Uses Antioxidant effect
ChemicalBook > CAS DataBase List > Pyruvic acid

Pyruvic acid

Uses Antioxidant effect
Product Name
Pyruvic acid
CAS No.
127-17-3
Chemical Name
Pyruvic acid
Synonyms
2-OXOPROPANOIC ACID;Propanoic acid, 2-oxo-;pyruvic;CH3COCOOH;2-oxo-propanoicaci;NSC 179;FEMA 2970;PYRUVIC ACID;Pyruvia Acid;ACID PYRUVATE
CBNumber
CB5257557
Molecular Formula
C3H4O3
Formula Weight
88.06
MOL File
127-17-3.mol
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Pyruvic acid Property

Melting point:
11-12 °C (lit.)
Boiling point:
165 °C (lit.)
Density 
1.267 g/mL at 25 °C (lit.)
vapor pressure 
1.72hPa at 25℃
refractive index 
n20/D 1.428(lit.)
FEMA 
2970 | PYRUVIC ACID
Flash point:
183 °F
storage temp. 
2-8°C
solubility 
Miscible with chloroform and methanol.
pka
2.39(at 25℃)
form 
Liquid
color 
Clear colorless to light yellow or amber
Odor
at 1.00 % in propylene glycol. sharp sour acetic caramellic
PH
3.11(1 mM solution);2.38(10 mM solution);1.79(100 mM solution);
Odor Type
acidic
Merck 
14,8021
JECFA Number
936
BRN 
506211
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases. Refrigerate.
InChIKey
LCTONWCANYUPML-UHFFFAOYSA-N
LogP
-1.24
Dissociation constant
2.49 at 25℃
CAS DataBase Reference
127-17-3(CAS DataBase Reference)
NIST Chemistry Reference
Pyruvic acid(127-17-3)
EPA Substance Registry System
Propanoic acid, 2-oxo- (127-17-3)
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Safety

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45-25-27
RIDADR 
UN 3265 8/PG 2
WGK Germany 
3
RTECS 
UZ0829800
Autoignition Temperature
305 °C
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29335995
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W297070
Product name
Pyruvic Acid
Purity
natural, ≥95%, FG
Packaging
25g
Price
$99.4
Updated
2024/03/01
Sigma-Aldrich
Product number
W297070
Product name
Pyruvic Acid
Purity
natural, ≥95%, FG
Packaging
100g
Price
$227
Updated
2024/03/01
Sigma-Aldrich
Product number
W297070
Product name
Pyruvic Acid
Purity
natural, ≥95%, FG
Packaging
1kg
Price
$1510
Updated
2024/03/01
Sigma-Aldrich
Product number
W297003
Product name
Pyruvic Acid
Purity
≥97%, FG
Packaging
250g
Price
$97.2
Updated
2024/03/01
Sigma-Aldrich
Product number
W297003
Product name
Pyruvic Acid
Purity
≥97%, FG
Packaging
1kg
Price
$163
Updated
2024/03/01
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Pyruvic acid Chemical Properties,Usage,Production

Uses

Intermediate in sugar metabolism and in enzymatic carbohydrate degradation (alcoholic fermentation) where it is converted to acetaldehyde and CO2 by carboxylase. In muscle, Pyruvic acid (derived from glycogen) is reduced to lactic acid during exertion, which is reoxidized and partially retransformed to glycogen during rest. The liver can convert Pyruvic acid to alanine by amination. A diagnostic agent for Parkinson disease.

Antioxidant effect

Studies have shown that pyruvic acid can inhibit the oxidation of oxygen free radicals in mice, and as a hydrogen peroxide scavenger, it has the effect of preventing free radical damage, and it has been proved to be protective in cardiac reperfusion injury and acute renal failure. The body resists functional damage. Pyruvic acid can act as an antioxidant through two mechanisms: first, as an α-keto acid, pyruvic acid can directly inhibit hydrogen peroxide through a non-enzymatic decarbonation reaction; second, supplementation of pyruvic acid can enhance In the citric acid cycle, after the production of citric acid increases, the phosphofructokinase is inhibited, thereby entering the pentose phosphate bypass to generate reduced coenzyme II (NADPH), thereby indirectly increasing the ability of the glutathione (GSH) antioxidant system. Pyruvic acid can also increase the ratio of coenzyme I/reduced coenzyme I (NAD+/NADH) and promote the reaction of the tricarboxylic acid cycle.

Chemical Properties

Colorless to light yellow liquid

Chemical Properties

Pyruvic acid has a sour, acetic odor (similar to acetic acid). It has a pleasant, sour taste with a burning, somewhat sweet note. It tends to darken and decompose unless kept free of minor contaminants and in tightly sealed containers

Occurrence

Isolated from cane sugar fermentation broth and from a few plants; also reported found in peppermint, raw asparagus, leaves and stalk of celery, onion, rutabaga, milk, cream, buttermilk, wheaten bread, blue cheeses, cheddar cheese, cottage cheese, provolone cheese, yogurt, beef, Virginia tobacco, beer, white wine, botrytised wine, cocoa and sake.

Uses

Pyruvic acid is used as a component in culture broths and media as commercial red seaweed polysaccharide. It is involved in the construction of amino acid alanine as well as supplies energy to living cells via citric acid cycle (Krebs cycle). It reacts with N-acetyl mannosamine by an aldol-type condensation to prepare sialic acid. It is employed to study the cultivation of soil bacteria as micro colonies using soil substrate membrane system. It finds application in liquid chromatography and in the determination of organic acids in red wine.

