hydroxyphenylacetic acid and several lytic enzymes.
PubMed:Lipoic acid effects on lipid peroxidation level, superoxide dismutase activity and monoamines concentration in rat hippocampus.
PubMed:Competing pathways in the photo-Favorskii rearrangement and release of esters: studies on fluorinated p-hydroxyphenacyl-caged GABA and glutamate phototriggers.
PubMed:Molecular diversity of volatile compounds in rare willow (Salix spp.) honeydew honey: identification of chemical biomarkers.
PubMed:Enzyme-enhanced fluorescence detection of DNA on etched optical fibers.
PubMed:Modeling the solubility of pharmaceuticals in pure solvents and solvent mixtures for drug process design.
PubMed:Multiresidue analysis of pollutants as their trimethylsilyl derivatives, by gas chromatography-mass spectrometry.
PubMed:Procyanidin dimers are metabolized by human microbiota with 2-(3,4-dihydroxyphenyl)acetic acid and 5-(3,4-dihydroxyphenyl)-gamma-valerolactone as the major metabolites.
PubMed:Tyrosol degradation via the homogentisic acid pathway in a newly isolated Halomonas strain from olive processing effluents.
PubMed:Determination of anti-canine IgG using a continuous filtration/dissolution system based on the formation of a high-molecular size immunocomplex.
PubMed:Hypobromous acid and bromamine production by neutrophils and modulation by superoxide.
PubMed:[Effect of phenylcarboxylic acids on phagocytic activity of neutrophils].
PubMed:Analysis of urinary aromatic acids by liquid chromatography tandem mass spectrometry.
PubMed:Muscarinic acetylcholine neurotransmission enhances the late-phase of long-term potentiation in the hippocampal-prefrontal cortex pathway of rats in vivo: a possible involvement of monoaminergic systems.
PubMed:Assay of 3-nitrotyrosine in tissues and body fluids by liquid chromatography with tandem mass spectrometric detection.
PubMed:Isolation of a thermophilic and halophilic tyrosol-degrading Geobacillus from a Tunisian high-temperature oil field.
PubMed:Degradation of phenanthrene and anthracene by Nocardia otitidiscaviarum strain TSH1, a moderately thermophilic bacterium.
PubMed:Deconjugation and degradation of flavonol glycosides by pig cecal microbiota characterized by Fluorescence in situ hybridization (FISH).
PubMed:The photo-Favorskii reaction of p-hydroxyphenacyl compounds is initiated by water-assisted, adiabatic extrusion of a triplet biradical.
PubMed:Ability of surface-active antioxidants to inhibit lipid oxidation in oil-in-water emulsion.
PubMed:Bioconversion of tyrosol into hydroxytyrosol and 3,4-dihydroxyphenylacetic acid under hypersaline conditions by the new Halomonas sp. strain HTB24.
PubMed:Structure and mechanism of HpcH: a metal ion dependent class II aldolase from the homoprotocatechuate degradation pathway of Escherichia coli.
PubMed:A theoretical investigation of P-hydroxyphenacyl caged phototrigger compounds: how water induces the photodeprotection and subsequent rearrangement reactions.
PubMed:Cloning and characterization of a 4-hydroxyphenylacetate 3-hydroxylase from the thermophile Geobacillus sp. PA-9.
PubMed:The metabolism and dechlorination of chlorotyrosine in vivo.
PubMed:Urinary excretion of the nitrotyrosine metabolite 3-nitro-4-hydroxyphenylacetic acid in preterm and term infants.
PubMed:Kinetics of a two-component p-hydroxyphenylacetate hydroxylase explain how reduced flavin is transferred from the reductase to the oxygenase.
PubMed:Antibacterial substances of low molecular weight isolated from the blowfly, Lucilia sericata.
PubMed:Sorghum bran in the diet dose dependently increased the excretion of catechins and microbial-derived phenolic acids in female rats.
PubMed:Synthesis and spectroscopic characterisation of a combinatorial library based on the fungal natural product 3-chloro-4-hydroxyphenylacetamide.
PubMed:Activation of peroxynitrite by inducible nitric-oxide synthase: a direct source of nitrative stress.
PubMed:Auxin response, but not its polar transport, plays a role in hydrotropism of Arabidopsis roots.
PubMed:[Effect of dimethoate on serum monoamines neurotransmitters in rats].
