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Pyruvic acid

Pyruvic acid, systematically named 2-oxopropanoic acid, is a simple organic compound with the molecular formula C₃H₄O₃ that functions as a pivotal intermediate in cellular metabolism.^[1] As the end product of glycolysis, it is generated from phosphoenolpyruvate by pyruvate kinase, providing a crucial link between carbohydrate breakdown and energy production via the citric acid cycle or anaerobic fermentation to lactate.^[2] In aerobic conditions, pyruvic acid is transported into mitochondria and decarboxylated to acetyl-CoA by the pyruvate dehydrogenase complex, fueling ATP synthesis through oxidative phosphorylation and supporting biosynthetic processes such as gluconeogenesis and fatty acid synthesis.^[3] This α-keto acid exhibits key physical properties including a density of 1.250 g/cm³ at 20 °C, a melting point of 11.8 °C, and a boiling point of 165 °C, rendering it a colorless, viscous liquid with a vinegar-like odor that is fully miscible in water, ethanol, and ether.^[4] Chemically, its structure features both a ketone and a carboxylic acid group, enabling reactivity in enolization, decarboxylation, and redox reactions, such as nonenzymatic interactions with hydrogen peroxide due to its α-keto functionality.^[5] Beyond its biochemical roles, pyruvic acid finds applications as a food additive for flavor enhancement, a nutraceutical supplement, and in dermatology for chemical peels at concentrations of 40–70% to treat acne, hyperpigmentation, photodamage, and superficial scars through keratolytic and antimicrobial effects.^[6] Its production via microbial fermentation is increasingly utilized industrially due to cost-effectiveness compared to chemical synthesis.^[7]

Chemical Properties

Molecular Structure

Pyruvic acid, with the IUPAC name 2-oxopropanoic acid, is an organic compound characterized by the molecular formula C₃H₄O₃ and a molecular weight of 88.06 g/mol.^[8] Its structure consists of a linear three-carbon backbone, where the terminal carbon forms a methyl group (CH₃-), the central carbon bears a ketone functional group (C=O), and the other terminal carbon comprises a carboxylic acid group (-COOH). This arrangement positions the ketone carbonyl directly adjacent to the carboxylic acid, classifying pyruvic acid as the simplest α-keto acid.^[9]^[6] The dominant structural form of pyruvic acid is the keto tautomer, represented as CH₃C(O)COOH, where the ketone oxygen is double-bonded to the central carbon atom. A minor enol tautomer, CH₂=C(OH)COOH, exists in equilibrium, resulting from keto-enol tautomerism, though it constitutes less than 0.1% of the population in aqueous solution at equilibrium.^[10] In the Lewis structure of the keto form, the methyl carbon is bonded to three hydrogens and the central carbonyl carbon, which exhibits sp² hybridization with a double bond to oxygen (bond length approximately 1.21 Å) and single bonds to the adjacent carbons. The carboxylic carbon is similarly sp² hybridized, featuring a double bond to one oxygen (C=O) and a single bond to a hydroxyl group (C-OH), with the overall molecule adopting a planar conformation around the functional groups due to conjugation effects. This α-keto acid classification arises from the proximity of the ketone and carboxylic acid moieties, which introduces unique electronic properties, such as enhanced electrophilicity at the carbonyl carbon, facilitating interactions in chemical and biological contexts.^[5] The structural simplicity and functional group arrangement make pyruvic acid a foundational molecule in organic chemistry, with its bonding pattern—primarily sigma bonds along the carbon chain and pi bonds in the carbonyls—dictating its stability and reactivity profile.^[8]

Physical Characteristics

Pyruvic acid is a colorless to pale yellow liquid at room temperature, exhibiting a pungent odor reminiscent of acetic acid.^[11]^[4] It has a melting point of 11.8 °C and a boiling point of 165 °C at standard pressure.^[4]^[12] The density of pyruvic acid is 1.27 g/cm³ at 20 °C.^[4]^[11] In aqueous solution, pyruvic acid exists in equilibrium with a hydrated gem-diol form, with approximately 28% hydration at 25 °C (K_hyd = 0.39).^[13] Pyruvic acid is miscible with water, ethanol, and ether, reflecting its moderate hydrophilicity as indicated by a log P value of approximately −0.05.^[1]^[4] It demonstrates instability under certain conditions, readily undergoing polymerization upon heating or during prolonged storage to form parapyruvic acid and higher-order oligomers.^[14] Spectroscopic characterization reveals key features attributable to its carbonyl and carboxyl functional groups. In the infrared (IR) spectrum, characteristic absorption bands appear near 1807 cm⁻¹ for the carboxylic C=O stretch and 1734 cm⁻¹ for the ketonic C=O stretch in the monomeric form.^[15] The ¹H NMR spectrum in D₂O shows a singlet for the methyl protons at approximately 2.38 ppm.^[16] Ultraviolet (UV) absorption in aqueous solution features a primary band around 320 nm, blue-shifted from the gas-phase maximum near 350–360 nm due to hydration effects.^[17]^[18]