Uses

pyruvic acid is an alpha hydroxy acid that can be irritating and is considered difficult to work with. It has a larger molecular size than the most commonly used AHAs. Sodium pyruvate is more commonly used, and is an organic salt.

Preparation

By distillation of tartaric acid in the presence of potassium acid sulfate as a dehydrating agent; from acetyl chloride and potassium cyanide to yield the nitrile, which is subsequently acid hydrolyzed to the acid; pyruvic acid must be rectified under vacuum.

Definition

Pyruvic acid is an important organic chemical intermediate, an intermediate compound in the metabolism of carbohydrates, proteins, and fats, and is used in a variety of fields, including the pharmaceutical, cosmetic, food, and chemical industries. It has roles as a basic metabolite and cofactor. In thiamine deficiency, its oxidation is retarded and it tends to accumulate in neurostructural tissues causing neurological damage. In vitro studies have shown that pyruvic acid modulates cardiac function at physiological or low doses, but can cause cardiomyocyte damage at high doses.

Aroma threshold values

Aroma characteristics at 1.0%: acidic, sweet, caramellic and sour.

Taste threshold values

Taste characteristics at 5 ppm: sharp acidic, sour fruity, with sour creamy and caramellic nuances.

General Description

Pyruvic acid is the key component formed during the hydrolysis of flavor-precursors called S-alk(en)yl-L-cysteine-sulfoxides in onion tissues by allinase during maceration or chopping. The amount of pyruvic acid formed is used as a measure for onion pungency.

Biochem/physiol Actions

Taste at 5 ppm

Biotechnological Applications

Pyruvic acid is a key position in cell metabolism and is involved in many catabolic and anabolic pathways, including glycolysis, gluconeogenesis, amino acid, and protein metabolism. Pyruvic acid is employed for the production of L-tryptophan, L-tyrosine, and 3,4-dihydroxyphenyl alanine in various industries. The diet supplementation with pyruvic acid increased fat loss and minimized the associated loss of body protein. Pyruvic acid is also used in biochemical researches and medicine as a substrate for assaying activities of such enzymes as pyruvate dehydrogenase, pyruvate carboxylase, and pyruvate decarboxylase (Nakazawa et al. 1972; Yamada et al. 1972; Stanko et al. 1992).
Y. lipolytica oxidize glucose and form pyruvic acid (75–80 %) and a-ketoglutaric acid (20–25 %) under thiamine deficiency conditions. The synthesis of the acid was triggered by a decrease in intracellular thiamine concentration to 3.0 lg per 1 g biomass. An approximately 3-fold increase in the amount of the biomass was associated with a subsequent decrease in thiamine content to the level of 1.0 lg per 1 g biomass, whose maximum production of pyruvic acid was 50 g/L in this condition. In addition to glucose, thiamine-auxotrophic yeasts are capable of synthesizing pyruvic acid when grown on glycerol and propionic acid. Technicalgrade glycerol is the most promising raw material for pyruvic acid production. Pyruvic acid was obtained at a concentration of 61 g/L with a yield of 71 % from glycerol (Morgunov et al. 2004; Finogenova et al. 2005).

Synthesis

Pyruvic acid's synthesis method is as follows: from Tartaric acid by heating with hydrophilic agents, such as Potassium hydrosulfate.

Purification Methods

Distil it twice, then fractionally crystallise it by partial freezing. [Beilstein 3 IV 1505.]

Pyruvic acid Preparation Products And Raw materials

Raw materials

Methylglyoxal ALDRIN Potassium pyrosulfate Glass-lined reaction pot Ethyl pyruvate Hydrogen peroxide Manganese dioxide Sodium pyruvate (R)-Lactate Oxygen DL-Tartaric acid Ethyl lactate Carbon dioxide D(-)-Tartaric acid 6-Benzylaminopurine Dehydrolyzing agent 2,2-Dichloropropionic acid Lactic acid Propylene glycol Catalyst CR NICKEL (II) PHOSPHATE Potassium bisulfate POTASSIUM CYANIDE Potassium sulfate

Preparation Products

3-Bromopyruvic acid 1,2,3-THIADIAZOLE-4-CARBOXYLIC ACID Acetylpyrazine Thiabendazole Ethyl (R)-2-hydroxy-4-phenylbutyrate 3-Mercaptopropionic acid carfentrazone-ethyl Gestrinone Ethyl pyruvate 6-AZATHYMINE 1,2,3-Thiadiazole-4-carbonyl chloride (6CI,7CI,8CI,9CI) Sodium pyruvate Calcium pyruvate 4-Thiazolecarboxylic acid DL-Tryptophan SULFENTRAZONE 3-METHYL-2-QUINOXALINOL 2-AMINO-3-METHYLQUINOXALINE Methyl pyruvate 2-CHLORO-3-METHYL-QUINOXALINE
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View Lastest Price from Pyruvic acid manufacturers

Watson Biotechnology Co.,Ltd
Product
Pyruvic acid 127-17-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
20MT
Release date
2024-12-10
HebeiShuoshengImportandExportco.,Ltd
Product
Pyruvic acid 127-17-3
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-02
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Pyruvic acid 127-17-3
Price
US $45.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-31

127-17-3, Pyruvic acidRelated Search:

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