PubMed:Application of microchip-CE electrophoresis to follow the degradation of phenolic acids by aquatic plants.
PubMed:Isolation and characterization of antifungal substances from Burkholderia sp. culture broth.
PubMed:The relative contribution of the small and large intestine to the absorption and metabolism of rutin in man.
PubMed:Discovery of novel aldose reductase inhibitors characterized by an alkoxy-substituted phenylacetic acid core.
PubMed:Electropolymerization on microelectrodes: functionalization technique for selective protein and DNA conjugation.
PubMed:pH-dependent nitration of para-hydroxyphenylacetic acid in the stomach.
PubMed:Kinetic studies on the reaction between Trametes villosa laccase and dioxygen.
PubMed:Optimising hydrogen peroxide measurement in exhaled breath condensate.
PubMed:Characterization of CprK1, a CRP/FNR-type transcriptional regulator of halorespiration from Desulfitobacterium hafniense.
PubMed:Inhibition of advanced glycation end product formation on collagen by rutin and its metabolites.
PubMed:Of the major phenolic acids formed during human microbial fermentation of tea, citrus, and soy flavonoid supplements, only 3,4-dihydroxyphenylacetic acid has antiproliferative activity.
PubMed:Use of the pig caecum model to mimic the human intestinal metabolism of hispidulin and related compounds.
PubMed:Dynamic assessment of nitration reactions in vivo.
PubMed:Colorimetric evaluation of phenolic content and GC-MS characterization of phenolic composition of alimentary and cosmetic argan oil and press cake.
PubMed:Plantar keratoderma: a manifestation of tyrosinemia type II (Richner-Hanhart syndrome).
PubMed:Phenolic acids from beer are absorbed and extensively metabolized in humans.
PubMed:The reductase of p-hydroxyphenylacetate 3-hydroxylase from Acinetobacter baumannii requires p-hydroxyphenylacetate for effective catalysis.
PubMed:Quercetin-dependent inhibition of nitration induced by peroxidase/H2O2/nitrite systems in human saliva and characterization of an oxidation product of quercetin formed during the inhibition.
PubMed:Human fecal water content of phenolics: the extent of colonic exposure to aromatic compounds.
PubMed:Identification and quantitation of compounds in a series of allelopathic and non-allelopathic rice root exudates.
PubMed:Inhibition of brain mitochondrial respiration by dopamine and its metabolites: implications for Parkinson's disease and catecholamine-associated diseases.
PubMed:Monoamine levels after pilocarpine-induced status epilepticus in hippocampus and frontal cortex of Wistar rats.
PubMed:Solid phase synthesis of 3-(4-hydroxyphenyl)coumarin: preliminary experiments for combinatorial synthesis of substituted 3-phenylcoumarin derivatives.
PubMed:Low-molecular-weight components of olive oil mill waste-waters.
PubMed:[Phenolic acid from culture broth of fungus Cephalosporium sp. AL031].
PubMed:aph(3')-IIb, a gene encoding an aminoglycoside-modifying enzyme, is under the positive control of surrogate regulator HpaA.
PubMed:Molecular determinants of the hpa regulatory system of Escherichia coli: the HpaR repressor.
PubMed:Human salivary peroxidase-catalyzed oxidation of nitrite and nitration of salivary components 4-hydroxyphenylacetic acid and proteins.
PubMed:[Allelopathic effect of p- and m-hydroxy-phenylacetic acid on soybean (Glycine max L.) germination].
PubMed:Reactive oxygen species inhibited by titanium oxide coatings.
PubMed:Isolation and characterization of a new strain of Achromobacter sp. with beta-lactam antibiotic acylase activity.
PubMed:Nitration of endogenous para-hydroxyphenylacetic acid and the metabolism of nitrotyrosine.
PubMed:Chlorogenic acid, quercetin-3-rutinoside and black tea phenols are extensively metabolized in humans.
PubMed:Lack of oxidative stress during sustained therapy with isosorbide dinitrate and pentaerythrityl tetranitrate in healthy humans: a randomized, double-blind crossover study.
PubMed:Screening of novel pentacyclo-undecylamines for neuroprotective activity.
PubMed:Aromatic amino acid biosynthesis and production of related compounds from p-hydroxyphenylpyruvic acid by rumen bacteria, protozoa and their mixture.
PubMed:Aerobic metabolism of phenylacetic acids in Azoarcus evansii.
