3-Hydroxypyruvic acid

Base Information

• Chemical Name: 3-Hydroxypyruvic acid
• CAS No.: 1113-60-6
• Molecular Formula: C3H4 O4
• Molecular Weight: 104.062
• Hs Code.: 2918990090
• UNII: 934B2KHY0S
• DSSTox Substance ID: DTXSID40149588
• Nikkaji Number: J515.825G
• Wikipedia: Hydroxypyruvic_acid
• Wikidata: Q2823271
• Pharos Ligand ID: ZW3HB1A8SWQG
• Metabolomics Workbench ID: 37743
• ChEMBL ID: CHEMBL1230192
• Mol file: 1113-60-6.mol

Synonyms:3-hydroxypyruvic acid;beta-hydroxypyruvate;hydroxypyruvic acid;hydroxypyruvic acid, lithium salt

Chemical Property of 3-Hydroxypyruvic acid

Chemical Property:

• Vapor Pressure: 0.00292mmHg at 25°C
• Melting Point: 202℃ (ethanol )
• Boiling Point: 252.9°Cat760mmHg
• PKA: 2.19±0.54(Predicted)
• Flash Point: 121°C
• PSA: 74.60000
• Density: 1.546g/cm³
• LogP: -1.36760
• Storage Temp.: 2-8°C
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 104.01095860
• Heavy Atom Count: 7
• Complexity: 95.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

β-Hydroxypyruvic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(=O)C(=O)O)O
• Uses: β-Hydroxypyruvic Acid is a metabolite involved in the pathway of carbon in photorespiration. It can also be used to treat fiber.

Technology Process of 3-Hydroxypyruvic acid

There total 38 articles about 3-Hydroxypyruvic 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: 8.3%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → glycolic Acid (79-14-1) + 3-hydroxy-2-oxopropionic acid (1113-60-6) + dihydroxyacetone (96-26-4,26776-70-5)

Guidance literature:

With pyridine; dodecacarbonyl triosmium; dihydrogen peroxide; In acetonitrile; at 60 ℃; for 13h; Temperature; Kinetics;

DOI:10.1039/c3ra41997e

Reference yield:

lanasol yellow 4G → acetamide (60-35-5) + 3-hydroxy-2-oxopropionic acid (1113-60-6) + 2-hydroxyiminopropanoic acid (2211-14-5) + 2-hydroxyacrylic acid (19071-34-2) + 4-hydroxysalicylic acid (89-86-1) + 2,5-dihydroxybenzoic acid. (490-79-9) + ethanimidic acid + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With potassium bromate; sodium sulfate; for 8h; pH=6; Reagent/catalyst; Kinetics; Irradiation; Electrochemical reaction;

DOI:10.1039/c4ra15889j

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + glycolic Acid (79-14-1) + 3-hydroxy-2-oxopropionic acid (1113-60-6) + dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6)

Guidance literature:

With oxygen; titanium(IV) oxide; for 20h; UV-irradiation;

DOI:10.1016/S1872-2067(16)62519-6

upstream raw materials:

D-Serine

DL-threo-β-hydroxyaspartic acid

chloroamine-T

L-Tartaric acid

Downstream raw materials:

D-fructose-6-phosphate

(3S,4S,5S)-1,3,4,5,6-pentahydroxyhexan-2-one

D-Fructose

L-sorbose

Refernces

• 1、 Gomes,Garcia,Gasparotto,De Souza,Ferreira,Pires,Tremiliosi-Filho. "Influence of silver on the glycerol electro-oxidation over AuAg/C catalysts in alkaline medium: A cyclic voltammetry and in situ FTIR spectroscopy study". . p. 361 - 368. Retrieved 2014.
• 2、 Gil, Sonia,Marchena, Miriam,Fernández, Carmen María,Sánchez-Silva, Luz,Romero, Amaya,Valverde, José Luís. "Catalytic oxidation of crude glycerol using catalysts based on Au supported on carbonaceous materials". . p. 189 - 203. Retrieved 2013.
• 3、 Shul'Pin, Georgiy B.,Kozlov, Yuriy N.,Shul'Pina, Lidia S.,Strelkova, Tatyana V.,Mandelli, Dalmo. "Oxidation of reactive alcohols with hydrogen peroxide catalyzed by manganese complexes". . p. 193 - 204. Retrieved 2010.
• 4、 Morris, K. Gail,Smith, Mark E.B.,Turner, Nicholas J.,Lilly, Malcolm D.,Mitra, Robin K.,Woodley, John M.. "Transketolase from Escherichia coli: A practical procedure for using the biocatalyst for asymmetric carbon-carbon bond synthesis". . p. 2185 - 2188. Retrieved 1996.
• 5、 Paloyan,Hambardzumyan,Halebyan. "Isolation, purification, and characterization of phenylpyruvate transaminating enzymes of Erwinia carotovora". . p. 98 - 104. Retrieved 2012.
• 6、 Andreo-Vidal, Andrés,Sanchez-Amat, Antonio,Campillo-Brocal, Jonatan C.. "The pseudoalteromonas luteoviolacea L-amino acid oxidase with antimicrobial activity is a flavoenzyme". . . Retrieved 2018.
• 7、 da Silva, Eunice S.,Gómez-Vallejo, Vanessa,Baz, Zuri?e,Llop, Jordi,López-Gallego, Fernando. "Efficient Enzymatic Preparation of13N-Labelled Amino Acids: Towards Multipurpose Synthetic Systems". . p. 13619 - 13626. Retrieved 2016.
• 8、 Yang, Lihua,Jiang, Yuanyuan,Zhu, Zihui,Hou, Zhaoyin. "Selective oxidation of glycerol over different shaped WO3 supported Pt NPs". . . Retrieved 2021.
• 9、 Jedsukontorn, Trin,Meeyoo, Vissanu,Saito, Nagahiro,Hunsom, Mali. "Effect of electron acceptors H2O2 and O2 on the generated reactive oxygen species 1O2 and OH in TiO2-catalyzed photocatalytic oxidation of glycerol". . p. 1975 - 1981. Retrieved 2016.
• 10、 Komarova,Golubev,Khoronenkova,Tishkov. "Mutant d-amino acid oxidase with higher catalytic efficiency toward d-amino acids with bulky side chains". . p. 1489 - 1496. Retrieved 2012.