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107360

Sigma-Aldrich

Pyruvic acid

98%

Synonym(s):

α-Ketopropionic acid, 2-Oxopropionic acid

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About This Item

Linear Formula:
CH3COCOOH
CAS Number:
127-17-3
Molecular Weight:
88.06
Beilstein:
506211
EC Number:
204-824-3
MDL number:
MFCD00002585
UNSPSC Code:
12352100
eCl@ss:
39021320
PubChem Substance ID:
24846765
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.428 (lit.)

bp

165 °C (lit.)

mp

11-12 °C (lit.)

solubility

H2O: miscible
alcohol: miscible
diethyl ether: miscible

density

1.267 g/mL at 25 °C (lit.)

functional group

carboxylic acid
ketone

storage temp.

2-8°C

SMILES string

CC(=O)C(O)=O

InChI

1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)

InChI key

LCTONWCANYUPML-UHFFFAOYSA-N

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Application

Pyruvic acid was used to study the cultivation of previously undescribed soil bacteria as micro colonies using soil substrate membrane system. Pyruvic acid was used to develop a new method for simultaneous determination of organic acids in red wine and must using liquid chromatography.

Biochem/physiol Actions

Pyruvic acid reacts with N-acetyl mannosamine by an aldol-type condensation to form sialic acid. Pyruvic acid is a component of commercial red seaweed polysaccharide. In muscle, pyruvic acid (derived from glycogen) is reduced to lactic acid during exertion, which is reoxidized and partially retransformed to glycogen during rest.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1C

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR7939
SHBS0099
SHBR3969
SHBR0985
SHBQ4751

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Belinda C Ferrari et al.
Nature protocols, 3(8), 1261-1269 (2008-08-21)
Most bacteria are recalcitrant to traditional cultivation in the laboratory. The soil substrate membrane system provides a simulated environment for the cultivation of previously undescribed soil bacteria as microcolonies. The system uses a polycarbonate membrane as a solid support for
Pyruvic acid, a unique component of an exocellular bacterial polysaccharide.
J H SLONEKER et al.
Nature, 194, 478-479 (1962-05-05)
Determination of organic acids in red wine and must on only one RP-LC-column directly after sample dilution and filtration.
Zheng YJ, et al.
Chromatographia, 69(11-12), 1391-1395 (2009)
Emilie A Bard-Chapeau et al.
Nature genetics, 46(1), 24-32 (2013-12-10)
The most common risk factor for developing hepatocellular carcinoma (HCC) is chronic infection with hepatitis B virus (HBV). To better understand the evolutionary forces driving HCC, we performed a near-saturating transposon mutagenesis screen in a mouse HBV model of HCC.
Youbo Zhao et al.
Cell reports, 33(10), 108487-108487 (2020-12-10)
Ferroptosis is a recently discovered form of programed cell death caused by the metabolically regulated lipid peroxidation and holds promise for cancer treatment, but its regulatory mechanisms remain elusive. In this study, we observe that lactate-rich liver cancer cells exhibit
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