PubMed:Synthesis and evaluation of 4-hydroxyphenylacetic acid amides and 4-hydroxycinnamamides as antioxidants.
PubMed:Further evidence for distinct reactive intermediates from nitroxyl and peroxynitrite: effects of buffer composition on the chemistry of Angeli's salt and synthetic peroxynitrite.
PubMed:The presence of 4-hydroxyphenylacetic acid in human saliva and the possibility of its nitration by salivary nitrite in the stomach.
PubMed:Tissue-specific mitochondrial production of H2O2: its dependence on substrates and sensitivity to inhibitors.
PubMed:3,7-Dimethylguanine, a new purine from a Philippine sponge Zyzzya fuliginosa.
PubMed:Molecularly imprinted polymer using-p-hydroxybenzoic acid, p-hydroxyphenylacetic acid and p-hydroxyphenylpropionic acid as templates.
PubMed:Biodegradation of aromatic compounds by Escherichia coli.
PubMed:Degradation of p-hydroxyphenylacetic acid by photoassisted Fenton reaction.
PubMed:Enzymatic modification of kraft lignin through oxidative coupling with water-soluble phenols.
PubMed:Superimposed levels of regulation of the 4-hydroxyphenylacetate catabolic pathway in Escherichia coli.
PubMed:Fluorescence immunoassay of alpha-fetoprotein with iron(III) tetrasulfonatophthalocyanine as a mimetic enzyme labeling reagent.
PubMed:Optical peroxide biosensor using the electrically controlled-release technique.
PubMed:Biodegradation of hydroxylated and methoxylated benzoic, phenylacetic and phenylpropenoic acids present in olive mill wastewaters by two bacterial strains.
PubMed:The role of hydroxyl radicals for the decomposition of p-hydroxy phenylacetic acid in aqueous solutions.
PubMed:Novel auxin transport inhibitors phenocopy the auxin influx carrier mutation aux1.
PubMed:Differential stress coping in wild and domesticated sea trout.
PubMed:p-Hydroxyphenylacetic Acid Metabolism in Pseudomonas putida F6.
PubMed:Reaction of peroxynitrite with Mn-superoxide dismutase. Role of the metal center in decomposition kinetics and nitration.
PubMed:The nitric oxide congener nitrite inhibits myeloperoxidase/H2O2/ Cl- -mediated modification of low density lipoprotein.
PubMed:Transcriptional regulation of the cpr gene cluster in ortho-chlorophenol-respiring Desulfitobacterium dehalogenans.
PubMed:Oxidation and reduction of nitrite ion in the TiO2 photo-induced catalytic reaction.
PubMed:Inhibition of inflammatory species by titanium surfaces.
PubMed:In vivo on-line HPLC-microdialysis: simultaneous detection of monoamines and their metabolites in awake freely-moving rats.
PubMed:Random transposition by Tn916 in Desulfitobacterium dehalogenans allows for isolation and characterization of halorespiration-deficient mutants.
PubMed:Radical mechanisms of the decomposition of peroxynitrite and the peroxynitrite-CO(2) adduct and of reactions with L-tyrosine and related compounds as studied by (15)N chemically induced dynamic nuclear polarization.
PubMed:Measurement and significance of free and protein-bound 3-nitrotyrosine, 3-chlorotyrosine, and free 3-nitro-4-hydroxyphenylacetic acid in biologic samples: a high-performance liquid chromatography method using electrochemical detection.
PubMed:Conversion of tyrosine to phenolic derivatives by Taiwan cobra venom.
PubMed:Quantitative determination of aromatic amino acids and related compounds in rumen fluid by high-performance liquid chromatography.
PubMed:Catalase catalyzes of peroxynitrite-mediated phenolic nitration.
PubMed:A novel phenol hydroxylase and catechol 2,3-dioxygenase from the thermophilic Bacillus thermoleovorans strain A2: nucleotide sequence and analysis of the genes.
PubMed:Formation of nitric oxide-derived inflammatory oxidants by myeloperoxidase in neutrophils.
PubMed:Ternary copper complexes and manganese (III) tetrakis(4-benzoic acid) porphyrin catalyze peroxynitrite-dependent nitration of aromatics.
PubMed:Increased 3-nitrotyrosine in both sporadic and familial amyotrophic lateral sclerosis.
