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Pyruvic Acid, Ketopropanoic Acid, Pyruvate, Keto Propanoic Acid, Oxopropanoic Acid, 127-17-3

Pyruvic Acid, Ketopropanoic Acid, Pyruvate, Keto Propanoic Acid, Oxopropanoic Acid, 127-17-3

🧪 Chemical Identity & Synonyms

Attribute Description
Chemical Name Pyruvic Acid
Synonyms Pyruvate, 2-Oxopropanoic Acid, Ketopropanoic Acid, Acetylformic Acid
Molecular Formula C₃H₄O₃
Structure Contains both a ketone and a carboxylic acid group
Physical Form Slightly yellow liquid with acetic acid-like odor
Storage 5–10°C, tightly sealed, protected from light and air

⚙️ Production Methods

1. Chemical Synthesis

  • Involves oxidation of tartaric or lactic acid derivatives.

  • Low yield and high degradation risk due to polymerization.

  • Not preferred for high-purity or pharmaceutical-grade applications.

2. Biotechnological Fermentation

  • Uses E. coli, Candida glabrata, Saccharomyces cerevisiae.

  • Glucose or glycerol as substrate; yields up to 135 g/L.

  • Environmentally friendly and scalable.

  • Requires strain engineering to suppress pyruvate-consuming enzymes2.

🧴 Applications by Sector

Sector Use Case
Pharmaceutical Precursor for L-DOPA, sialic acid, levodopa; antioxidant and metabolic support
Food & Nutrition Flavor enhancer, low-calorie additive, sports supplements for fat metabolism
Cosmetics Chemical peels, anti-aging formulations, skin renewal agents
Agriculture Plant growth regulator, microbial stimulant
Industrial Polymer precursor, specialty chemical synthesis, catalyst carrier

🔄 Alternatives & Substitutes

Alternative Comparison
Lactic Acid Cheaper, widely used in food/cosmetics; lacks keto functionality
Acetic Acid Common solvent and pH regulator; not a metabolic intermediate
Alpha-Ketoglutaric Acid Used in amino acid metabolism; more expensive and niche

⚠️ Degradation & Stability

Risk Factor Description
Polymerization Self-reacts at high concentration or temperature
Thermal Decomposition Produces acetaldehyde, acetic acid, CO₂ at >127°C
Hydration in Water Forms gem-diol; unstable over time especially at neutral pH
Oxidation Sensitive to air and light; requires inert atmosphere for long-term storage

🚚 Transport & Storage Conditions

Parameter Specification
UN Number UN 3265 – Corrosive liquid, organic
Hazard Class Class 8 – Corrosive
Packaging HDPE or stainless steel drums; 200 kg typical
Storage 4–10°C, sealed, light-protected, preferably under nitrogen
Shelf Life 6–12 months depending on purity and packaging

🧠 Biochemical Role

  • Central metabolite in glycolysis and TCA cycle.

  • Converts to acetyl-CoA, alanine, lactate depending on cellular conditions.

  • Used in metabolic engineering to produce non-native compounds like butanol, propionate, and amino acids

General Information

Pyruvic acid is an alpha-keto acid with the chemical formula C₃H₄O₃. It plays a crucial role in cellular metabolism, particularly in glycolysis and the Krebs cycle. It is widely used in biochemical research, pharmaceuticals, cosmetics, and food applications.

Chemical & Physical Properties

  • Chemical Formula: C₃H₄O₃

  • CAS Number: 127-17-3

  • Molecular Weight: 88.06 g/mol

  • Density: 1.267 g/mL at 25°C

  • Melting Point: 11-12°C

  • Boiling Point: 165°C

  • Solubility: Miscible with water, alcohol, chloroform, and diethyl ether

  • pKa: 2.39 at 25°C

  • Flash Point: 183°F (84°C, closed cup)

  • Stability: Stable but combustible; incompatible with strong oxidizing agents and bases

Uses & Applications

  • Biochemical Research: Used in metabolic studies and enzyme reactions.

  • Pharmaceuticals: Acts as a diagnostic agent for Parkinson’s disease and has antioxidant properties.

  • Food Industry: Approved by the FDA (21 CFR 172.515) for use in food.

  • Cosmetics: Used in skin exfoliation and anti-aging formulations.

  • Industrial Applications: Serves as an intermediate in organic synthesis.

Other Names

  • 2-Oxopropanoic acid (IUPAC name)

  • Alpha-ketopropionic acid

  • Ketopropanoic acid

  • Pyruvate (salt and ester forms)

Pyruvic acid is a key metabolic compound with diverse applications across science, medicine, and industry.

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