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06372

Sigma-Aldrich

β-Hydroxypyruvic acid

≥95.0% (dry substance, T)

Synonym(s):

3-Hydroxy-2-oxopropanoic acid

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About This Item

Empirical Formula (Hill Notation):
C3H4O4
CAS Number:
Molecular Weight:
104.06
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Assay

≥95.0% (dry substance, T)

form

powder and chunks

impurities

≤15.0% water

storage temp.

2-8°C

SMILES string

OC(C(CO)=O)=O

InChI

1S/C3H4O4/c4-1-2(5)3(6)7/h4H,1H2,(H,6,7)

InChI key

HHDDCCUIIUWNGJ-UHFFFAOYSA-N

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Application


  • Hydroxy(phenyl)pyruvic acid reductase in Actaea racemosa L.: a putative enzyme in cimicifugic and fukinolic acid biosynthesis.: This study investigates the role of ß-Hydroxypyruvic acid in the biosynthesis of bioactive compounds in Actaea racemosa, highlighting its importance in plant secondary metabolism and potential applications in medicinal chemistry (Jahn and Petersen, 2024).

  • The gut microbiota confers protection in the CNS against neurodegeneration induced by manganism.: Research shows the protective role of ß-Hydroxypyruvic acid derivatives produced by gut microbiota against neurodegenerative conditions, providing insights into therapeutic strategies for neurological disorders (Wang et al., 2020).

Biochem/physiol Actions

Metabolite involved in the pathway of carbon in photorespiration.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Juhan Kim et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(42), E2856-E2864 (2012-09-18)
Evolution or engineering of novel metabolic pathways can endow microbes with new abilities to degrade anthropogenic pollutants or synthesize valuable chemicals. Most studies of the evolution of new pathways have focused on the origins and quality of function of the
Seong Pil Chung et al.
Journal of biochemistry, 148(6), 743-753 (2010-09-30)
D-amino acid oxidase (DAO) is a flavoenzyme that exists in the kidney, liver and brain of mammals. This enzyme catalyzes the oxidation of D-amino acids to the corresponding α-keto acid, hydrogen peroxide and ammonia. Recently D-serine, one of the substrates
Renwick C J Dobson et al.
Protein science : a publication of the Protein Society, 17(12), 2080-2090 (2008-09-13)
In recent years, dihydrodipicolinate synthase (DHDPS, E.C. 4.2.1.52) has received considerable attention from a mechanistic and structural viewpoint. DHDPS catalyzes the reaction of (S)-aspartate-beta-semialdehyde with pyruvate, which is bound via a Schiff base to a conserved active-site lysine (Lys161 in
Chen Yang et al.
Journal of bacteriology, 190(5), 1773-1782 (2007-12-25)
Members of a novel glycerate-2-kinase (GK-II) family were tentatively identified in a broad range of species, including eukaryotes and archaea and many bacteria that lack a canonical enzyme of the GarK (GK-I) family. The recently reported three-dimensional structure of GK-II
O A Esakova et al.
IUBMB life, 59(2), 104-109 (2007-04-25)
The interaction of thiamine diphosphate (ThDP) with transketolase (TK) involves at least two stages: [formula: see text] During the first stage, an inactive intermediate complex (TK...ThDP) is formed, which is then transformed into a catalytically active holoenzyme (TK* - ThDP).

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