PubMed:Phenolic substrates for fluorometric detection of laccase activity.
PubMed:Mercaptoethylguanidine and guanidine inhibitors of nitric-oxide synthase react with peroxynitrite and protect against peroxynitrite-induced oxidative damage.
PubMed:Formation of reactive nitrogen species during peroxidase-catalyzed oxidation of nitrite. A potential additional mechanism of nitric oxide-dependent toxicity.
PubMed:Molecular cloning and analysis of the genes encoding the 4-hydroxyphenylacetate hydroxylase from Klebsiella pneumoniae
PubMed:Molecular cloning and analysis of the genes encoding the 4-hydroxyphenylacetate hydroxylase from Klebsiella pneumoniae.
PubMed:Formation of nitrating and chlorinating species by reaction of nitrite with hypochlorous acid. A novel mechanism for nitric oxide-mediated protein modification.
PubMed:Peroxynitrite formation from activated human leukocytes.
PubMed:Tyrosine uptake and regional brain monoamine metabolites in a rat model resembling congenital hyperammonemia.
PubMed:Enhanced excretion of intermediates of aromatic amino acid catabolism during chlorophenol degradation due to nutrient limitation in the yeast Candida maltosa.
PubMed:Molecular characterization of the 4-hydroxyphenylacetate catabolic pathway of Escherichia coli W: engineering a mobile aromatic degradative cluster.
PubMed:Degradation of homovanillate by a strain of Variovorax paradoxus via ring hydroxylation.
PubMed:Polymer production by Klebsiella pneumoniae 4-hydroxyphenylacetic acid hydroxylase genes cloned in Escherichia coli.
PubMed:Reduction of dihydroxyphenylacetic acid by a novel enzyme in the rat brain.
PubMed:The production of nitrating species by the reaction between nitrite and hypochlorous acid.
PubMed:Development and application of a fluorometric assay for mammalian membrane dipeptidase.
PubMed:(Z)-3-(4-bromophenyl)-3-(3-pyridyl)allylamine as substrate for studies of myeloperoxidase activity.
PubMed:Continuous-flow assay with immobilized enzymes for determining of inorganic phosphate in serum.
PubMed:Aerobic catabolism of phenylacetic acid in Pseudomonas putida U: biochemical characterization of a specific phenylacetic acid transport system and formal demonstration that phenylacetyl-coenzyme A is a catabolic intermediate.
PubMed:Kinetics and metabolism of p-tyramine during monoamine oxidase inhibition by mofegiline.
PubMed:Molecular characterization of 4-hydroxyphenylacetate 3-hydroxylase of Escherichia coli. A two-protein component enzyme.
PubMed:Catabolism of aromatics in Pseudomonas putida U. Formal evidence that phenylacetic acid and 4-hydroxyphenylacetic acid are catabolized by two unrelated pathways.
PubMed:A sensitive spectrophotometry-based method for the determination of the rate of hydrogen peroxide generation in biological systems.
PubMed:Mechanism of p-hydroxyphenylacetate-3-hydroxylase. A two-protein enzyme.
PubMed:A sensitive and rapid HPLC-ECD method for the simultaneous analysis of norepinephrine, dopamine, serotonin and their primary metabolites in brain tissue.
PubMed:Mono- and bis(aminomethyl)phenylacetic acid esters as short-acting antiarrhythmic agents. 2.
PubMed:Chronic administration of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine to monkeys: behavioural, morphological and biochemical correlates.
PubMed:Simultaneous analyses of monoamines and their metabolites in urine specimens of patients with neuroblastoma.
PubMed:Characterization of an Escherichia coli aromatic hydroxylase with a broad substrate range.
PubMed:Effects of monoamine oxidase inhibitors on the acid metabolites of some trace amines and of dopamine in the rat striatum.
PubMed:Orally active beta-lactam inhibitors of human leukocyte elastase. 2. Effect of C-4 substitution.
PubMed:Urinary markers for measuring exposure to endogenous and exogenous alkylating agents and precursors.
PubMed:Effects of medium conditioned by retinal pigmented epithelial cells on neurotransmitter phenotype in retinoblastoma cells.
PubMed:Conjugation of phenylacetic acid and m- and p-hydroxyphenylacetic acids in the rat striatum.
PubMed:N-(4'-hydroxyphenylacetyl)palytoxin: a palytoxin prodrug that can be activated by a monoclonal antibody-penicillin G amidase conjugate.
