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W297070

Sigma-Aldrich

Pyruvic acid

greener alternative

natural, ≥95%, FG

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
FEMA Number:
2970
Beilstein:
506211
EC Number:
204-824-3
Council of Europe no.:
19c
MDL number:
MFCD00002585
UNSPSC Code:
12164502
PubChem Substance ID:
24901427
Flavis number:
8.019
NACRES:
NA.21

grade

FG
Halal
Kosher
natural

Quality Level

400

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515

Assay

≥95%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.428 (lit.)

bp

165 °C (lit.)

mp

11-12 °C (lit.)

density

1.267 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

greener alternative category

Aligned

Organoleptic

caramel; acidic; sour

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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General description

Natural occurrence: Asparagus, beef, sake, Virginia tobacco, wheat bread.

Application


  • Efficient synthesis of L-malic acid by malic enzyme biocatalysis with CO2 fixation.: This study highlights the biocatalytic synthesis of L-malic acid from pyruvic acid, demonstrating an efficient CO2 fixation process. The research opens new pathways for sustainable chemical production using pyruvic acid as a precursor (Shi et al., 2024).

  • H(2)S-Powered Nanomotors for Active Therapy of Tumors by Inducing Ferroptosis and Lactate-Pyruvate Axis Disorders.: This study demonstrates the use of hydrogen sulfide-powered nanomotors for tumor therapy, inducing ferroptosis and disrupting the lactate-pyruvate metabolic axis, showcasing innovative applications of pyruvic acid metabolism in cancer treatment (Wang et al., 2024).

Biochem/physiol Actions

Taste at 5 ppm

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

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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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.
Albert P Chen et al.
PloS one, 8(2), e56551-e56551 (2013-02-21)
Following radiation therapy (RT), tumor morphology may remain unchanged for days and sometimes weeks, rendering anatomical imaging methods inadequate for early detection of therapeutic response. Changes in the hyperpolarized [1-¹³C]lactate signals observed in vivo following injection of pre-polarized [1-¹³C]pyruvate has
Robert A Jacobs et al.
American journal of physiology. Endocrinology and metabolism, 304(7), E686-E694 (2013-02-07)
Lactate is an important intermediate metabolite in human bioenergetics and is oxidized in many different tissues including the heart, brain, kidney, adipose tissue, liver, and skeletal muscle. The mechanism(s) explaining the metabolism of lactate in these tissues, however, remains unclear.
Hannes Link et al.
Nature biotechnology, 31(4), 357-361 (2013-03-05)
Recent data suggest that the majority of proteins bind specific metabolites and that such interactions are relevant to metabolic and gene regulation. However, there are no methods to systematically identify functional allosteric protein-metabolite interactions. Here we present an experimental and
Ching-An Wu et al.
Biochimica et biophysica acta, 1833(5), 1147-1156 (2013-02-05)
The Warburg effect is known to be crucial for cancer cells to acquire energy. Nutrient deficiencies are an important phenomenon in solid tumors, but the effect on cancer cell metabolism is not yet clear. In this study, we demonstrate that
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