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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

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
BCCG9451
SHBP0764
BCCG6621
BCCG6056
BCCG3614

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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
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)
Pyruvic acid, a unique component of an exocellular bacterial polysaccharide.
J H SLONEKER et al.
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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.
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Renal cell carcinoma has emerged as one of the leading causes of cancer-related deaths in the USA. Here, we examined the anticancer profile of oxindole derivatives (SH-859) in human renal cancer cells. Targeting 786-O cells by SH-859 inhibited cell growth
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Protocols

HPLC Analysis of Organic Acids Commonly Found in Wine and Beer on TSKgel® OApak-P and OApak-A

Separation of Pyruvic acid, United States Pharmacopeia (USP) Reference Standard; Tartaric acid, United States Pharmacopeia (USP) Reference Standard; Citric acid, United States Pharmacopeia (USP) Reference Standard; Malic acid, United States Pharmacopeia (USP) Reference Standard; L-Pyroglutamic acid, ≥99.0% (T); Lactic acid, United States Pharmacopeia (USP) Reference Standard; Acetic acid, ≥99.99% trace metals basis; Succinic acid, United States Pharmacopeia (USP) Reference Standard

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