PubMed:Screening urine of 3-week-old newborns: transient methylmalonic and hydroxyphenyllactic aciduria.
PubMed:Simultaneous recording of the release of nigral and striatal dopamine in the awake rat.
PubMed:Transport of 4-hydroxyphenylacetic acid in Klebsiella pneumoniae.
PubMed:Hydroxyphenyl acetate derivatives inhibit protein tyrosine kinase activity and proliferation in Nb2 rat lymphoma cells and insulin-induced lipogenesis in rat adipocytes.
PubMed:A fluorometric assay of acyl-CoA oxidase activity by a coupled peroxidatic reaction: elimination of interfering side reactions.
PubMed:Two-parameter mobile phase optimization for the simultaneous high-performance liquid chromatographic determination of dopamine, serotonin and related compounds in microdissected rat brain nuclei.
PubMed:Catabolism of 3- and 4-hydroxyphenylacetic acid by Klebsiella pneumoniae.
PubMed:Nitrotyrosine as a new marker for endogenous nitrosation and nitration.
PubMed:Kinetics of piribedil and effects on dopamine metabolism: hepatic biotransformation is not a determinant of its dopaminergic action in rats.
PubMed:Analysis of acidic metabolites of biogenic amines in bovine retina and vitreous and aqueous humour by gas chromatography-negative ion chemical ionisation mass spectrometry.
PubMed:Nitrotyrosine as a new marker for endogenous nitrosation and nitration of proteins.
PubMed:Presumptive identification of Clostridium difficile by detection of p-cresol in prepared peptone yeast glucose broth supplemented with p-hydroxyphenylacetic acid.
PubMed:Effect of sodium azide on hydrogen peroxide production by zymosan-activated human neutrophils.
PubMed:Time-related changes in serum perphenazine, striatal 3H-spiperone binding and regional brain acid metabolites of dopamine and 5-hydroxy-tryptamine after a single dose of perphenazine.
PubMed:Tyramine kinetics and pressor sensitivity during monoamine oxidase inhibition by selegiline.
PubMed:Effect of YM-09151-2, a putative D2 dopamine receptor antagonist, on dopamine metabolism in the striatum of rats.
PubMed:Urinary organic acid excretion by babies born before 33 weeks of gestation.
PubMed:Purification and properties of two succinic semialdehyde dehydrogenases from Klebsiella pneumoniae.
PubMed:Myoinositol inhibits proliferation of cultured Schwann cells: evidence for neurotoxicity of myoinositol.
PubMed:Clinical and biochemical responses to therapy in Alzheimer's disease and multi-infarct dementia.
PubMed:Purification and properties of 4-hydroxyphenylacetic acid 3-hydroxylase from Pseudomonas putida.
PubMed:Gut bacterial metabolism.
PubMed:Catabolism of aromatic biogenic amines by Pseudomonas aeruginosa PAO1 via meta cleavage of homoprotocatechuic acid.
PubMed:Serum concentrations of rutoside metabolites after oral administration of a rutoside formulation to humans.
PubMed:Initial catabolism of aromatic biogenic amines by Pseudomonas aeruginosa PAO: pathway description, mapping of mutations, and cloning of essential genes.
PubMed:Effects of the alpha 2-antagonist idazoxan on monoaminergic parameters measured in the cerebrospinal fluid of rabbits.
PubMed:Determination of free and total phenylacetic and p- and m-hydroxyphenylacetic acids in human urine by liquid chromatography with fluorimetric detection.
PubMed:Isolation from swine feces of a bacterium which decarboxylates p-hydroxyphenylacetic acid to 4-methylphenol (p-cresol).
PubMed:Direct concurrent measurement of urinary vanillylmandelic acid, 5-hydroxyindoleacetic acid and homovanillic acid by HPLC. Three methodologies compared.
PubMed:Evaluation of parameters for central neuronal activity in cerebrospinal fluid of rabbits following yohimbine.
PubMed:A fluorometric method for the determination of triglycerides in nanomolar quantities.
PubMed:A new enzyme-linked fluorescence assay (ELFA) for use with peroxidase-antibody conjugates: a comparison with ELISA for the quantitation of IgM antibodies to hepatitis B core antigen.
PubMed:Profiling of organic acids and polyols in nerves of uraemic and non-uraemic patients.
