Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C9H8O3 |
| Molecular Weight | 164.158 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C(=O)CC1=CC=CC=C1
InChI
InChIKey=BTNMPGBKDVTSJY-UHFFFAOYSA-N
InChI=1S/C9H8O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,11,12)
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Structural studies of prephenate dehydratase from Mycobacterium tuberculosis H37Rv by SAXS, ultracentrifugation, and computational analysis. | 2008-09 |
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| Mutation of a rice gene encoding a phenylalanine biosynthetic enzyme results in accumulation of phenylalanine and tryptophan. | 2008-05 |
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| Purification and partial characterization of Lactobacillus species SK007 lactate dehydrogenase (LDH) catalyzing phenylpyruvic acid (PPA) conversion into phenyllactic acid (PLA). | 2008-04-09 |
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| Semidominant mutations in reduced epidermal fluorescence 4 reduce phenylpropanoid content in Arabidopsis. | 2008-04 |
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| Structures of open (R) and close (T) states of prephenate dehydratase (PDT)--implication of allosteric regulation by L-phenylalanine. | 2008-04 |
|
| Mechanism of benzaldehyde lyase studied via thiamin diphosphate-bound intermediates and kinetic isotope effects. | 2008-03-25 |
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| Comparative analysis of Acinetobacters: three genomes for three lifestyles. | 2008-03-19 |
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| Crystal structure of VioE, a key player in the construction of the molecular skeleton of violacein. | 2008-03-07 |
|
| Erwinia amylovora modifies phenolic profiles of susceptible and resistant apple through its type III secretion system. | 2008-03 |
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| Coutilization of glucose and glycerol enhances the production of aromatic compounds in an Escherichia coli strain lacking the phosphoenolpyruvate: carbohydrate phosphotransferase system. | 2008-01-22 |
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| Organic acid concentrations in amniotic fluid found in normal and Down syndrome pregnancies. | 2008 |
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| MIF tautomerase inhibitor potency of alpha,beta-unsaturated cyclic ketones. | 2007-12-15 |
|
| Near-ultraviolet photolysis of beta-phenylpyruvic acid generates free radicals and results in DNA damage. | 2007-12-14 |
|
| Phenylalanine biosynthesis in Arabidopsis thaliana. Identification and characterization of arogenate dehydratases. | 2007-10-19 |
|
| Flavonoid and hydroxycinnamate profiles of english apple ciders. | 2007-10-17 |
|
| Metabolic transcription analysis of engineered Escherichia coli strains that overproduce L-phenylalanine. | 2007-09-19 |
|
| Life-span exposure to low doses of aspartame beginning during prenatal life increases cancer effects in rats. | 2007-09 |
|
| Identification of a novel glyoxylate reductase supports phylogeny-based enzymatic substrate specificity prediction. | 2007-09 |
|
| Phenylpyruvate tautomerase activity of trans-3-chloroacrylic acid dehalogenase: evidence for an enol intermediate in the dehalogenase reaction? | 2007-08-21 |
|
| Biosynthesis of (R)-beta-tyrosine and its incorporation into the highly cytotoxic chondramides produced by Chondromyces crocatus. | 2007-07-27 |
|
| Simultaneous determination of ketoacids and dicarbonyl compounds, key Maillard intermediates on the generation of aged wine aroma. | 2007-06 |
|
| The crystal structure of phenylpyruvate decarboxylase from Azospirillum brasilense at 1.5 A resolution. Implications for its catalytic and regulatory mechanism. | 2007-05 |
|
| Nucleophile selectivity of chorismate-utilizing enzymes. | 2007-04-16 |
|
| Biotransformation of phenylpyruvic acid to phenyllactic acid by growing and resting cells of a Lactobacillus sp. | 2007-04 |
|
| Characterization and application of D-amino acid oxidase and catalase within permeabilized Pichia pastoris cells in bioconversions. | 2007-03 |
|