Synthesis and Reactivity

Pyruvic acid can be synthesized in the laboratory through the oxidation of lactate salts, such as calcium lactate, using potassium permanganate in aqueous solution, yielding the product after acidification and distillation. Another established method involves the hydrolysis of acetyl cyanide, prepared from acetyl chloride and potassium cyanide, under acidic conditions to afford pyruvic acid in moderate yields.^[19] Historically, industrial production of pyruvic acid relied on the distillation of tartaric acid in the presence of potassium bisulfate at approximately 220 °C, which promotes dehydration and decarboxylation to the target compound, though this process is now considered outdated due to inefficiencies and byproduct formation.^[19]^[20] Modern chemical routes favor the oxidative dehydrogenation of lactic acid over catalysts like molybdenum oxide supported on titania, achieving selectivities up to 80% at 200 °C under oxygen flow.^[21] An alternative approach utilizes the carboxylation of acetaldehyde with carbon dioxide, typically facilitated by enzymatic catalysis in aqueous media, to form pyruvic acid.^[22] As an α-keto acid, pyruvic acid exhibits reactivity dominated by the electrophilic carbonyl group, which readily undergoes nucleophilic addition reactions; for instance, it reacts with hydrazines to form stable hydrazones via initial attack at the ketone carbon followed by dehydration.^[23] Thermal decarboxylation occurs upon heating, decomposing the molecule to acetaldehyde and carbon dioxide through a concerted mechanism involving β-elimination of the carboxyl group:

\ce{CH3C(O)COOH ->[\Delta] CH3CHO + CO2}

This reaction is endothermic and proceeds efficiently above 150 °C, with computational studies confirming acetaldehyde as the primary organic product.^[24]^[25] The carboxylic acid functionality imparts acidic properties, with a pKa of 2.50 for deprotonation to the pyruvate anion, reflecting the electron-withdrawing influence of the adjacent keto group that stabilizes the conjugate base.^[26] Pyruvic acid possesses no basic sites, as the structure lacks amine or other proton-accepting groups capable of significant protonation under physiological or standard conditions. Pyruvic acid displays keto-enol tautomerism, existing predominantly in the keto form in equilibrium with a minor enol tautomer:

\ce{CH3C(O)COOH ⇌ CH2=C(OH)COOH}

In aqueous solution, the keto form constitutes more than 99.9% of the equilibrium mixture (K_enol = 7.8 × 10^{-5}), while the enol form accounts for less than 0.1%, driven by the greater stability of the conjugated keto structure; this ratio is influenced by solvent polarity and temperature but remains heavily keto-favored.^[10]^[27]

Biological Role

Production in Glycolysis

Glycolysis represents the primary anaerobic catabolic pathway in cellular metabolism, converting one molecule of glucose into two molecules of pyruvic acid while generating a net yield of two molecules of ATP and two molecules of NADH.^[28] This process occurs without the need for oxygen and serves as a foundational energy-extraction mechanism across diverse organisms. The overall balanced equation for glycolysis is:

\text{C}_6\text{H}_{12}\text{O}_6 + 2 \text{NAD}^+ + 2 \text{ADP} + 2 \text{P}_i \rightarrow 2 \text{CH}_3\text{COCOOH} + 2 \text{NADH} + 2 \text{ATP} + 2 \text{H}^+ + 2 \text{H}_2\text{O}