PubMed:Metabolism and pharmacokinetics of phenelzine: lack of evidence for acetylation pathway in humans.
PubMed:p-Cresol formation by cell-free extracts of Clostridium difficile.
PubMed:Acute cyanide intoxication and central transmitter systems.
PubMed:Catecholamine metabolites and cyclic nucleotides in cerebrospinal fluid in dementia of Alzheimer type.
PubMed:Platelet-monoamine oxidase activity in Reye's syndrome.
PubMed:Severe illness caused by the products of bacterial metabolism in a child with a short gut.
PubMed:[Circadian rhythm of 3-methoxy-4-hydroxymandelic acid and 3-methoxy-4-hydroxyphenylacetic acid in the urine].
PubMed:Gas chromatographic profiling of phenolic acids in urine of patients with cirrhosis of the liver.
PubMed:Gas chromatographic identification of Clostridium difficile and detection of cytotoxin from a modified selective medium.
PubMed:A comparative study of the effects of prostaglandins and d-amphetamine on the metabolism of 3H-dopamine continuously presented to rat brain in vivo.
PubMed:Simultaneous determination of norepinephrine, dopamine, 5-hydroxytryptamine and their main metabolites in rat brain using high-performance liquid chromatography with electrochemical detection. Enzymatic hydrolysis of metabolites prior to chromatography.
PubMed:Potent inhibitory effects of tyrosine metabolites on dihydropteridine reductase from human and sheep liver.
PubMed:The effects of administration of meta-tyramine and para-tyramine on dopamine and its metabolites in the rat striatum.
PubMed:[Determination of horseradish peroxidase (HRP) with the substrates H2O2 and p-hydroxyphenylacetic acid (HPA) in the fluorescence enzyme immunoassay].
PubMed:Isolation of inhibitors of ligand: albumin-binding from uremic body fluids and normal urine.
PubMed:Measurement of 3-methoxy-4-hydroxyphenylacetic acid (HVA) in plasma by high-performance liquid chromatography with electrochemical detector (HPLC-EC).
PubMed:Effects of various antipsychotic drugs upon the striatal concentrations of para-hydroxyphenylacetic acid and meta-hydroxyphenylacetic acid in the mouse.
PubMed:Assay of H2O2 production by macrophages and neutrophils with homovanillic acid and horse-radish peroxidase.
PubMed:Organic acids or urine in multiple sclerosis.
PubMed:Studies on drug metabolism by use of isotopes XXVII: urinary metabolites of rutin in rats and the role of intestinal microflora in the metabolism of rutin.
PubMed:Successful dietary control of tyrosinemia II.
PubMed:The preparation of stable phosphorylcholine-erythrocyte conjugates for use in plaque assays.
PubMed:Determination of cholesterol in sera.
PubMed:Nitrosonapthol test for screening of small intestinal diarrheal disease in the dog.
PubMed:The effect of various amino acids and drugs on the para- and meta-hydroxyphenylacetic acid concentrations in the mouse caudate nucleus.
PubMed:Direct correlation between level of morphine and its biochemical effect on monoamine systems in mouse brain. Evidence for involvement of dopaminergic neurons in the pharmacological action of acute morphine.
PubMed:Platelet monoamine oxidase activity and trace acid levels in plasma of agoraphobic patients.
PubMed:Four-hydroxyphenylpyruvic acid oxidase deficiency with normal fumarylacetoacetase: a new variant form of hereditary hypertyrosinemia.
PubMed:Determination of meta- and para-hydroxyphenylacetic acid levels in single caudate nuclei by selected metastable peak monitoring: a new sensitive gas chromatographic--mass spectrometric procedure.
PubMed:The effects of beta-phenylethylamine on tyramine and dopamine metabolism.
PubMed:A study of the catabolism of trace amines in mentally disordered individuals with particular reference to agoraphobic patients with panic attacks.
PubMed:Correlative relationship between biochemical activity and aggressive behaviour.
PubMed:Some factors affecting the concentrations of para-hydroxyphenylacetic acid and meta-hydroxyphenylacetic acid in the mouse caudate nucleus.
PubMed:Alterations in trace amine and trace acid concentrations in isolated aggressive mice.
PubMed:The origin of urinary aromatic compounds excreted by ruminants. 3. The metabolism of phenolic compounds to simple phenols.
