phenyl pyruvic acid

2-oxo-3-phenylpropionic acid

CAS: 156-06-9 C9 H8 O3 MW: 164.16036000 honey phenolic

Identification

Namephenyl pyruvic acid
IUPAC2-oxo-3-phenylpropanoic acid
CAS Number156-06-9
EINECS205-847-1
FDA UNIIX7CO62M413
Molecular FormulaC9 H8 O3
Molecular Weight164.16036000
MDL NumberMFCD00002589
Nikkaji NumberJ11.025F
Beilstein2207312
CoE Number8109

Regulatory

JECFA Food Flavoring1478 2-oxo-3-phenylpropionic acid
DG SANTE Food Flavourings08.109 3-phenylpyruvic acid
FEMA Number3892
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)156-06-9 ; 2-OXO-3-PHENYLPROPIONIC ACID

Physical Properties

Appearance pale yellow powder (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 150.00 °C. @ 760.00 mm Hg
Boiling Point 299.00 to 300.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.001000 mmHg @ 25.00 °C. (est)
Flash Point > 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w) 0.142 (est)
Soluble in alcohol

Organoleptic Properties

Odor Strength medium ,
Substantivity 146 hour(s) at 1.00 % in propylene glycol
Odor Description at 100.00 %.
Odor sample from Sigma-Aldrich, Inc.: Aldrich
Taste Description at 80.00 ppm in water.

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for phenyl pyruvic acid usage levels up to0.5000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)ND (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)0.09 (μg/capita/day)
baked goods-
beverages(nonalcoholic)0.50000
beverages(alcoholic)-
breakfast cereal1.00000
cheese0.50000
chewing gum1.00000
condiments / relishes-
confectionery froastings1.00000
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices0.50000
gelatins / puddings0.50000
granulated sugar-
gravies-
hard candy1.00000
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products0.50000
nut products-
other grains1.00000
poultry-
processed fruits0.10000
processed vegetables-
reconstituted vegetables-
seasonings / flavors50.00000
snack foods-
soft candy1.00000
soups-
sugar substitutes0.50000
sweet sauces1.00000

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Potential Uses

FR floral FR flower shop grass FR honey FR tobacco FL vegetable

Natural Occurrence

found in nature

Synonyms

alpha-oxo- benzene propanoic acid alpha-oxo- benzenepropanoic acid 2-oxo-3- phenyl propanoic acid 3- phenyl-2-oxopropanoic acid 2-oxo-3- phenylpropanic acid 2-oxo-3- phenylpropanoic acid 2-oxo-3- phenylpropionic acid phenylpyruvic acid 3- phenylpyruvic acid b- phenylpyruvic acid 3- phenylpyruvicacid PubMed: Modeling of the total antioxidant capacity of rooibos (Aspalathus linearis) tea infusions from chromatographic fingerprints and identification of potential antioxidant markers. PubMed: Production of natural antimicrobial compound D-phenyllactic acid using Leuconostoc mesenteroides ATCC 8293 whole cells involving highly active D-lactate dehydrogenase. PubMed: Screening of phenylpyruvic acid producers and optimization of culture conditions in bench scale bioreactors. PubMed: Enzymatic production of D-3-phenyllactic acid by Pediococcus pentosaceus D-lactate dehydrogenase with NADH regeneration by Ogataea parapolymorpha formate dehydrogenase. PubMed: Effects of fermented rooibos (Aspalathus linearis) on adipocyte differentiation. PubMed: Effect of amino acids on the formation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in creatinine/phenylalanine and creatinine/phenylalanine/4-oxo-2-nonenal reaction mixtures. PubMed: Z-2-(β-D-glucopyranosyloxy)-3-phenylpropenoic acid, an α-hydroxy acid from rooibos (Aspalathus linearis) with hypoglycemic activity. PubMed: Cell-free supernatants obtained from fermentation of cheese whey hydrolyzates and phenylpyruvic acid by Lactobacillus plantarum as a source of antimicrobial compounds, bacteriocins, and natural aromas. PubMed: Obesity-related metabolomic analysis of human subjects in black soybean peptide intervention study by ultraperformance liquid chromatography and quadrupole-time-of-flight mass spectrometry. PubMed: Determination of α-keto acids in pork meat and Iberian ham via tandem mass spectrometry. PubMed: Characterisation of volatile and non-volatile metabolites in etiolated leaves of tea (Camellia sinensis) plants in the dark. PubMed: Variation in phenolic content and antioxidant activity of fermented rooibos herbal tea infusions: role of production season and quality grade. PubMed: Characterization of D-lactate dehydrogenase producing D-3-phenyllactic acid from Pediococcus pentosaceus. PubMed: Characterization of D-lactate dehydrogenase from Pediococcus acidilactici that converts phenylpyruvic acid into phenyllactic acid. PubMed: Kinetic optimisation of the reversed phase liquid chromatographic separation of rooibos tea (Aspalathus linearis) phenolics on conventional high performance liquid chromatographic instrumentation. PubMed: Strecker aldehydes and α-keto acids, produced by carbonyl-amine reactions, contribute to the formation of acrylamide. PubMed: Bioconversion of phenylpyruvate to phenyllactate: gene cloning, expression, and enzymatic characterization of D- and L1-lactate dehydrogenases from Lactobacillus plantarum SK002. PubMed: 3-Phenyllactic acid production by substrate feeding and pH-control in fed-batch fermentation of Lactobacillus sp. SK007. PubMed: Model studies on the oxygen-induced formation of benzaldehyde from phenylacetaldehyde using pyrolysis GC-MS and FTIR. PubMed: Optimization of culture medium for the production of phenyllactic acid by Lactobacillus sp. SK007. PubMed: Purification and partial characterization of Lactobacillus species SK007 lactate dehydrogenase (LDH) catalyzing phenylpyruvic acid (PPA) conversion into phenyllactic acid (PLA). PubMed: Simultaneous determination of ketoacids and dicarbonyl compounds, key Maillard intermediates on the generation of aged wine aroma. PubMed: Biotransformation of phenylpyruvic acid to phenyllactic acid by growing and resting cells of a Lactobacillus sp. PubMed: Chemical conversion of alpha-amino acids into alpha-keto acids by 4,5-epoxy-2-decenal. PubMed: Inhibitory effects of green tea polyphenols on the production of a virulence factor of the periodontal-disease-causing anaerobic bacterium Porphyromonas gingivalis. PubMed: Involvement of manganese in conversion of phenylalanine to benzaldehyde by lactic acid bacteria. PubMed: Conversion of phenylalanine to benzaldehyde initiated by an aminotransferase in lactobacillus plantarum