^[28] The pathway unfolds in a series of ten enzymatic reactions divided into an energy-investment phase and an energy-payoff phase. In the initial phase, glucose undergoes phosphorylation by hexokinase to form glucose-6-phosphate, followed by isomerization to fructose-6-phosphate and a second phosphorylation by phosphofructokinase-1 to yield fructose-1,6-bisphosphate, consuming two ATP molecules.^[28] This is succeeded by cleavage via aldolase into dihydroxyacetone phosphate and glyceraldehyde-3-phosphate, with the former isomerized to the latter, resulting in two molecules of glyceraldehyde-3-phosphate.^[29] The payoff phase begins with oxidation of glyceraldehyde-3-phosphate by glyceraldehyde-3-phosphate dehydrogenase to 1,3-bisphosphoglycerate, reducing NAD⁺ to NADH.^[28] Subsequent substrate-level phosphorylations occur: 1,3-bisphosphoglycerate transfers a phosphate to ADP via phosphoglycerate kinase, forming 3-phosphoglycerate and ATP; this is followed by rearrangement to 2-phosphoglycerate, dehydration by enolase to phosphoenolpyruvate, and finally, the irreversible transfer of the phosphate from phosphoenolpyruvate to ADP by pyruvate kinase, producing pyruvic acid and ATP.^[2] Glycolysis takes place in the cytosol of both eukaryotic and prokaryotic cells, enabling rapid ATP production independent of mitochondrial involvement.^[28]^[30] The pathway's flux is tightly regulated to match cellular energy demands, primarily through allosteric modulation of key enzymes. Phosphofructokinase-1, which commits fructose-6-phosphate to the pathway, is inhibited by high levels of ATP and citrate while activated by AMP and fructose-2,6-bisphosphate, ensuring glycolysis accelerates under energy-deficient conditions.^[28]^[29] Similarly, pyruvate kinase is allosterically inhibited by ATP and alanine, and activated by fructose-1,6-bisphosphate, preventing unnecessary pyruvate accumulation when energy is abundant.^[2]^[28] These regulatory mechanisms maintain metabolic homeostasis and coordinate glycolysis with broader cellular respiration.

Oxidative Decarboxylation

Oxidative decarboxylation of pyruvate represents the committed step linking glycolysis to the citric acid cycle under aerobic conditions, ensuring efficient utilization of glucose-derived carbon for energy production. In eukaryotic cells, pyruvate, generated in the cytosol during glycolysis, is actively transported into the mitochondrial matrix, where it is irreversibly converted to acetyl-CoA. This transformation is exclusively catalyzed by the pyruvate dehydrogenase complex (PDC), a highly organized assembly of enzymes that coordinates the reaction with minimal diffusion of intermediates. The balanced equation for the process is:

\ce{CH3C(O)CO2^- + CoA-SH + NAD^+ -> CH3C(O)-S-CoA + CO2 + NADH + H^+}

This decarboxylation releases CO₂ and generates a high-energy thioester bond in acetyl-CoA, priming it for condensation with oxaloacetate in the citric acid cycle.^[31] The mechanism of PDC involves sequential actions by its three core enzyme subunits, each with specific cofactors, operating via a substrate-channelling 'swinging arm' model for efficiency. The E1 subunit (pyruvate dehydrogenase) uses thiamine pyrophosphate (TPP) to facilitate the initial decarboxylation: the carbanion of TPP attacks the carbonyl of pyruvate, releasing CO₂ and forming hydroxyethyl-TPP, which is oxidized to an acetyl group. This acetyl moiety is then transesterified to the lipoamide cofactor on E2 (dihydrolipoyl transacetylase), yielding acetyl-dihydrolipoamide-E2, which reacts with coenzyme A to produce acetyl-CoA and dihydrolipoamide-E2. Finally, E3 (dihydrolipoyl dehydrogenase), containing FAD, reoxidizes dihydrolipoamide-E2 back to its disulfide form, reducing NAD⁺ to NADH in the process. This multi-step orchestration prevents loss of reactive intermediates and integrates decarboxylation, oxidation, and transfer in a single complex.^[32] PDC activity is stringently regulated at both allosteric and covalent levels to align with metabolic needs, preventing futile cycling or overflow of reducing equivalents. Allosteric inhibition occurs via binding of NADH and acetyl-CoA to E2 and E3, which signal high energy status and reduce PDC flux; conversely, NAD⁺ and CoA promote activity. Covalent regulation involves phosphorylation of E1 by mitochondrial pyruvate dehydrogenase kinases (PDKs), which inactivate the complex under conditions like starvation or exercise, while pyruvate dehydrogenase phosphatases (PDPs), activated by insulin and Ca²⁺, dephosphorylate and activate PDC during fed or active states. This dual control ensures pyruvate oxidation predominates in energy-demanding aerobic scenarios. The NADH generated feeds into the electron transport chain, where its oxidation drives proton pumping across complexes I, III, and IV, ultimately yielding approximately 2.5 ATP per NADH via ATP synthase.^[3] Clinically, congenital deficiencies in PDC components, particularly E1α mutations, cause primary pyruvate dehydrogenase complex deficiency, a mitochondrial disorder leading to chronic lactic acidosis due to pyruvate accumulation and shunting to lactate. This results in elevated blood lactate (often >5 mmol/L) without a proportionally increased pyruvate, manifesting as severe neonatal encephalopathy, hypotonia, seizures, and developmental delays, with poor prognosis if untreated.^[33]

