Sodium pyruvate Chemical Properties

Melting point:

>300 °C (lit.)

Boiling point:

>300℃

Density 

1,267g/cm

vapor pressure 

0Pa at 20℃

refractive index 

1,426-1,43

storage temp. 

2-8°C

solubility 

H₂O: 100 mg/mL

form 

solution

color 

White to Pale Yellow

PH

pH(100g/l, 25℃) : 4.0～8.0

Water Solubility 

Soluble in water.

BRN 

3568341

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

DAEPDZWVDSPTHF-UHFFFAOYSA-M

LogP

-3.83 at 20℃

CAS DataBase Reference

113-24-6(CAS DataBase Reference)

EPA Substance Registry System

Sodium pyruvate (113-24-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/38-36/37/38

Safety Statements 

37/39-26-24/25-36

WGK Germany 

3

TSCA 

Yes

HS Code 

29183000

MSDS

• Language:English Provider:2-Oxo-propanoic acid sodium salt
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Sodium pyruvate Usage And Synthesis

Description

Sodium pyruvate is the sodium salt of pyruvate. It is frequently supplemented to the cell culture medium to act as a source of energy since it is a key intermediate during the production of the high-energy ATP molecules inside cells. For example, it can be used as a carbon source for bacteria. It may also protect cell against hydrogen peroxide, an oxidant to scavenger oxygen radicals. It is an important metabolic intermediate in many essential metabolic pathways such as carbohydrate metabolism. For example, it is converted into acetyl coenzyme A and enters into the TCA cycle (Kreb’s cycle) in organisms. It is also involved in the amino acid metabolism in organisms.

Chemical Properties

White to slightly yellow crystalline powder. soluble in water, very slightly soluble in ethanol.

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

Uses

Sodium pyruvate is used in cell culture media as an additional source of energy. It acts as an antioxidant and finds protective effects against oxygen radicals. It serves as an intermediate in many metabolic pathways such as sugar metabolism. It is converted into acetyl coenzyme A and enters the trichloroacetic acid cycle. In addition, it is involved with amino acid metabolism and initiates the Kreb's cycle. It plays an important role as a free radical scavenger.

Application

Sodium pyruvate has been used:
To prepare Bull Tyrode′s albumin-lactate-pyruvate diluent.
In pyruvate tolerance test.
To prepare oligodendrocyte culture medium.

Preparation

The preparation of sodium pyruvate is as follows:Synthesis of pyruvate, a salt of a compound of formula (II) by ozonolysis of methacrylic acid, a compound of formula (II) A solution of methacrylic acid obtained in Example la or lb (15.31 g, 178 mmol) in dichloromethane/methanol (5 % methanol, 50 ml) was cooled to -78 0C and a stream of ozone was passed through until the solution turned blue. Dimethylsulfide (12.41 g, 200 mmol) was added and the mixture was allowed to reach room temperature. Excess dimethylsulfide was removed by passing a stream of nitrogen through the reaction mixture. The reaction mixture was evaporated in vacuo at 30 0C. To the residue was added water (100 ml) and then slowly added a solution of aq. NaOH (IM, 178 ml). The mixture was concentrated and left for crystallisation at 4 °C. The white crystalline material obtained was filtered and washed with acetone (3x100 ml). Yield: 14.50 g (92 %). Purity: 95 %.

Definition

ChEBI: Sodium pyruvate is an organic sodium salt. It contains a pyruvate.

Biological Functions

Sodium pyruvate (α-Ketopropionic acid sodium salt; 2-Oxopropanoic acid sodium salt；Pyruvic acid sodium; C3H3NaO3) as an important endogenous small molecules participates various tissue and organ metabolism processes that is the final product of glycolysis and the starting substrate for the tricarboxylic acid (TCA) cycle, and possesses antioxidant and scavenging free radical effects, thus widely using as buffer, excipient and antioxidant in medicine, diagnostic reagent and medical device.
Sodium pyruvate is an endogenous antioxidant and reactive oxygen radical scavenger. In this process, H2O2 or other reactive oxygen radicals are scavenged by sodium pyruvate by a nonenzymatic reaction or an oxidative dephosphorylation, and produce acetate, water and carbon dioxide. Thus, sodium pyruvate can suppress renal cellular injury induced by H2O2, such as lipid peroxidation of rat kidney homogenate, and cytosolic 51Cr release (a marker of cellular injury) from renal epithelial cells induced by H2O2. Thus, sodium pyruvate as effect antioxidant has potential in the clinical medication. Moreover, as effect antioxidant, sodium pyruvate is also as additives used in a vast range of foods and toiletries.

General Description

Sodium pyruvate (SP) is a simplest keto-acid. It crystallizes as very thin plates and belongs to the monoclinic system. Its utility in Knoevenagel condensation carried out in an aqueous medium has been examined. The standard molar enthalpy of formation and molar enthalpy of dissolution of SP at infinite dilution have been obtained. Its efficacy in treating mitochondrial DNA depletion syndromes has been investigated.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Sodium pyruvate is known to be an effective therapeutic target for type II citrullinaemia which is characterized by hyperammonaemia. In vivo studies proves that sodium pyruvate has protective function against hemorrhagic shock by preventing lipid peroxidation, NAD+ reduction and cleavage of poly(ADP-ribose) polymerases. Sodium pyruvate is also known to possess anti-inflammatory action and might show improvement in chronic lung disorder.

storage

Sterile filtered commercial solutions of sodium pyruvate are stable up to 24 months, when stored at 2-8 °C.
Pyruvic acid polymerizes and decomposes upon standing. It is advised to keep containers tightly sealed.

References

https://en.wikipedia.org/wiki/Sodium_pyruvate
Taidi, Behnam, et al. "Effect of carbon source and concentration on the molecular mass of poly (3-hydroxybutyrate) produced by Methylobacterium extorquens and Alcaligenes eutrophus." Applied microbiology and biotechnology 40.6 (1994): 786-790.
https://www.alfa.com/zh-cn/catalog/A11148/
http://bio.lonza.com/uploads/tx_mwaxmarketingmaterial/Lonza_BenchGuides_Sodium_Pyruvate_Solution_100mM.pdf

Sodium pyruvate(113-24-6)Related Product Information

• Pyruvic acid
• Sodium percarbonate
• Sodium chloride
• Sodium sulfate
• Propionic acid
• Sodium hyaluronate
• Sodium chlorite
• Diclofenac sodium
• Sodium benzoate
• Sodium acetate
• Sodium formate
• Sodium bicarbonate
• Ethyl pyruvate
• Sodium citrate
• Sodium gluconate
• Sodium hydroxide
• Sodium carbonate
• Trisodium citrate dihydrate
• Pyruvic Acid Sodium Salt