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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Sanghamitra Dey et al.
Biochemistry, 47(32), 8271-8282 (2008-07-17)
The crystal structure of Mycobacterium tuberculosis d-3-phosphoglycerate dehydrogenase has been solved with bound effector, l-serine, and substrate, hydroxypyruvic acid phosphate, at resolutions of 2.7 and 2.4 A, respectively. The subunits display the same extreme asymmetry as seen in the apo-structure
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).
M Legge
Biochimica et biophysica acta, 1355(2), 99-101 (1997-02-04)
Mouse oocytes and zygotes, when solubilised demonstrated that a range of ketoaldehydes could be utilised as substrates. Of the five ketoaldehydes investigated the overall substrate utilisation was hydroxypyruvate > glyoxylate > 2-ketobutyrate > pyruvate > glycolate. The utilisation of these
William E Karsten et al.
Biochimica et biophysica acta, 1790(6), 575-580 (2009-03-07)
The enzyme L-serine-glyoxylate aminotransferase (SGAT) from Hyphomicrobium methylovorum is a PLP-containing enzyme that catalyzes the conversion of L-serine and glyoxylate to hydroxypyruvate and glycine. The cloned enzyme expressed in Escherichia coli is isolated as a mixture of the E:PLP and

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