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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/REAXYS Number:
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.)

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

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1C

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

183.2 °F - closed cup

flash_point_c

84 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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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)
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)
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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