Other Metabolic Pathways

Pyruvate serves as a central metabolite in several biosynthetic and replenishing pathways beyond its catabolic roles. One key conversion is the carboxylation of pyruvate to oxaloacetate, catalyzed by the biotin-dependent enzyme pyruvate carboxylase. This ATP-driven reaction, pyruvate + CO₂ + ATP → oxaloacetate + ADP + Pᵢ, plays a crucial anaplerotic function by replenishing intermediates in the tricarboxylic acid (TCA) cycle, which are often depleted for biosynthetic processes such as amino acid and nucleotide synthesis.^[34] The enzyme is allosterically activated by acetyl-CoA, ensuring coordination with TCA cycle flux.^[35] Another important pathway involves the transamination of pyruvate to alanine, mediated by alanine aminotransferase (ALT). The reversible reaction, pyruvate + glutamate → alanine + α-ketoglutarate, facilitates nitrogen shuttling between tissues, particularly in the glucose-alanine cycle. During fasting or exercise, muscle proteolysis generates alanine, which is transported to the liver; there, ALT converts it back to pyruvate, providing substrate for gluconeogenesis while detoxifying ammonia.^[36] This cycle links amino acid catabolism to hepatic glucose production, maintaining blood glucose levels.^[37] In gluconeogenesis, pyruvate-derived oxaloacetate must be transported from the mitochondria to the cytosol, where it cannot cross the inner membrane directly. To achieve this, oxaloacetate is reduced to malate by mitochondrial malate dehydrogenase, using NADH as a cofactor: oxaloacetate + NADH + H⁺ → malate + NAD⁺. Malate then exits via the malate-α-ketoglutarate antiporter and is reoxidized to oxaloacetate in the cytosol, regenerating NADH for the gluconeogenic pathway.^[38] This shuttle ensures efficient carbon flow from mitochondrial pyruvate to cytosolic phosphoenolpyruvate synthesis. Pyruvate also participates in fermentation pathways, such as in yeast where it is decarboxylated to acetaldehyde by pyruvate decarboxylase, releasing CO₂ and setting the stage for ethanol production under anaerobic conditions.^[39] Historically, isotope labeling experiments with ¹⁴C-pyruvate, beginning in the post-1940s era, have been pivotal in mapping carbon flow through these pathways, including gluconeogenesis and the TCA cycle, by tracking labeled carbons in downstream metabolites.^[40]

Role in Anaerobic Metabolism

In anaerobic conditions, pyruvic acid serves as a key intermediate for regenerating NAD⁺, which is essential for sustaining glycolysis when oxygen is limited. In animal cells, particularly skeletal muscle during intense exercise, pyruvate is reduced to lactate by the enzyme lactate dehydrogenase (LDH), catalyzing the reaction:

\ce{CH3COCOOH + NADH + H+ -> CH3CH(OH)COOH + NAD+}

This process oxidizes NADH back to NAD⁺, allowing glycolysis to continue and produce ATP without mitochondrial respiration.^[41]^[42] The lactate produced is then transported via the bloodstream to the liver, where it is converted back to pyruvate and ultimately glucose through gluconeogenesis, forming the Cori cycle that recycles lactate and prevents its accumulation in muscles.^[43]^[44] In microorganisms such as yeast, pyruvate undergoes alcoholic fermentation to regenerate NAD⁺ under oxygen deprivation. First, pyruvate decarboxylase decarboxylates pyruvate to acetaldehyde and carbon dioxide:

\ce{CH3COCOOH -> CH3CHO + CO2}

Subsequently, alcohol dehydrogenase reduces acetaldehyde to ethanol using NADH:

\ce{CH3CHO + NADH + H+ -> CH3CH2OH + NAD+}

This pathway not only supports ATP production in anaerobic environments but also yields ethanol as a byproduct.^[45]^[46] Industrially, this fermentation process is harnessed for ethanol production, where yeast converts glucose-derived pyruvate into ethanol on a large scale for biofuels and beverages.^[47]^[48] Physiologically, excessive lactate production from pyruvate under hypoxic conditions can lead to lactic acidosis, a state of metabolic acidosis characterized by elevated blood lactate levels (>5 mmol/L) and reduced pH, often seen in tissue hypoxia during shock or strenuous activity.^[49]^[43] Evolutionarily, anaerobic fermentation pathways involving pyruvate likely played a crucial role in early life forms, enabling energy extraction from glucose in oxygen-scarce primordial environments before the rise of aerobic respiration.^[50]^[51]

Applications and Occurrence

Industrial Production

The primary industrial production of pyruvic acid relies on the catalytic oxidative dehydrogenation of lactic acid, typically conducted in the vapor phase at temperatures of 300–400 °C using metal oxide catalysts such as copper-based systems or platinum-supported materials. This method converts lactic acid to pyruvic acid with high selectivity, as demonstrated by CuO/SiO₂ catalysts achieving up to 70.8% conversion and 98.2% selectivity under optimized conditions.^[52] The process utilizes air or oxygen as an oxidant, enabling efficient scaling while leveraging the abundance and lower cost of bio-derived lactic acid as feedstock.^[7] Alternative industrial routes include the vapor-phase oxidation of propionaldehyde, which involves catalytic air oxidation to form pyruvic acid, though this method is less prevalent due to feedstock availability and byproduct formation challenges. Electrochemical oxidation of lactate represents an emerging alternative, where lactic acid in aqueous or fermentation broth is oxidized under alkaline conditions at electrodes like nickel or platinum, yielding pyruvic acid with potential for integration into sustainable biorefineries.^[53] Yields in modern chemical processes often exceed 90%, with purification achieved through vacuum distillation to minimize polymerization and achieve high purity levels above 99%.^[54] Historically, the dehydration and decarboxylation of tartaric acid served as the classical industrial method, involving heating tartaric acid with potassium pyrosulfate to produce crude pyruvic acid, but it has become obsolete due to the high cost of tartaric acid (approximately $3,000 per ton) and associated environmental pollution from waste generation.^[7] Global production is dominated by chemical synthesis, with major manufacturing hubs in China and the United States; the market was valued at approximately $45 million in 2020, reflecting an annual output on the order of thousands of tons to meet demand in pharmaceuticals and food additives.^[55] Sustainability efforts have driven a shift toward bio-based routes, utilizing fermented lactic acid from renewable carbohydrates, which reduces carbon footprint and aligns with green chemistry principles compared to traditional petrochemical-derived alternatives. Recent advancements as of 2025 include engineered microbial strains, such as Escherichia coli achieving yields up to 110 g/L via fermentation, enhancing cost-effectiveness and scalability in biorefineries.^[7]^[56]