PubMed:Carboxymethylhydroxymuconic semialdehyde dehydrogenase in the 4-hydroxyphenylacetate catabolic pathway of Escherichia coli.
PubMed:The effects of the administration of beta-phenylethylamine on tyramine metabolism.
PubMed:Determination of p-hydroxyphenylacetic acid in cerebrospinal fluid by high-performance liquid chromatography with electrochemical detection.
PubMed:[P-hydroxyphenylacetic acid concentrations in cerebrospinal fluid].
PubMed:Metabolism of 3H-dopamine by human chorioamnion in vitro.
PubMed:Plasma concentrations of p- and m-hydroxyphenylacetic acid and phenylacetic acid in humans: gas chromatographic--high-resolution mass spectrometric analysis.
PubMed:Possible role of octopamine and tyramine in the antihypertensive and antidepressant effects of tyrosine.
PubMed:Simultaneous determination of monoamine transmitters, precursors and metabolites in a single mouse brain.
PubMed:Determination of methionine-enkephalin, norepinephrine, dopamine, 3,4-dihydroxyphenylacetic acid (DOPAC) and 3-methoxy-4-hydroxyphenylacetic acid (HVA) in brain by high-pressure liquid chromatography with electrochemical detector.
PubMed:Plasma levels of phenylacetic acid, m- and p-hydroxyphenylacetic acid, and platelet monoamine oxidase activity in schizophrenic and other patients.
PubMed:Distribution and effects of intestinally administered [14C]-tyramine in cats, modified by monoamine oxidase inhibitors.
PubMed:Some aspects of basic psychopharmacology: the trace amines.
PubMed:Improved simultaneous gas-chromatographic analysis for homovanillic acid and vanillylmandelic acid in urine.
PubMed:Estimation of the p and m isomers of hydroxyphenylacetic acid in mouse brain by a gas chromatographic procedure: their regional distribution and the effects of some drugs.
PubMed:Studies on drug metabolism by use of isotopes XXVI: Determination of urinary metabolites of rutin in humans.
PubMed:Interference of levodopa and its metabolites with colorimetry of uric acid.
PubMed:Degradation of 4-chlorophenylacetic acid by a Pseudomonas species.
PubMed:Longitudinal urinary excretion of some "trace" acids in a human male.
PubMed:Identification and distribution of m- and p-hydroxyphenylacetic acids in the brain of the rat.
PubMed:Enhancement of haloperidol-induced increase in rat striatal or mesolimbic 3,4-dihydroxyphenylacetic acid and homovanillic acid by pretreatment with chronic methamphetamine.
PubMed:Decreased conjugated tyramine output in depression: the effect of oral L-cysteine.
PubMed:Metabolism of 3H-dopamine continuously perfused through push-pull cannulas in rats' brains: modification by amphetamine or prostaglandin F2 alpha.
PubMed:Coupled, continuous and discontinuous fluorometric assays for trehalase activity.
PubMed:Urinary excretion of 3-methoxy-4-hydroxymandelic acid and 3-methoxy-4-hydroxyphenylacetic acid by 288 patients with neuroblastoma and related neural crest tumors.
PubMed:Mutants defective in isomerase and decarboxylase activities of the 4-hydroxyphenylacetic acid meta-cleavage pathway in Pseudomonas putida.
PubMed:Small-volume electrochemical detector for microcolumn liquid chromatography.
PubMed:Metabolism of l-Tyrosine to 4-Hydroxybenzaldehyde and 3-Bromo-4-Hydroxybenzaldehyde by Chloroplast-containing Fractions of Odonthalia floccosa (Esp.) Falk.
PubMed:Measurement of 4-hydroxyphenylacetic aciduria as a screening test for small-bowel disease.
PubMed:Tyramine kinetics and metabolism in cirrhosis.
PubMed:Correlations between a fluorimetric and mass fragmentographic method for the determination of 3-methoxy-4-hydroxyphenylacetic acid and two mass fragmentographic methods for the determination of 3-methoxy-4- hydroxyphenylethylene glycol in cerebrospinal fluid.
PubMed:Degradation of 4-hydroxyphenylacetic acid by Trichosporon cutaneum.
PubMed:Taurine conjugates as metabolites of arylacetic acids in the ferret.
PubMed:Regulation of the 4-hydroxyphenylacetic acid meta-cleavage pathway in an Acinetobacter sp.