| Synthesis of enantiopure (S)-2-hydroxyphenylbutanoic acid using novel hydroxy acid dehydrogenase from Enterobacter sp. BK2K. | 2007-02-17 |
|
| Iron-catalyzed C2-C3 bond cleavage of phenylpyruvate with O2: insight into aliphatic C-C bond-cleaving dioxygenases. | 2007 |
|
| Reduction of benzenoid synthesis in petunia flowers reveals multiple pathways to benzoic acid and enhancement in auxin transport. | 2006-12 |
|
| Xenofuranones A and B: phenylpyruvate dimers from Xenorhabdus szentirmaii. | 2006-12 |
|
| Spectroscopic and electronic structure studies of the role of active site interactions in the decarboxylation reaction of alpha-keto acid-dependent dioxygenases. | 2006-12 |
|
| A monofunctional and thermostable prephenate dehydratase from the archaeon Methanocaldococcus jannaschii. | 2006-11-28 |
|
| Response variability in Attention-Deficit/Hyperactivity Disorder: a neuronal and glial energetics hypothesis. | 2006-08-23 |
|
| Chemical conversion of alpha-amino acids into alpha-keto acids by 4,5-epoxy-2-decenal. | 2006-08-09 |
|
| Effect of L-serine on the biosynthesis of aromatic amino acids in Escherichia coli. | 2006-08 |
|
| Co-production of caffeic acid and p-hydroxybenzoic acid from p-coumaric acid by Streptomyces caeruleus MTCC 6638. | 2006-08 |
|
| Catalytic, noncatalytic, and inhibitory phenomena: kinetic analysis of (4-hydroxyphenyl)pyruvate dioxygenase from Arabidopsis thaliana. | 2006-05-16 |
|
| Metabolic engineering of the E. coli L-phenylalanine pathway for the production of D-phenylglycine (D-Phg). | 2006-05 |
|
| Hypobaric hypoxia affects endogenous levels of alpha-keto acids in murine heart ventricles. | 2006-04-14 |
|
| Biosynthesis of plant-specific stilbene polyketides in metabolically engineered Escherichia coli. | 2006-03-21 |
|
| First experimental demonstration of the multipotential carcinogenic effects of aspartame administered in the feed to Sprague-Dawley rats. | 2006-03 |
|
| G-protein-coupled receptor 1, G-protein Galpha-subunit 1, and prephenate dehydratase 1 are required for blue light-induced production of phenylalanine in etiolated Arabidopsis. | 2006-03 |
|
| Induction of covalent binding antibodies. | 2006-02-28 |
|
| Genome-wide analysis of the structural genes regulating defense phenylpropanoid metabolism in Populus. | 2006 |
|
| Engineered phenylalanine dehydrogenase in organic solvents: homogeneous and biphasic enzymatic reactions. | 2005-12-21 |
|
| Recognition site for the side chain of 2-ketoacid substrate in d-lactate dehydrogenase. | 2005-12 |
|
| Impaired glutamatergic synaptic transmission in the PKU brain. | 2005-12 |
|
| Some insights into the stereochemistry of inhibition of macrophage migration inhibitory factor with 2-fluoro-p-hydroxycinnamate and its analogues from molecular dynamics simulations. | 2005-11-17 |
|
| Mechanism of the insulin-releasing action of alpha-ketoisocaproate and related alpha-keto acid anions. | 2005-10 |
|
| Ketone bodies affect the enzymatic activity of macrophage migration inhibitory factor. | 2005-08-05 |
|
| [Compared D-amino acid oxidase expression in different Pichia pastoris host strains]. | 2004-07 |
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| Classification Tree | Code System | Code | ||
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JECFA EVALUATION |
2-OXO-3-PHENYLPROPIONIC ACID
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| Code System | Code | Type | Description | ||
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205-847-1
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997
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30851
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X7CO62M413
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300000039304
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PHENYLPYRUVIC ACID
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C031606
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156-06-9
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1466
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1467
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DTXSID1042281
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DB03884
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SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