Medical and Industrial Uses

Pyruvic acid is employed in dermatological treatments as a chemical peeling agent, particularly in concentrations of 40–70% for addressing inflammatory acne, acne scars, oily skin, and photoaging.^[57] These peels promote epidermal exfoliation and dermal remodeling, leading to improved skin texture, reduced fine wrinkles, and lightened hyperpigmentations such as freckles and lentigines, with minimal post-treatment discomfort when applied in sessions spaced 4 weeks apart.^[58] As a precursor to lactate, pyruvic acid is incorporated into intravenous resuscitation fluids to correct hypoxic lactic acidosis in critically ill patients, enhancing acid-base balance through its conversion to lactate and subsequent metabolic effects.^[59] Emerging research post-2020 highlights its potential in diabetes management via modulation of the pyruvate dehydrogenase complex (PDC); for instance, pharmacological activation of PDC flux alleviates lipid-induced insulin resistance in muscle, while inhibition of pyruvate dehydrogenase kinase (PDK) reduces oxidative stress and renal dysfunction in diabetic models. Recent 2024–2025 studies further show pyruvate administration restores impaired nociception and intraepidermal nerve fiber density in diabetic mice, and modulates glucose oxidation to mitigate cardiovascular risks in obesity and type 2 diabetes.^[60]^[61]^[62]^[63] In the food industry, pyruvic acid serves as an acidulant and preservative in beverages and other products, leveraging its antimicrobial properties to extend shelf life and adjust pH, and it holds generally recognized as safe (GRAS) status from the FDA for use as a flavoring agent.^[64]^[65]^[66] As a key intermediate in chemical synthesis, it is utilized in the production of pharmaceuticals, including amino acids such as alanine through reductive amination, and agrochemicals like pesticides.^[6]^[67] In cosmetics, pyruvic acid is featured in anti-aging formulations and peels at concentrations of 30–50%, where it facilitates exfoliation of the stratum corneum and stimulates fibroblast activity to boost collagen production, thereby reducing the appearance of fine lines, wrinkles, and uneven pigmentation.^[68]^[69] Its derivatives contribute to the synthesis of biodegradable polymers, such as polylactic acid via lactic acid intermediates, offering eco-friendly alternatives for packaging and medical implants.^[70] Recent post-2020 research explores pyruvic acid in thermo-electrochemical cells as part of biocompatible redox couples with lactic acid, enabling efficient energy conversion in sustainable fuel cell prototypes.^[71] Pyruvic acid exhibits low systemic toxicity, with an oral LD50 of 2.1 g/kg in rats, though it acts as a skin and eye irritant, causing severe burns and damage upon direct contact, necessitating protective handling in formulations.^[72]^[73]^[74]

Natural Occurrence and Environmental Aspects

Pyruvic acid occurs naturally in trace amounts in various plant-derived foods and fermentation products. It is present in fruits such as apples, where its concentration varies postharvest due to metabolic processes, typically at levels of several micromoles per gram of fresh weight.^[75] Similarly, pyruvic acid is found in honey and vinegar, resulting from microbial fermentation of sugars by bacteria and yeasts, with concentrations in fruit vinegars ranging from 0.1 to 1 mM depending on the substrate and fermentation conditions.^[76] In soil environments, pyruvic acid is produced by microorganisms, including streptomycetes and other bacteria, which excrete it as a metabolic byproduct during organic matter decomposition, contributing to soil nutrient cycling at concentrations up to several millimolar in microbial exudates.^[77] In the atmosphere, pyruvic acid serves as a photochemical oxidant, primarily formed through the oxidation of volatile organic compounds (VOCs) emitted from biogenic and anthropogenic sources. Its photolysis at air-water interfaces, such as those in atmospheric aerosols, generates reactive species that promote the formation of secondary organic aerosols (SOAs), which play a role in cloud nucleation and radiative forcing. This process is particularly relevant in marine environments, where pyruvic acid is detected in ocean-derived aerosols over regions like the North Pacific, with gas-phase mixing ratios reaching up to 0.1 ppbv in boreal forests and contributing to aerosol burdens of 1-10 ng/m³.^[78]^[79] Pyruvic acid integrates into the biogeochemical carbon cycle via microbial degradation of dissolved organic matter, serving as an intermediate in the remineralization of organic carbon in aquatic systems. In seawater, its concentrations typically range from 0.1 to 1 μM, influenced by photochemical production and bacterial uptake, linking surface ocean photochemistry to deeper carbon export. Regarding pollution, pyruvic acid is highly biodegradable through microbial action, facilitating its natural attenuation in soils and waters; however, industrial effluents from chemical synthesis processes can introduce elevated levels, potentially acidifying receiving waters with pH drops of 0.5-1 unit in high-concentration discharges. Additionally, in the atmosphere, it acts as a catalyst in sulfur trioxide (SO₃) hydrolysis, enhancing aerosol particle formation in polluted regions and indirectly contributing to acid rain precursors by promoting sulfate aerosol growth.^[80] Detection of pyruvic acid in environmental samples relies on sensitive analytical techniques, including high-performance liquid chromatography (HPLC) with UV detection for quantification down to nanomolar levels in seawater and aerosols, and enzymatic assays using lactate dehydrogenase for rapid, specific measurement in soil and water extracts. From an evolutionary perspective, pyruvic acid's simple α-keto acid structure suggests its presence in prebiotic soups on early Earth, where it could form abiotically from carbon monoxide and sulfide minerals under hydrothermal conditions, serving as a precursor to amino acids and essential metabolic pathways in the origin of life.^[18]

