Pyruvic Acid

Base Information

• Chemical Name: Pyruvic Acid
• CAS No.: 127-17-3
• Deprecated CAS: 1892-67-7
• Molecular Formula: C3H4O3
• Molecular Weight: 88.063
• Hs Code.: 29335995
• European Community (EC) Number: 204-824-3
• NSC Number: 179
• UNII: 8558G7RUTR
• DSSTox Substance ID: DTXSID2021650
• Nikkaji Number: J2.015J
• Wikipedia: Pyruvic acid
• Wikidata: Q213580
• RXCUI: 35161
• Metabolomics Workbench ID: 1584
• ChEMBL ID: CHEMBL1162144
• Mol file: 127-17-3.mol

Synonyms:Acid, Pyruvic;Pyruvate;Pyruvic Acid

Chemical Property of Pyruvic Acid

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.968mmHg at 25°C
• Melting Point: 11.8 °C, 285 K, 53 °F
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 165 °C at 760 mmHg
• PKA: 2.39(at 25℃)
• Flash Point: 54.3 °C
• PSA: 54.37000
• Density: 1.261 g/cm³
• LogP: -0.34000
• Storage Temp.: 2-8°C
• Solubility.: Miscible with chloroform and methanol.
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 88.016043985
• Heavy Atom Count: 6
• Complexity: 84

Purity/Quality:

99% ^*data from raw suppliers

Pyruvic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-25-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Other Biomolecules
• Canonical SMILES: CC(=O)C(=O)O
• Recent ClinicalTrials: Pyruvic Acid Versus Salicylic Acid Preparation in Treatment of Plantar Warts
• 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. 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. 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. Biochemical research.

Technology Process of Pyruvic Acid

There total 609 articles about Pyruvic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

L-Tartaric acid (87-69-4,138508-61-9) + carbon dioxide (124-38-9,18923-20-1) + sulfuric acid (7664-93-9) → glycolic Acid (79-14-1) + DL-tartaric acid (133-37-9,138508-61-9) + 2-oxo-propionic acid (127-17-3)

Guidance literature:

Reference yield:

LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + bromine (7726-95-6) → hydrogen bromide (10035-10-6,12258-64-9) + 2-oxo-propionic acid (127-17-3)

Guidance literature:

Irradiation (UV/VIS); in light; Kinetics;

Reference yield:

Oxalacetic acid (328-42-7) + D-Alanine (338-69-2,25191-17-7,18875-37-1) → (2R)-aspartic acid (1783-96-6,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + 2-oxo-propionic acid (127-17-3)

Guidance literature:

With pyridoxal 5'-phosphate; recombinant Lactobacillus salivarius UCC₁₁₈ D-amino acid aminotransferase; In aq. phosphate buffer; at 30 ℃; for 0.0166667h; pH=7.5; Enzymatic reaction;

DOI:10.1016/j.molcatb.2013.04.013

upstream raw materials:

piperidine

2,3-dibromopropionic acid ethyl ester

glycolic Acid

L-Tartaric acid

Downstream raw materials:

2-Acetylthiophene

2-(2-furyl)-6-methyl-4-quinolinecarboxylic acid

2-(furan-2-yl)quinoline-4-carboxylic acid

3,6-dimethyl-7H-thiazolo[3,2-b]-1,2,4-triazin-7-one

Refernces

• 1、 Inoue, Hiroshi,Yamachika, Mikio,Yoneyama, Hiroshi. "Photocatalytic Conversion of Lactic Acid to Malic Acid through Pyruvic Acid in the Presence of Malic Enzyme and Semiconductor Photocatalysts". . p. 2215 - 2220. Retrieved 1992.
• 2、 Kvernberg, Per Olav,Hansen, Eddy W.,Pedersen, Bjorn,Rasmussen, Asbjorn,Ruoff, Peter. "Oxidation of methylmalonic acid by cerium(IV). Evidence for parallel reaction pathways". . p. 2327 - 2331. Retrieved 1997.
• 3、 Matsushima, Ryoka,Ichikawa, Yoshinori,Kuwabara, Katsuyuki. "Photooxidation of 2-Hydroxy Acids by Copper(II) Species in Aqueous Solution". . p. 1902 - 1907. Retrieved 1980.
• 4、 Langenbeck,Hutschenreuter. "-". . p. 1,10. Retrieved 1930.
• 5、 Chen, Yanchun,Cui, Xuexian,Cui, Yinglu,Li, Chuijian,Li, Ruifeng,Li, Tao,Sun, Jinyuan,Wu, Bian,Zhu, Tong. "Exploration of Transaminase Diversity for the Oxidative Conversion of Natural Amino Acids into 2-Ketoacids and High-Value Chemicals". . p. 7950 - 7957. Retrieved 2020.
• 6、 Husain, Afzal,Jeelani, Ghulam,Sato, Dan,Ali, Vahab,Nozaki, Tomoyoshi. "Characterization of two isotypes of l-threonine dehydratase from Entamoeba histolytica". . p. 100 - 104. Retrieved 2010.
• 7、 Edlbacher,Wiss. "". . p. 1060. Retrieved 1944.
• 8、 Kumbhat, Vinita,Sharma, Pradeep K.,Banerji, Kalyan K.. "Kinetics and mechanism of the oxidation of some α-hydroxy acids by 2,2′-bipyridinium chlorochromate". . p. 248 - 254. Retrieved 2002.
• 9、 Yoshida, Tomonori,Kuroboshi, Manabu,Oshitani, Jun,Gotoh, Kuniaki,Tanaka, Hideo. "Electroorganic synthesis in oil-in-water nanoemulsion: TEMPO-mediated electrooxidation of amphiphilic alcohols in water". . p. 2691 - 2694. Retrieved 2007.
• 10、 Liu, Kaituo,Huang, Xiaoming,Pidko, Evgeny A.,Hensen, Emiel J. M.. "MoO3-TiO2 synergy in oxidative dehydrogenation of lactic acid to pyruvic acid". . p. 3014 - 3022. Retrieved 2017.