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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:
Molecular Weight:
88.06
FEMA Number:
2970
Beilstein/REAXYS Number:
506211
EC Number:
Council of Europe no.:
19c
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
8.019
NACRES:
NA.21

grade

FG
Halal
Kosher
natural

Quality Level

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

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

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1C

wgk_germany

WGK 1

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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


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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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
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.
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.
Sarah C Atkinson et al.
Plant molecular biology, 81(4-5), 431-446 (2013-01-29)
Lysine is one of the most limiting amino acids in plants and its biosynthesis is carefully regulated through inhibition of the first committed step in the pathway catalyzed by dihydrodipicolinate synthase (DHDPS). This is mediated via a feedback mechanism involving
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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