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Before alanine carbons can enter the gluconeogenic pathway, alanine must be converted to pyruvate by the alanine transaminase (ALT) enzymes, ALT1 and ALT2 ( ...
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The alanine is released and transported to the liver where it will undergo another transamination to generate pyruvate, which is used as a substrate for glucose ...
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Decarboxylation of Pyruvate to Acetaldehyde for Ethanol Production ...
The thiamine pyrophosphate (TPP)-dependent enzyme pyruvate decarboxylase is the only enzyme proficient at direct conversion of pyruvate to acetaldehyde.
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(PDF) Conversion of specifically 14 C-labeled lactate and pyruvate ...
Dec 15, 2015 · PDF | On May 1, 1969, KY Hostetler and others published Conversion of specifically 14 C-labeled lactate and pyruvate to glucose in man ...<|separator|>
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The function of the enzyme is to catalyze the reversible conversion of lactate to pyruvate with the reduction of NAD+ to NADH and vice versa.[1] The enzyme is ...
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13.2: Fates of Pyruvate under Anaerobic Conditions- Fermentation
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Overexpression of pyruvate decarboxylase in the yeast Hansenula ...
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Under optimized conditions, CuO1-x/SiO2-H400 achieves 70.8% lactic acid conversion with 98.2% pyruvic acid selectivity. The catalyst maintains high activity ...
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Electrolyzing lactic acid in situ in fermentation broth to produce ...
It was found that lactic acid could be converted to pyruvic acid in the electrolysis cell under alkaline conditions.Missing: lactate | Show results with:lactate
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US20090118540A1 - Method For Producing Pyruvic Acid
The acetyl cyanide is reacted to 2- 14C-pyruvamide which is then hydrolysed to 2- 14C-pyruvic acid. Using isotopically enriched cuprous cyanide and acetyl ...Missing: hydrolysis | Show results with:hydrolysis
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Techno-economic assessment of bio-based pyruvate production ...
The global pyruvate market, valued at $450 million in 2020, is projected to grow at a compounded annual growth rate (CAGR) of 5.8 % through 2028, reflecting ...Missing: 2020s | Show results with:2020s
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The Effectiveness of Pyruvic Acid Peeling in Improving the Quality of ...
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Thus, 50% pyruvic acid peeling can be proposed as a safe and efficient treatment for moderate facial skin aging.
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Reducing Oxidative Stress and Inflammation by Pyruvate ...
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Substances Added to Food (formerly EAFUS)
CAS Reg. No. (or other ID)*:, 127-17-3. Substance*:, PYRUVIC ACID. Other Names: ♢ PYRUVIC ACID ♢ ACETYLFORMIC ACID ♢ ALPHA-KETOPROPIONIC ACIDMissing: preservative | Show results with:preservative
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GRAS Reference 2970 ... Updated use levels and food categories collected as part of the FDA's SLR project are available from the FEMA office for this flavor ...Missing: acidulant preservative
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Sep 24, 2025 · Pyruvic acid is an important organic acid widely used in the chemical and drug, as well as agrochemical, industries.
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The 8 Most Powerful Chemical Facial Peels - Evolve Salon & Spa
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https://www.femaflavor.org/flavor-library/pyruvic-acid
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Pyruvic Acid - an overview | ScienceDirect Topics
Pyruvic acid is defined as an alpha-keto-acid that is effective in the treatment of hyperpigmentations, commonly used in chemical peels with a concentration ...
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A scheme of thermo-electrochemical (TEC) cell using pyruvic acid ...
We demonstrate thermo-electrochemical (TEC) conversion using a biocompatible redox couple of lactic acid and pyruvic acid on earth-abundant TiO2.
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[PDF] SAFETY DATA SHEET
Appearance. ：Transparent syrupy liquid, having an acid taste. Color. ：Yellow or yellowish brown. Odor. ：Characteristic odor. pH. ：1>. Boiling Point.
[69]
Pyruvic Acid | 27-17-3 | Musashino Chemical Laboratory
102℃ (Cleveland open-cup tester). Toxicity (20℃), LD50 2.1g/kg (rat; oral). *For detailed information on harmfulness and data on properties of Pyruvic Acid, ...
[70]
[PDF] Safety Data Sheet: Pyruvic acid - Carl ROTH
SECTION 9: Physical and chemical properties. 9.1. Information on basic physical and chemical properties. Physical state liquid. Colour light yellow. Odour.