PubMed:Urinary 3-methoxy-4-hydroxyphenylacetic (homovanillic) and 3-methoxy-4-hydroxymandelic (vanillylmandelic) acids: gas-liquid chromatographic methods and experience with 13 cases of neuroblastoma.
PubMed:Improved colorimetry of urinary 3-methoxy-4-hydroxyphenylacetic acid (homovanillic acid).
PubMed:The dynamics of dopamine metabolism in various regions of rat brain.
PubMed:Activation of the nigrostriatal dopaminergic pathway by injection of cholera enterotoxin into the substantia nigra.
PubMed:Study of the intestinal tyrosine metabolism using stable isotopes and gas chromatography-mass spectrometry.
PubMed:Metabolism of DL-(+/-)-phenylalanine by Aspergillus niger.
PubMed:Catabolism of L-tyrosine by the homoprotocatechuate pathway in gram-positive bacteria.
PubMed:Regulation of the meta-cleavage of 4-hydroxyphenylacetic acid by Pseudomonas putida.
PubMed:Alternative routes of aromatic catabolism in Pseudomonas acidovorans and Pseudomonas putida: gallic acid as a substrate and inhibitor of dioxygenases.
PubMed:Metabolic function and properties of 4-hydroxyphenylacetic acid 1-hydroxylase from Pseudomonas acidovorans.
PubMed:Purification and properties of 4-hydroxy-2-ketopimelate aldolase from Acinetobacter.
PubMed:Bacterial degradation of 4-hydroxyphenylacetic acid and homoprotocatechuic acid.
PubMed:Oligomeric IgA: the major component of the in vitro primary response of mouse spleen fragments.
PubMed:Simple quantitative method for determining 3-methoxy-4-hydroxyphenylacetic acid and 3,4-dihydroxyphenylacetic acid in urine.
PubMed:Decreased noradrenaline (norepinephrine) synthesis in familial dysautonomia.
PubMed:Procedure for the simultaneous determination of dopamine, 3-methoxy-4-hydroxyphenylacetic acid, and 3,4-dihydroxyphenylacetic acid in brain.
PubMed:The accumulation of ( 14 C)5-hydroxyindol-3-ylacetic acid by the rabbit choroid plexus in vitro.
PubMed:A simple and rapid gas chromatography for determining 3,4-dihydroxyphenylacetic acid and 3-methoxy-4-hydroxyphenylacetic acid in urine from patients with parkinsonism treated with L-3,4-dihydroxyphenylalanine.
PubMed:[Experimental and clinical studies on catecholamine metabolism. I. Determination of urinary homovanillic acid (3-methoxy-4-hydroxyphenylacetic acid) and vanillylmandelic acid (3-methoxy-4-hydroxymandelic acid)].
PubMed:Dopamine (3-hydroxytyramine) metabolism in parkinsonism.
PubMed:The active transport of 5-hydroxyindol-3-ylacetic acid and 3-methoxy-4-hydroxyphenylacetic acid from a recirculatory perfusion system of the cerebral ventricles of the unanaesthetized dog.
PubMed:Preliminary identification of 3,4-dihydroxyphenylacetic acid and 3-methoxy-4-hydroxyphenylacetic acid in human urine as metabolites of epinephrine.
PubMed:[Simple test for pheochromocytoma as well as neuroblastoma and small intestine carcinoids. Analysis of 3-methoxy-4-hydroxymandelic acid, 3-methoxy-4-hydroxyphenylacetic acid and 5-hydroxy-indoleacetic acid in urine by chromatoelectrophoresis].
PubMed:The quantitative determination of 3-methoxy-4-hydroxyphenylacetic acid (homovanillic acid) in urine.
PubMed:[Elimination of 3-methoxy-4-hydroxyphenylacetic acid (homovanillic acid). II. Clinical applications].
PubMed:[Elimination of 3-methoxy-4-hydroxyphenylacetic acid (homovanillic acid). I. Some basic physiological data].
PubMed:[On the excretion of 3-methoxy-4-hydroxyphenylacetic acid (homovanillic acid) in neuroblastoma and other neural tumors].
Constit. of sweet clover (Melilotus officinalis) and yeast An oxidative deaminated metabolite of p-tyramine. Also a metabolite of tyrosine via enteric bacteria. The bacterial origin of this compound was confirmed by the finding that this compound in urine decreased significantly after the use of the antibiotic neomycin.
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